67 results on '"Zhang-Hua Sun"'
Search Results
2. Six New Tetraprenylated Alkaloids from the South China Sea Gorgonian Echinogorgia pseudossapo
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Zhang-Hua Sun, Ying-Hong Cai, Cheng-Qi Fan, Gui-Hua Tang, Hai-Bin Luo, and Sheng Yin
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gorgonian ,Echinogorgia pseudossapo ,tetraprenylated alkaloids ,phosphodiesterases ,Biology (General) ,QH301-705.5 - Abstract
Six new tetraprenylated alkaloids, designated as malonganenones L–Q (1–6), were isolated from the gorgonian Echinogorgia pseudossapo, collected in Daya Bay of Guangdong Province, China. The structures of 1–6 featuring a methyl group at N-3 and a tetraprenyl chain at N-7 in the hypoxanthine core were established by extensive spectroscopic analyses. Compounds 1–6 were tested for their inhibitory activity against the phosphodiesterases (PDEs)-4D, 5A, and 9A, and compounds 1 and 6 exhibited moderate inhibitory activity against PDE4D with IC50 values of 8.5 and 20.3 µM, respectively.
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- 2014
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3. Geospallins A–C: New Thiodiketopiperazines with Inhibitory Activity against Angiotensin-Converting Enzyme from a Deep-Sea-Derived Fungus Geosmithia pallida FS140
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Zhang-Hua Sun, Jiangyong Gu, Wei Ye, Liang-Xi Wen, Qi-Bin Lin, Sai-Ni Li, Yu-Chan Chen, Hao-Hua Li, and Wei-Min Zhang
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thiodiketopiperazines ,Geosmithia pallida ,deep-sea-derived fungus ,Biology (General) ,QH301-705.5 - Abstract
Three new thiodiketopiperazines, geospallins A⁻C (1⁻3), together with nine known analogues (4⁻12), were isolated from the culture of the deep-sea sediment-derived fungus Geosmithia pallida FS140. Among them, geospallins A and B (1 and 2) represent rare examples of thiodiketopiperazines featuring an S-methyl group at C-10 and a tertiary hydroxyl group at C-11. Their structures were determined by high-resolution electrospray mass spectrometry (HRESIMS), spectroscopic analyses, and electronic circular dichroism (ECD) calculations. Their angiotensin-converting enzyme (ACE) inhibitory activity was reported, and geospallins A⁻C (1⁻3) showed inhibitory activity with IC50 values of 29⁻35 µM.
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- 2018
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4. A New Phenolic Glycoside from Chamaecyparis obtusa var. breviramea f. crippsii
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Zhang-Hua Sun, Ning-Hua Tan, Lin Xiao, Guang-Zhi Zeng, Jian Xu, and Yu-Mei Zhang
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Chamaecyparis obtusa var. breviramea f. crippsii ,phenolic compounds ,cytotoxicity ,Organic chemistry ,QD241-441 - Abstract
A new phenolic glycoside, 3-methoxyphenol 1-O-α-L-rhamnopyranosyl-(1→6)- O-β-D-glucopyranoside (1), was isolated from the 90% acetone extract of the branches and leaves of Chamaecyparis obtusa var. breviramea f. crippsii along with another 10 known phenolics 2–11. Their structures were determined mainly by means of MS, 1D- and 2D-NMR data. Cytotoxicities of compounds 3 and 5–11 were tested on BGC-823, Hela and A549 cancer cell lines, the results showed that compound 8 was bioactive and its IC50 values were 6.9, 29.7 and 52.9 μM, respectively.
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- 2013
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5. Two New Metabolites from the Endophytic Fungus Alternaria sp. A744 Derived from Morinda officinalis
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Ying Wang, Hong-Xin Liu, Yu-Chan Chen, Zhang-Hua Sun, Hao-Hua Li, Sai-Ni Li, Ming-Li Yan, and Wei-Min Zhang
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Alternaria sp. ,endophytic fungus ,Morinda officinalis ,cytotoxicity ,α-glucosidase inhibitory ,Organic chemistry ,QD241-441 - Abstract
Two new compounds isobenzofuranone A (1) and indandione B (2), together with eleven known compounds (3–13) were isolated from liquid cultures of an endophytic fungus Alternaria sp., which was obtained from the medicinal plant Morinda officinalis. Among them, the indandione (2) showed a rarely occurring indanone skeleton in natural products. Their structures were elucidated mainly on the basis of extensive spectroscopic data analysis. All of the compounds were evaluated with cytotoxic and α-glucosidase inhibitory activity assays. Compounds 11 and 12 showed significant inhibitory activities against four tumor cell lines; MCF-7, HepG-2, NCI-H460 and SF-268, with IC50 values in the range of 1.91–9.67 μM, and compounds 4, 5, 9, 10, 12 and 13 showed excellent inhibitory activities against α-glucosidase with IC50 values in the range of 12.05–166.13 μM.
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- 2017
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6. Dichotocejpins A–C: New Diketopiperazines from a Deep-Sea-Derived Fungus Dichotomomyces cejpii FS110
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Zhen Fan, Zhang-Hua Sun, Zhong Liu, Yu-Chan Chen, Hong-Xin Liu, Hao-Hua Li, and Wei-Min Zhang
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diketopiperazines ,Dichotomomyces cejpii ,deep-sea-derived fungus ,cytotoxity ,α-glucosidase ,Biology (General) ,QH301-705.5 - Abstract
Three new diketopiperazines, dichotocejpins A–C (1–3), together with eight known analogues (4–11), were isolated from the culture of the deep-sea sediment derived fungus Dichotomomyces cejpii FS110. Their structures, including absolute configurations, were elucidated by a combination of HRESIMS, NMR, X-ray crystallography, and ECD calculations. Compounds 4–6, 10–11 showed significant cytotoxic activities against MCF-7, NCI-H460, HepG-2, and SF-268 tumor cell lines. Compound 1 exhibited excellent inhibitory activity against α-glucosidase with an IC50 of 138 μM.
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- 2016
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7. Two New Secondary Metabolites from the Endophytic Fungus Endomelanconiopsis endophytica
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Zhang-Hua Sun, Hao-Hua Li, Fa-Liang Liang, Yu-Chan Chen, Hong-Xin Liu, Sai-Ni Li, Guo-Hui Tan, and Wei-Min Zhang
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endophytic fungus ,Endomelanconiopsis endophytica ,ketals ,Ficus hirta ,Organic chemistry ,QD241-441 - Abstract
Two new secondary metabolites, endomeketals A–B (1–2), a new natural product (3), and a known compound (4) were isolated from the ethyl acetate extract of the endophytic fungus Endomelanconiopsis endophytica A326 derived from Ficus hirta. Their structures were determined on the basis of extensive spectroscopic analysis. All compounds were evaluated for their cytotoxic activities against SF-268, MCF-7, NCI-H460, and HepG-2 tumor cell lines. However, no compound showed cytotoxic activity against these human tumor cell lines.
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- 2016
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8. New Cembrane-Type Diterpenoids from the South China Sea Soft Coral Sarcophyton ehrenbergi
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Gui-Hua Tang, Zhang-Hua Sun, Yi-Hong Zou, and Sheng Yin
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Sarcophyton ehrenbergi ,cembranoids ,marine natural product ,Organic chemistry ,QD241-441 - Abstract
Chemical investigation on the soft coral Sarcophyton ehrenbergi collected from the Xisha Islands of the South China Sea have led to the isolation of eight cembranoids including five new ones, sarcophytonoxides A–E (1–5). The structures of new cembranoids (1–5) were determined by spectroscopic analysis and comparison of the NMR data with those of related analogues. The cytotoxicities of compounds 1–8 against human ovarian cancer cell line A2780 were also evaluated.
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- 2016
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9. Two New Cinnamyl Isovalerate Derivatives from Sabina gaussenii
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Zhang-Hua Sun, Ning-Hua Tan, Guang-Zhi Zeng, and Yu-Mei Zhang
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Sabina gaussenii ,cinnamyl isovalerate ,cytotoxicity ,Organic chemistry ,QD241-441 - Abstract
Chemical investigation of the 90% acetone extract of the branches and leaves of Sabina gaussenii led to the isolation of two new cinnamyl isovalerate derivatives (1–2) and eighteen known compounds (3–20). Their structures were determined mainly by means of MS, 1D- and 2D-NMR data, and this is the first time these compounds have been reported from this plant. The biological activity test results indicated that the 90% acetone extract showed cytotoxicity against the human lung adenocarcinoma (A549) cell line (IC50 = 0.98 ± 0.1 μg/mL), compound 6 showed cytotoxicities against human cervical carcinoma (HeLa) (IC50 = 0.4 ± 0.1 μM ) and human gastric carcinoma (BGC-823) (IC50 = 0.9 ± 0.2 μM) cancer cell lines, and compound 19 showed cytotoxicities against HeLa (IC50 = 1.5 ± 0.4 μM), BGC-823 (IC50 = 7.0 ± 0.8 μM ), and A549 (IC50 = 10.6 ± 1.5 μM ) cancer cell lines.
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- 2016
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10. Secondary Metabolites from the Deep-Sea Derived Fungus Acaromyces ingoldii FS121
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Xiao-Wei Gao, Hong-Xin Liu, Zhang-Hua Sun, Yu-Chan Chen, Yu-Zhi Tan, and Wei-Min Zhang
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Acaromyces ingoldii ,secondary metabolites ,deep-sea derived fungus ,cell growth inhibition ,Organic chemistry ,QD241-441 - Abstract
Activity-guided isolation of the fermentation broth of the deep-sea derived fungus Acaromyces ingoldii FS121, which was obtained from the China South Sea, yielded a new naphtha-[2,3-b]pyrandione analogue, acaromycin A (1) and a new thiazole analogue, acaromyester A (2), as well as the known compound (+)-cryptosporin (3). Their structures, including absolute configurations, were determined by extensive spectroscopic analysis and electronic circular dichroism (ECD) spectra. Compounds 1–3 were evaluated for in vitro growth inhibitory activities against four tumor cell lines (MCF-7, NCI-H460, SF-268 and HepG-2), wherein compounds 1 and 3 exhibited considerable growth inhibitory effects, with IC50 values less than 10 µM.
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- 2016
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11. Therapeutic role of <scp>d</scp>-pinitol on experimental colitis via activating Nrf2/ARE and PPAR-γ/NF-κB signaling pathways
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Yulin Wu, Xiaoli Wu, Zhang-Hua Sun, Yi Xiaoqing, Wei Long, Jianhui Su, Lin Yinsi, Mingqiang Wang, Zi-Ren Su, and Jian Cai
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Male ,0301 basic medicine ,NF-E2-Related Factor 2 ,Inflammation ,Pharmacology ,medicine.disease_cause ,Proinflammatory cytokine ,Mice ,03 medical and health sciences ,0302 clinical medicine ,Animals ,Medicine ,Colitis ,Mice, Inbred BALB C ,business.industry ,GCLM ,NF-kappa B ,General Medicine ,medicine.disease ,Ulcerative colitis ,PPAR gamma ,Disease Models, Animal ,IκBα ,030104 developmental biology ,GCLC ,030220 oncology & carcinogenesis ,Dietary Supplements ,medicine.symptom ,business ,Inositol ,Oxidative stress ,Signal Transduction ,Food Science - Abstract
Ulcerative colitis is a recrudescent intestinal inflammation coupled with diarrhea, weight loss, pus, and blood stool, which seriously impacts the quality of patient life. d-Pinitol, which can be a food supplement isolated from the food plant-like soybeans, Ceratonia siliqua Linn and Bruguiera gymnorrhiza, has been proved to show anti-oxidative and anti-inflammatory effects. However, the potential mechanism of d-pinitol still remains ill-defined contemporarily. In the current study, the therapeutic effect and potential mechanisms of d-pinitol against colitis were investigated. Oxidative stress and inflammation of experimental colitis were caused by 3% DSS treatment once daily for 7 days. During DSS treatment, the mice of the positive drug group and three other groups were orally administered SASP or d-pinitol once daily. Clinical symptoms were analyzed, and macroscopic scores were calculated. The levels of oxidative and inflammatory cytokines were measured using assay kits and RT-PCR. Additionally, the protein expression of the Nrf2/ARE pathway and PPAR-γ was measured by Western blot. Results showed that d-pinitol enormously alleviated DSS-induced bodyweight loss, colon shortening, and histological injuries, achieving a therapeutic efficacy superior to SASP. Moreover, the oxidative stress and colonic inflammatory response were mitigated. d-pinitol not only significantly activated the Nrf2/ARE signaling pathway via facilitating the translocation of Nrf2 from sitoplazma to cytoblast, upregulating the protein expression levels of GCLC, GCLM, HO-1, and NQO1, but also improved the PPAR-γ level by binding to the active site of PPAR-γ, when suppressing NF-κB p65 and IκBα phosphorylation. In conclusion, d-pinitol exhibited a dramatic anti-colitis efficacy by activating the Nrf2/ARE pathway and PPAR-γ. Hence, d-pinitol may be a promising therapeutic drug against UC in the future.
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- 2021
12. Asymmetric Total Synthesis of the Highly Strained 4β-Acetoxyprobotryane-9β,15α-diol
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Chuang-Chuang Li, Wei-Min Dai, Wen Zhang, Zhang-Hua Sun, Xu-Jiang Zhu, and Zi-Xiong Zhou
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Bicyclic molecule ,Stereochemistry ,Benzilic acid ,Diol ,Total synthesis ,General Chemistry ,010402 general chemistry ,Ring (chemistry) ,01 natural sciences ,Biochemistry ,Catalysis ,Cycloaddition ,0104 chemical sciences ,Stereocenter ,chemistry.chemical_compound ,Colloid and Surface Chemistry ,chemistry ,Octane - Abstract
The first and asymmetric total synthesis of 4β-acetoxyprobotryane-9β,15α-diol, containing a rare and highly strained trans-fused bicyclo[3.3.0]octane ring system, has been achieved. The synthetically challenging [6-5-5] tricyclic ring system in the final product was efficiently and diastereoselectively synthesized via an asymmetric rhodium-catalyzed [4 + 2] cycloaddition reaction, followed by a unique benzilic acid type rearrangement under very mild conditions. The seven contiguous stereocenters were installed efficiently and diastereoselectively.
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- 2020
13. Polypropionate Derivatives with Mycobacterium tuberculosis Protein Tyrosine Phosphatase B Inhibitory Activities from the Deep-Sea-Derived Fungus Aspergillus fischeri FS452
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Zhang-Hua Sun, Hui Cui, Hongxin Liu, Weimin Zhang, Zhaoming Liu, Dongni Chen, Saini Li, Yongjun Lu, and Qinglin Wang
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Pharmacology ,chemistry.chemical_classification ,Circular dichroism ,biology ,010405 organic chemistry ,Stereochemistry ,Organic Chemistry ,Pharmaceutical Science ,Fungus ,Protein tyrosine phosphatase ,biology.organism_classification ,Inhibitory postsynaptic potential ,01 natural sciences ,0104 chemical sciences ,Analytical Chemistry ,Mycobacterium tuberculosis ,010404 medicinal & biomolecular chemistry ,chemistry.chemical_compound ,Enzyme ,Complementary and alternative medicine ,chemistry ,Drug Discovery ,Molecular Medicine ,Structure–activity relationship ,Imide - Abstract
Fiscpropionates A-F (1-6), six new polypropionate derivatives featuring an unusual long hydrophobic chain, were isolated from the deep-sea-derived fungus Aspergillus fischeri FS452. Their structures were elucidated on the basis of spectroscopic analysis, and the absolute configurations were determined by J-HMBC analysis, electronic circular dichroism (ECD) calculations, and the modified Mosher's method. This is the first discovery of polypropionates from marine-derived fungi, and compounds 4 and 5 represent the first examples of polypropionate derivatives containing a 3-hydroxypiperidin-2-one as part of an imide linkage. In addition, compounds 1-4 exhibited significant inhibitory activities against Mycobacterium tuberculosis protein tyrosine phosphatase B (MptpB) with the IC50 values of 5.1, 12, 4.0, and 11 μM, respectively. Enzyme kinetic experiments suggested that they all acted through a noncompetitive mechanism. A preliminary structure-activity relationship is discussed.
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- 2019
14. Tetrahydrocurcumin and octahydrocurcumin, the primary and final hydrogenated metabolites of curcumin, possess superior hepatic-protective effect against acetaminophen-induced liver injury: Role of CYP2E1 and Keap1-Nrf2 pathway
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Song Huang, Zhang-Hua Sun, Dandan Luo, Jiang-Yong Gu, Jian-Yi Zhuo, Jian-Hui Xie, Jin-Fen Chen, Jingjing Liu, Zhen-Biao Zhang, and Zi-Ren Su
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Male ,Curcumin ,Antioxidant ,NF-E2-Related Factor 2 ,medicine.medical_treatment ,Pharmacology ,Protective Agents ,Toxicology ,medicine.disease_cause ,Mice ,03 medical and health sciences ,chemistry.chemical_compound ,0404 agricultural biotechnology ,mental disorders ,medicine ,Animals ,Humans ,Acetaminophen ,030304 developmental biology ,0303 health sciences ,Kelch-Like ECH-Associated Protein 1 ,GCLM ,organic chemicals ,Cytochrome P-450 CYP2E1 ,04 agricultural and veterinary sciences ,General Medicine ,CYP2E1 ,040401 food science ,KEAP1 ,Oxidative Stress ,GCLC ,Liver ,chemistry ,Hydrogenation ,sense organs ,Liver function ,Chemical and Drug Induced Liver Injury ,Oxidative stress ,Signal Transduction ,Food Science - Abstract
Acetaminophen (APAP) overdose-induced hepatotoxicity is tightly associated with oxidative stress. Tetrahydrocurcumin (THC) and octahydrocurcumin (OHC), the primary and final hydrogenated metabolites of curcumin (CUR), possess stronger antioxidant activity in vitro. The present study was performed to investigate the potential and mechanism of OHC and THC against APAP-induced hepatotoxicity in parallel to CUR. Our results showed that OHC and THC dose-dependently enhanced liver function (ALT and AST levels) and alleviated histopathological deterioration. Besides, OHC and THC significantly restored the hepatic antioxidant status by miring level of MDA and ROS, and elevated levels of GSH, SOD, CAT and T-AOC. In addition, OHC and THC markedly suppressed the activity and expressions of CYP2E1, and bound to the active sites of CYP2E1. Moreover, OHC and THC activated the Keap1-Nrf2 pathway and enormously enhanced the translational activation of Nrf2-targeted gene (GCLC, GCLM, NQO1 and HO-1) against oxidative stress, via inhibiting the expression of Keap1 and blocking the interaction between Keap1 and Nrf2. Particularly, OHC and THC exerted superior hepato-protective and antioxidant activities to CUR. In conclusion, OHC and THC possess favorable hepato-protective effect through restoring antioxidant status, inhibiting CYP2E1 and activating Keap1-Nrf2 pathway, which might represent promising antioxidants for the treatment of APAP-induced hepatotoxicity.
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- 2019
15. Coumarins and lignans from the roots of Zanthoxylum nitidum
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Jian-Hui Su, Ming-Qiang Wang, Li-Ping Zhu, Wei-Qun Yang, Shi-Qin Jiang, Zhong-Xiang Zhao, and Zhang-Hua Sun
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Biochemistry ,Ecology, Evolution, Behavior and Systematics - Published
- 2022
16. Rare cytochalasans isolated from the mangrove endophytic fungus Xylaria arbuscula
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Jian-Hui, Su, Ming-Qiang, Wang, Yan-Zhen, Li, Yin-Si, Lin, Jiang-Yong, Gu, Li-Ping, Zhu, Wei-Qun, Yang, Shi-Qin, Jiang, Zhong-Xiang, Zhao, and Zhang-Hua, Sun
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Pharmacology ,Magnetic Resonance Spectroscopy ,Ascomycota ,Molecular Structure ,Cell Survival ,Cell Line, Tumor ,Fermentation ,Drug Discovery ,Humans ,Rhizophoraceae ,General Medicine ,Cytochalasins - Abstract
Four new cytochalasans, arbuschalasins A-D (1-4), along with thirteen known analogues (5-17), were isolated from the solid rice medium of endophytic fungus Xylaria arbuscula. Arbuschalasins A-B feature a rare 5/6/6/6 fused ring system while arbuschalasin D was characterized as the first example of natural cytochalasans that possesses a 5/5/11 fused scaffold. The structures of 1-4 were assigned by spectroscopic data, with their absolute structures being determined by electronic circular dichroism (ECD) calculations. All of the isolates were evaluated against the human colorectal adenocarcinoma cell lines (HCT15). Compounds 6 and 7 showed significant inhibitory effects (IC
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- 2022
17. 2-(2-Phenylethyl)chromones from Endophytic Fungal Strain Botryosphaeria rhodina A13 from Aquilaria sinensis
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Wen-shan Li, Pan Qingling, Wei Ye, Weimin Zhang, Meihua Tao, Hao-Hua Li, Yao Zhang, Hongxin Liu, and Zhang-Hua Sun
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Pharmacology ,biology ,010405 organic chemistry ,Chemistry ,Silica gel ,Stereochemistry ,Aquilaria sinensis ,Agarwood ,engineering.material ,biology.organism_classification ,01 natural sciences ,Plant use of endophytic fungi in defense ,0104 chemical sciences ,010404 medicinal & biomolecular chemistry ,chemistry.chemical_compound ,Column chromatography ,Complementary and alternative medicine ,Botany ,Chromone ,engineering ,Pharmacology (medical) ,Botryosphaeria rhodina ,Botryosphaeria - Abstract
Objective To study the characteristic 2-(2-phenylethyl)chromone components of endophytic fungal strain of Aquilaria sinensis by solid culture. Methods The compounds were isolated by various chromatographic methods such as silica gel, reverse-phase silica gel, Sephadex-LH20 column chromatography as well as crystallization. Results Seven 2-(2-phenylethyl)chromone analogues were isolated from the solid culture of Botryosphaeria rhodina A13. Their structures were established by spectral data as well as physicochemical properties, and identified as 6-hydroxy-7-methoxy-2-(2-phenylethyl)chromone ( 1 ), 6,7-dimethoxy-2-(2-phenylethyl) chromone ( 2 ), (5 S ,6 R ,7 S ,8 R )-2-(2-phenylethyl)-5,6,7,8-tetrahydrchromone ( 3 ), 6-hydroxy-2-(2-phenylethyl)chromone ( 4 ), 4′-hydroxy-2-(2-phenylethyl)chromone ( 5 ), 6-methoxy-2-phenethyl-4 H -chromen-4-one ( 6 ), and 6-methoxy-2-(4′-methoxy-phenethyl)-4 H -chromen-4-one ( 7 ). Conclusion All of the compounds are isolated for the first time from the genus Botryosphaeria. This research opens up a new vista to produce the characteristic components of agarwood by endophytic fungi.
- Published
- 2017
18. Expression, purification, and characterization of soluble and active glutamate-specific endopeptidase in Bacillus licheniformis and Pichia pastoris
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Weimin Zhang, Hao-Hua Li, Taomei Liu, Zhang-Hua Sun, Tan Guohui, and Wei Ye
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0301 basic medicine ,Serine protease ,030102 biochemistry & molecular biology ,biology ,Chemistry ,Process Chemistry and Technology ,Bioengineering ,Trypsin ,medicine.disease_cause ,biology.organism_classification ,Biochemistry ,Catalysis ,Endopeptidase ,Yeast ,Pichia pastoris ,03 medical and health sciences ,chemistry.chemical_compound ,030104 developmental biology ,medicine ,biology.protein ,Peptide synthesis ,Bacillus licheniformis ,Escherichia coli ,medicine.drug - Abstract
Glutamate-specific endopeptidase from Bacillus licheniformis (GSE-BL) is a serine protease with strong specificity toward Glu residue. The relatively complicated purification procedure for producing soluble active GSE-BL limits its wide application in biocatalysis and organic synthesis. In this study, recombinant gse-bl gene with full-length sequence was firstly expressed in the bacterium B. licheniformis (GSE-BL-B) and the yeast Pichia pastoris (GSE-BL-P) in a soluble and enzymatically active form. Pure GSE-BL-B and GSE-BL-P were obtained with yields of 62.5 mg/L and 78.4 mg/L, respectively, after one-step His 6 tag chromatography. Mature GSE-BL-B and GSE-BL-P, with similar enzymatic properties as matured GSE-BL expressed in Escherichia coli (GSE-BL-E), were obtained with yields of 50.8 mg/L and 63.2 mg/L after different durations of trypsin treatment. PNGase treatment and the corresponding enzymatic assay were conducted to validate the glycolysation of GSE-BL-P. The optimal reaction pH and temperature, as well as the kinetic analysis of GSE-BL-B and GSE-BL-P were investigated. The GSE-BLs expressed in B . licheniformis and P. pastoris are potential alternative for the production of enzymatically active GSE-BL with the advantages of much simpler and more cost-effective procedure. Thus, GSE-BLs can be widely applied in peptide synthesis, peptide recovery and sequence analysis.
- Published
- 2016
19. Tigliane Diterpenoids as a New Type of Antiadipogenic Agents Inhibit GRα-Dexras1 Axis in Adipocytes
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Yong Rao, Zhang-Hua Sun, Gui-Hua Tang, Sheng Yin, Zhi-Shu Huang, Jun-Sheng Zhang, and Qin-Qin Song
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Cellular differentiation ,Down-Regulation ,Pharmacology ,01 natural sciences ,03 medical and health sciences ,chemistry.chemical_compound ,Mice ,Structure-Activity Relationship ,Glucocorticoid receptor ,Receptors, Glucocorticoid ,Downregulation and upregulation ,Euphorbia ,Adipocyte ,3T3-L1 Cells ,Drug Discovery ,Adipocytes ,Structure–activity relationship ,Animals ,Receptor ,Cytotoxicity ,030304 developmental biology ,EC50 ,0303 health sciences ,Adipogenesis ,Molecular Structure ,Phorbols ,0104 chemical sciences ,Molecular Docking Simulation ,010404 medicinal & biomolecular chemistry ,chemistry ,ras Proteins ,Molecular Medicine ,Anti-Obesity Agents - Abstract
The phytochemical study of Euphorbia prolifera led to the isolation of two tiglianes (1 and 2) and 23 mysrinanes (3–25). Most of these isolates showed significant antiadipogenic activity in 3T3-L1 adipocyte without apparent cytotoxicity. Subsequent structural modification yielded 10 derivatives, among which 1a, the 5-O-acetyl derivative of 1, turned out to be the most active compound with improved triglyceride-lowering activity (EC50 for 1 and 1a: 0.61 and 0.32 μM, respectively) and reduced cytotoxicity (selectivity index for 1 and 1a: 28 and 312, respectively). The structure–activity relationship study revealed that the trans-fused 5/7/6 ring system in an angular shape was important to the activity. A mechanistic study indicated that 1 and 1a could inhibit the glucocorticoid receptor α-Dexras1 axis in adipocyte, leading to the retardation of cell differentiation at the early stage. These findings may provide a new type of lipid-lowering agents for future antiobesity drug development.
- Published
- 2019
20. Geospallins A⁻C: New Thiodiketopiperazines with Inhibitory Activity against Angiotensin-Converting Enzyme from a Deep-Sea-Derived Fungus
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Zhang-Hua, Sun, Jiangyong, Gu, Wei, Ye, Liang-Xi, Wen, Qi-Bin, Lin, Sai-Ni, Li, Yu-Chan, Chen, Hao-Hua, Li, and Wei-Min, Zhang
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Aquatic Organisms ,Spectrometry, Mass, Electrospray Ionization ,Magnetic Resonance Spectroscopy ,Molecular Structure ,Circular Dichroism ,Communication ,Angiotensin-Converting Enzyme Inhibitors ,Peptidyl-Dipeptidase A ,Piperazines ,Inhibitory Concentration 50 ,deep-sea-derived fungus ,Hypocreales ,thiodiketopiperazines ,Geosmithia pallida ,Enzyme Assays - Abstract
Three new thiodiketopiperazines, geospallins A–C (1–3), together with nine known analogues (4–12), were isolated from the culture of the deep-sea sediment-derived fungus Geosmithia pallida FS140. Among them, geospallins A and B (1 and 2) represent rare examples of thiodiketopiperazines featuring an S-methyl group at C-10 and a tertiary hydroxyl group at C-11. Their structures were determined by high-resolution electrospray mass spectrometry (HRESIMS), spectroscopic analyses, and electronic circular dichroism (ECD) calculations. Their angiotensin-converting enzyme (ACE) inhibitory activity was reported, and geospallins A–C (1–3) showed inhibitory activity with IC50 values of 29–35 µM.
- Published
- 2018
21. A new serratene triterpenoid from Lycopodium japonicum
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Wei Li, Zhang-Hua Sun, Sheng Yin, and Gui-Hua Tang
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Stereochemistry ,Pharmaceutical Science ,010402 general chemistry ,Lycopodium ,01 natural sciences ,Analytical Chemistry ,Inhibitory Concentration 50 ,Triterpenoid ,Drug Discovery ,Botany ,Nuclear Magnetic Resonance, Biomolecular ,Pharmacology ,Molecular Structure ,biology ,010405 organic chemistry ,Lycopodiaceae ,Chemistry ,Organic Chemistry ,General Medicine ,Carbon-13 NMR ,biology.organism_classification ,Triterpenes ,0104 chemical sciences ,Complementary and alternative medicine ,Phytochemical ,Molecular Medicine ,Lycernuic ketone C ,Lycopodium japonicum ,Drugs, Chinese Herbal - Abstract
Phytochemical investigation on the herbs of Lycopodium japonicum led to the isolation of a new serratene triterpenoid, 3α,21α-dihydroxy-16-oxoserrat-14-en-24-yl p-coumarate (1), together with two known ones, lycernuic ketone C (2) and tohogenol (3). Their structures were elucidated by extensive spectroscopic methods, including 1D- and 2D-NMR and HR-ESI-MS. The 13C NMR data of tohogenol was first reported.
- Published
- 2016
22. Monoterpenes and sesquiterpenes from the marine sediment-derived fungus Eutypella scoparia FS46
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Yuchan Chen, Zhang-Hua Sun, Hongxin Liu, Ling Zhang, Hao-Hua Li, Pan Qingling, and Weimin Zhang
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Geologic Sediments ,Staphylococcus aureus ,Eutypella scoparia ,South china ,Stereochemistry ,Pharmaceutical Science ,Marine Biology ,Microbial Sensitivity Tests ,Fungus ,Biology ,Eutypellol B ,010402 general chemistry ,medicine.disease_cause ,01 natural sciences ,Analytical Chemistry ,chemistry.chemical_compound ,Drug Discovery ,Botany ,medicine ,Humans ,Pharmacology ,Natural product ,Molecular Structure ,010405 organic chemistry ,Organic Chemistry ,Sediment ,General Medicine ,biology.organism_classification ,Terpenoid ,Anti-Bacterial Agents ,0104 chemical sciences ,Complementary and alternative medicine ,chemistry ,Monoterpenes ,Molecular Medicine ,Drug Screening Assays, Antitumor ,Sesquiterpenes - Abstract
Eutypellol A (1), the first norsesquiterpenoid of sequicarene family, as well as eutypellol B (2), a rare 7-methyl oxidized 2-carene derivative, and one new natural product 2-(2-hydroxy-4-methylcyclohex-3-enyl)propanoic acid (3), along with eight known terpenoids, were isolated from the marine sediment-derived fungus Eutypella scoparia FS46 collected from the South China Sea. Their structures were established on the basis of extensive spectroscopic analysis. Compounds 1–3 were evaluated for their antibacterial activities against Staphylococcus aureus and cytotoxic activities against MCF-7, NCI-H460, and SF-268 tumor cell lines.
- Published
- 2016
23. Two new xyloketals from the endophytic fungus Endomelanconiopsis endophytica derived from medicinal plant Ficus hirta
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Yuchan Chen, Hongxin Liu, Fa-Liang Liang, Weimin Zhang, Zhang-Hua Sun, and Hao-Hua Li
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0301 basic medicine ,Liquid culture ,Pharmaceutical Science ,Tumor cells ,Biology ,01 natural sciences ,Analytical Chemistry ,03 medical and health sciences ,chemistry.chemical_compound ,Ascomycota ,Drug Discovery ,Botany ,Humans ,Pyrans ,Pharmacology ,Folk medicine ,Plants, Medicinal ,Natural product ,Molecular Structure ,010405 organic chemistry ,Organic Chemistry ,Hep G2 Cells ,General Medicine ,Endophytic fungus ,Ficus ,0104 chemical sciences ,030104 developmental biology ,Complementary and alternative medicine ,chemistry ,Ficus hirta ,Molecular Medicine ,Drug Screening Assays, Antitumor ,Endomelanconiopsis endophytica - Abstract
Chemical examination of the liquid culture of Endomelanconiopsis endophytica A326 isolated from the Chinese folk medicine Ficus hirta resulted in the isolation of two new xyloketals named xyloketals K and L (1–2) and three known analogs (3–5) including a new natural product (5). Their structures were determined on the basis of extensive spectroscopic analysis. All compounds were evaluated for their cytotoxic activities against the SF-268, MCF-7, NCI-H460, and HepG-2 tumor cell lines. Nonetheless, no significant activity was observed.
- Published
- 2016
24. Perangustols A and B, a pair of new azaphilone epimers from a marine sediment-derived fungus Cladosporium perangustm FS62
- Author
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Fan Zhen, Hao-Hua Li, Weimin Zhang, Zhang-Hua Sun, Hongxin Liu, and Yuchan Chen
- Subjects
Geologic Sediments ,Stereochemistry ,Sediment (wine) ,Pharmaceutical Science ,Marine Biology ,Tumor cells ,Fungus ,01 natural sciences ,Analytical Chemistry ,Cell Line, Tumor ,Drug Discovery ,Botany ,Humans ,Benzopyrans ,Nuclear Magnetic Resonance, Biomolecular ,Pharmacology ,Molecular Structure ,biology ,010405 organic chemistry ,Organic Chemistry ,Hep G2 Cells ,Pigments, Biological ,General Medicine ,biology.organism_classification ,0104 chemical sciences ,010404 medicinal & biomolecular chemistry ,Complementary and alternative medicine ,Molecular Medicine ,Epimer ,Drug Screening Assays, Antitumor ,Cladosporium ,Cladosporium perangustum - Abstract
A pair of new azaphilone epimers, perangustols A-B (1-2), and two new natural products (3-4), together with two known metabolites (5-6) were isolated from the culture of the marine sediment-derived fungus Cladosporium perangustum FS62. The structures of these compounds were established on the basis of extensive spectroscopic analysis. The isolated compounds (1-6) were evaluated for their cytotoxic activities against the SF-268, MCF-7, NCI-H460, and HepG-2 tumor cell lines. Nonetheless, no significant activity was observed.
- Published
- 2016
25. Cytotoxic pimarane-type diterpenes from the marine sediment-derived fungus Eutypella sp. FS46
- Author
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Hao-Hua Li, Saini Li, Pan Qingling, Hongxin Liu, Yuchan Chen, Wei Ye, Ling Zhang, Tan Guohui, Weimin Zhang, and Zhang-Hua Sun
- Subjects
Geologic Sediments ,South china ,Cell Survival ,Antineoplastic Agents ,Plant Science ,Fungus ,01 natural sciences ,Biochemistry ,Analytical Chemistry ,Eutypella sp. FS46 ,Cell Line, Tumor ,Botany ,Humans ,Cytotoxic T cell ,Eutypella sp ,Xylariales ,biology ,010405 organic chemistry ,Organic Chemistry ,Sediment ,biology.organism_classification ,0104 chemical sciences ,010404 medicinal & biomolecular chemistry ,Cell culture ,Abietanes ,Fermentation - Abstract
Two new pimarane-type diterpenes, scopararanes H-I (1–2), along with five known ones (3–7) were isolated from the culture broth of a marine sediment-derived fungus Eutypella sp. FS46, which was obtained from the South China Sea. Their structures were established by extensive spectroscopic analysis. All of them were evaluated for their cytotoxic activities against MCF-7, NCI-H460 and SF-268 tumour cell lines. Scopararane I (2) showed moderate inhibitory activities.
- Published
- 2016
26. Cytotoxic cochlioquinone derivatives from the endophytic fungus Bipolaris sorokiniana derived from Pogostemon cablin
- Author
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Xiao-Ling Guo, Saini Li, Zhang-Hua Sun, Hao-Hua Li, Hongxin Liu, Tan Guohui, Weimin Zhang, Yuchan Chen, and Mo Wang
- Subjects
Stereochemistry ,Sulforhodamine B ,Antineoplastic Agents ,01 natural sciences ,Structure-Activity Relationship ,chemistry.chemical_compound ,Ascomycota ,Cell Line, Tumor ,Drug Discovery ,Benzoquinones ,Humans ,Structure–activity relationship ,Cytotoxic T cell ,Indolequinones ,Pharmacology ,Lamiaceae ,Molecular Structure ,biology ,010405 organic chemistry ,General Medicine ,biology.organism_classification ,Bipolaris ,In vitro ,0104 chemical sciences ,Pogostemon ,010404 medicinal & biomolecular chemistry ,chemistry ,Biochemistry - Abstract
Chemical investigation of the liquid culture of the endophytic fungus Bipolaris sorokiniana A606, which was isolated from the medicinal plant Pogostemon cablin resulted in the isolation of four new cytotoxic compounds, named isocochlioquinones D-E (1-2) and cochlioquinones G-H (3-4), along with five known cochlioquinone analogues (5-9). Their structures were determined on the basis of extensive spectroscopic analysis. Isocochlioquinone D (1) possessed a rare benzothiazin-3-one moiety and cochlioquinone G (3) was the first example of cochlioquinones bearing an indole-4,7-dione fragment. All of the isolates (1-9) were evaluated for their cytotoxic activities against MCF-7, NCI-H460, SF-268 and HepG-2 tumor cell lines by the sulforhodamine B (SRB) assay. Compounds 4 and 6-9, featuring a cochlioquinone core, exhibited potent cytotoxicities in vitro against the four tumor cell lines, and a preliminary structure-activity relationship of these compounds was also discussed.
- Published
- 2016
27. Cytotoxic trichothecene macrolides from the endophyte fungus Myrothecium roridum
- Author
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Zhang-Hua Sun, Hao-Hua Li, Yuchan Chen, Yu-Zhi Tan, Wei-Zhen Liu, Weimin Zhang, and Hongxin Liu
- Subjects
Trichothecene ,Pharmaceutical Science ,Antineoplastic Agents ,Fungus ,Biology ,01 natural sciences ,Endophyte ,Analytical Chemistry ,Microbiology ,Cell Line, Tumor ,Drug Discovery ,Endophytes ,Humans ,Cytotoxic T cell ,Myrothecium roridum ,Cytotoxicity ,Pharmacology ,Molecular Structure ,010405 organic chemistry ,Organic Chemistry ,Epiroridin acid ,General Medicine ,biology.organism_classification ,Anti-Bacterial Agents ,0104 chemical sciences ,Pogostemon ,010404 medicinal & biomolecular chemistry ,Complementary and alternative medicine ,Hypocreales ,Molecular Medicine ,Macrolides ,Trichothecenes - Abstract
A new cytotoxic roridin-type trichothecene macrolide named epiroridin acid (1) and two known compounds epiroridin E (2) and mytoxin B (3) were isolated from the liquid culture of Myrothecium roridum A553, which was isolated from the medicinal plant Pogostemon cablin. The structure of the new macrolide (1) was elucidated by extensive spectroscopic measurements (UV, IR, MS, and 1D and 2D NMR) analyses. All isolated compounds (1-3) were evaluated for their cytotoxic activities against SF-268, MCF-7, NCI-H460, and HepG-2 tumor cell lines. The new compound (1) exhibited well cytotoxicity against the four selected tumor cell lines.
- Published
- 2016
28. Neolignans from Aristolochia fordiana Prevent Oxidative Stress-Induced Neuronal Death through Maintaining the Nrf2/HO-1 Pathway in HT22 Cells
- Author
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Min Tan, Zhongbin Cheng, Ting-Ting Lin, Jing-Mei Bao, Ziwei Chen, Zhang-Hua Sun, Sheng Yin, Xiao-Yun Gao, Gui-Hua Tang, and Gang Huang
- Subjects
Programmed cell death ,Circular dichroism ,Antioxidant ,Cell Survival ,NF-E2-Related Factor 2 ,medicine.medical_treatment ,Blotting, Western ,Glutamic Acid ,Pharmaceutical Science ,Apoptosis ,Endogeny ,Biology ,medicine.disease_cause ,Hippocampus ,Neuroprotection ,Antioxidants ,Lignans ,Analytical Chemistry ,chemistry.chemical_compound ,Drug Discovery ,medicine ,Nuclear Magnetic Resonance, Biomolecular ,Heme ,Benzofurans ,Neurons ,Pharmacology ,Cell Death ,L-Lactate Dehydrogenase ,Molecular Structure ,Plant Stems ,Organic Chemistry ,Aristolochia ,Oxidative Stress ,Neuroprotective Agents ,Proto-Oncogene Proteins c-bcl-2 ,Complementary and alternative medicine ,chemistry ,Biochemistry ,Cell culture ,Molecular Medicine ,Reactive Oxygen Species ,Heme Oxygenase-1 ,Oxidative stress ,Drugs, Chinese Herbal ,Signal Transduction - Abstract
Bioassay-guided fractionation of the ethanolic extract of the stems of Aristolochia fordiana led to the isolation of six new dihydrobenzofuran neolignans (1-3 and 7-9), three new 2-aryldihydrobenzofurans (4-6), a new 8-O-4' neolignan (10), and 14 known analogues (11-24). The structures of compounds 1-10 were established by spectroscopic methods, and their absolute configurations were determined by analyses of the specific rotation and electronic circular dichroism data. The neuroprotective effects of compounds 1-24 against glutamate-induced cell death were tested in hippocampal neuronal cell line HT22. Compounds 17 and 20-24 exhibited moderate neuroprotective activity by increasing the endogenous antioxidant defense system. In addition, the neolignans activated the Nrf2 (nuclear factor E2-related factor 2) pathway, resulting in the increase of the expression of endogenous antioxidant protein HO-1 (heme oxygenase-1). The active compounds also preserved the levels of antiapoptotic protein Bcl-2 (B cell lymphoma/leukemia-2), which was decreased by glutamate. Collectively, these results suggested that the active neolignans protect neurons against glutamate-induced cell death through maintaining the Nrf2/HO-1 signaling pathway as well as preserving the Bcl-2 protein and might be promising novel beneficial agents for oxidative stress-associated diseases.
- Published
- 2015
29. Two New Metabolites from the Endophytic Fungus Alternaria sp. A744 Derived from Morinda officinalis
- Author
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Saini Li, Ming-Li Yan, Weimin Zhang, Yuchan Chen, Zhang-Hua Sun, Hao-Hua Li, Ying Wang, and Hongxin Liu
- Subjects
Pharmaceutical Science ,Tumor cells ,01 natural sciences ,Analytical Chemistry ,Microbiology ,Morinda officinalis ,lcsh:QD241-441 ,lcsh:Organic chemistry ,α-glucosidase inhibitory ,Alternaria sp ,Drug Discovery ,Ic50 values ,Morinda ,Physical and Theoretical Chemistry ,Cytotoxicity ,Furans ,α glucosidase inhibitory ,endophytic fungus ,Traditional medicine ,biology ,010405 organic chemistry ,Communication ,Organic Chemistry ,Alternaria ,Endophytic fungus ,biology.organism_classification ,0104 chemical sciences ,010404 medicinal & biomolecular chemistry ,Chemistry (miscellaneous) ,Indans ,Molecular Medicine ,cytotoxicity - Abstract
Two new compounds isobenzofuranone A (1) and indandione B (2), together with eleven known compounds (3–13) were isolated from liquid cultures of an endophytic fungus Alternaria sp., which was obtained from the medicinal plant Morinda officinalis. Among them, the indandione (2) showed a rarely occurring indanone skeleton in natural products. Their structures were elucidated mainly on the basis of extensive spectroscopic data analysis. All of the compounds were evaluated with cytotoxic and α-glucosidase inhibitory activity assays. Compounds 11 and 12 showed significant inhibitory activities against four tumor cell lines; MCF-7, HepG-2, NCI-H460 and SF-268, with IC50 values in the range of 1.91–9.67 μM, and compounds 4, 5, 9, 10, 12 and 13 showed excellent inhibitory activities against α-glucosidase with IC50 values in the range of 12.05–166.13 μM.
- Published
- 2017
30. Sesquiterpenoids and Diterpenes from Chamaecyparis obtusa var. breviramea f. crippsii
- Author
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Yu-Mei Zhang, Zhang-Hua Sun, Guang-Zhi Zeng, Jian Xu, Ning-Hua Tan, Ke-Li Chen, and Yi-Mei Liu
- Subjects
HeLa ,biology ,Stereochemistry ,Chemistry ,Chamaecyparis ,Ic50 values ,General Chemistry ,Cancer cell lines ,biology.organism_classification ,Two-dimensional nuclear magnetic resonance spectroscopy - Abstract
Four new sesquiterpenoids, 1α-hydroxymethyl-3β-hydroxy-7,8-dihydro-ionol (1), 1α-hydroxymethyl- 3β-hydroxy-7,8-dihydro-ionol-9-O-β-D-glucopyranoside (2), (1α,5β,7β)-3,10(14)-guaiadien- 11,12-diol (3), and (6S)-13-O-β-D-glucopyranosyl-abscisic acid (4), together with 10 known sesquiterpenoids and 5 diterpenes were isolated from the branches and leaves of Chamaecyparis obtusa var. breviramea f. crippsii. Their structures were mainly determined on the basis of MS, IR, 1D and 2D NMR spectral evidence. Compound 13-epi-toruolsol (17) showed cytotoxicities against BGC-823 and Hela cancer cell lines with IC50 values of 23.0 and 49:9 μM, and compound 3-epitriptobenzene B (19) showed cytotoxicities against BGC-823, Hela and A549 cancer cell lines with IC50 values of 19.1, 30.3 and 24:5 μM, respectively
- Published
- 2014
31. Natural nitric oxide (NO) inhibitors from Aristolochia mollissima
- Author
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Bao Cheng, Qiong Gu, Sheng Yin, Jun-Sheng Zhang, Jing-Mei Bao, Zhongbin Cheng, Zhang-Hua Sun, Gui-Hua Tang, and Zhen Dong
- Subjects
Quantum chemical ,chemistry.chemical_compound ,chemistry ,Lipopolysaccharide ,Stereochemistry ,General Chemical Engineering ,Ic50 values ,Positive control ,General Chemistry ,Quercetin ,IC50 ,Aristolochia mollissima ,Nitric oxide - Abstract
Six new sesquiterpenoids, aristomollins A–F (1–6), and 24 known analogues (7–30) were isolated from the leaves and stems of Aristolochia mollissima. Their structures were elucidated by spectroscopic analysis, and the absolute configurations of compounds 2–5 were determined by the chemical correlations and quantum chemical ECD calculations. Compound 1 represented an unprecedented 5,6-seco-4,5-cyclohumulane skeleton. All the compounds were examined for their inhibitory effects on the nitric oxide (NO) production induced by lipopolysaccharide (LPS) in BV-2 microglial cells, and compounds 4, 9, 28, and 30 exhibited pronounced inhibition of NO production with IC50 values in the range of 5.7–9.9 μM, being more active than the positive control, quercetin (IC50 = 15.7 μM).
- Published
- 2014
32. Six New Tetraprenylated Alkaloids from the South China Sea Gorgonian Echinogorgia pseudossapo
- Author
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Sheng Yin, Hai-Bin Luo, Cheng-Qi Fan, Ying-Hong Cai, Zhang-Hua Sun, and Gui-Hua Tang
- Subjects
China ,South china ,tetraprenylated alkaloids ,Phosphodiesterase Inhibitors ,Oceans and Seas ,Daya bay ,gorgonian ,Pharmaceutical Science ,Inhibitory Concentration 50 ,Alkaloids ,Drug Discovery ,Botany ,Ic50 values ,Animals ,Inhibitory concentration 50 ,phosphodiesterases ,Pharmacology, Toxicology and Pharmaceutics (miscellaneous) ,lcsh:QH301-705.5 ,Cyclic Nucleotide Phosphodiesterases, Type 5 ,Echinogorgia ,biology ,Spectrum Analysis ,Communication ,Anthozoa ,biology.organism_classification ,Cyclic Nucleotide Phosphodiesterases, Type 4 ,Gorgonian ,lcsh:Biology (General) ,3',5'-Cyclic-AMP Phosphodiesterases ,Echinogorgia pseudossapo ,Spectrum analysis - Abstract
Six new tetraprenylated alkaloids, designated as malonganenones L–Q (1–6), were isolated from the gorgonian Echinogorgia pseudossapo, collected in Daya Bay of Guangdong Province, China. The structures of 1–6 featuring a methyl group at N-3 and a tetraprenyl chain at N-7 in the hypoxanthine core were established by extensive spectroscopic analyses. Compounds 1–6 were tested for their inhibitory activity against the phosphodiesterases (PDEs)-4D, 5A, and 9A, and compounds 1 and 6 exhibited moderate inhibitory activity against PDE4D with IC50 values of 8.5 and 20.3 µM, respectively.
- Published
- 2014
33. [Sesquiterpenoids of endophytic fungus Cerrena sp. from Pogostemon cablin and their cytotoxic activities]
- Author
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Jia-Qian, Xie, Yu-Chan, Chen, Zhang-Hua, Sun, Hong-Xin, Liu, Sai-Ni, Li, Hao-Hua, Li, Xiao-Xia, Gao, and Wei-Min, Zhang
- Subjects
Cell Line, Tumor ,Endophytes ,Humans ,Antineoplastic Agents ,Polyporales ,Sesquiterpenes ,Pogostemon - Abstract
The secondary metabolites of endophytic fungus Cerrena sp.A593 from Pogostemon cablin and their cytotoxic activities were investigated. Eight sesquiterpenoids were isolated from the fermentation broth of the strain A593 by silica gel, reverse phase silica gel, Sephadex LH-20, HPLC and so on. Their structures were identified as chloriolin B(1), chloriolin C(2), pleurocybellone A(3), dihydrohypnophilin(4), cucumin F(5), antrodin A(6), 10α-hydroxyamorphan-4-en-3-one(7), and connatusin A(8). Compounds 1- 8 were firstly found from the genus Cerrena. All isolated sesquiterpenoids were evaluated for in vitro cytotoxic activities against HepG-2, SF-268, MCF-7 and NCI-H460 tumor cell lines. Compounds 1-3 showed inhibitory activities against the four tumor cell lines with IC₅₀ values ranging from 20.33 to 63.13 μmol•L⁻¹.
- Published
- 2016
34. Three new highly-oxygenated metabolites from the endophytic fungus Cytospora rhizophorae A761
- Author
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Hongxin Liu, Zhang-Hua Sun, Hao-Hua Li, Sheng-Xiang Qiu, Saini Li, Weimin Zhang, Yuan Liu, Haibo Tan, and Yuchan Chen
- Subjects
Stereochemistry ,Growth inhibitory ,Antineoplastic Agents ,Biology ,Naphthalenes ,01 natural sciences ,Single Crystal Diffraction ,Morinda officinalis ,chemistry.chemical_compound ,Benzophenones ,Ascomycota ,Phenols ,Cell Line, Tumor ,Drug Discovery ,Cytospora rhizophorae ,Benzophenone ,Endophytes ,Humans ,Morinda ,Cytotoxicity ,Pharmacology ,Molecular Structure ,010405 organic chemistry ,General Medicine ,Endophytic fungus ,biology.organism_classification ,In vitro ,0104 chemical sciences ,010404 medicinal & biomolecular chemistry ,chemistry ,Pyrones - Abstract
Cytosporaphenones A–C, one new polyhydric benzophenone and two new naphtopyrone derivatives, along with eight known ones, were isolated from Cytospora rhizophorae, an endophytic fungus from Morinda officinalis. Their structures were fully characterized by means of detailed spectroscopic analysis and X-ray single crystal diffraction. To our knowledge, the three new compounds were the most highly oxygenated metabolites of their families discovered in nature. Moreover, all of the compounds were evaluated for in vitro cytotoxic activities against MCF-7, NCI-H460, HepG-2 and SF-268 tumor cell lines, and the new compound 1 exhibited weak growth inhibitory activity against the tumor cell lines MCF-7 and HepG-2 with IC50 values of 70 and 60 μM, respectively.
- Published
- 2016
35. Neuroprotective polyhydroxypregnane glycosides from Cynanchum otophyllum
- Author
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Zhi-Min Zhao, Zhang-Hua Sun, Sheng Yin, Xin-Wen Zhang, Qiong Liao, Ming Tan, Han-Dong Zhu, Mei-Hui Chen, and Rong-Biao Pi
- Subjects
Programmed cell death ,Cell Survival ,Clinical Biochemistry ,Drug Evaluation, Preclinical ,Biochemistry ,Neuroprotection ,Cell Line ,Mice ,chemistry.chemical_compound ,Endocrinology ,Animals ,MTT assay ,Glycosides ,Hydrogen peroxide ,Molecular Biology ,Neurons ,Pharmacology ,chemistry.chemical_classification ,Cell Death ,Cynanchum ,Organic Chemistry ,Glutamate receptor ,Glycoside ,Pregnanes ,Homocysteic acid ,Oxidative Stress ,Neuroprotective Agents ,chemistry ,Cell culture ,Drugs, Chinese Herbal - Abstract
Five new polyhydroxypregnane glycosides, namely cynanotosides A−E (1–5), together with two known analogues, deacetylmetaplexigenin (6) and cynotophylloside H (7), were isolated from the roots of Cynanchum otophyllum. Their structures were established by spectroscopic methods and acid hydrolysis. The neuroprotective effects of compounds 1–7 against glutamate-, hydrogen peroxide-, and homocysteic acid (HCA)-induced cell death were tested by MTT assay in a hippocampal neuronal cell line HT22. Compounds 1, 2, and 7 exhibited protective activity against HCA-induced cell death in a dose-dependent manner ranging from 1 to 30 μM, which may explain the Traditional Chinese Medicine (TCM) use of this plant for the treatment of epilepsy.
- Published
- 2013
36. Geospallins A–C: New Thiodiketopiperazines with Inhibitory Activity against Angiotensin-Converting Enzyme from a Deep-Sea-Derived Fungus Geosmithia pallida FS140
- Author
-
Saini Li, Ye Wei, Hao-Hua Li, Zhang-Hua Sun, Weimin Zhang, Liang-Xi Wen, Yuchan Chen, Qi-Bin Lin, and Jiangyong Gu
- Subjects
Circular dichroism ,Stereochemistry ,Electrospray mass spectrometry ,Pharmaceutical Science ,Fungus ,Inhibitory postsynaptic potential ,01 natural sciences ,Geosmithia pallida ,deep-sea-derived fungus ,Drug Discovery ,Ic50 values ,lcsh:QH301-705.5 ,Pharmacology, Toxicology and Pharmaceutics (miscellaneous) ,chemistry.chemical_classification ,biology ,010405 organic chemistry ,Chemistry ,Angiotensin-converting enzyme ,biology.organism_classification ,0104 chemical sciences ,010404 medicinal & biomolecular chemistry ,Enzyme ,lcsh:Biology (General) ,biology.protein ,thiodiketopiperazines - Abstract
Three new thiodiketopiperazines, geospallins A⁻C (1⁻3), together with nine known analogues (4⁻12), were isolated from the culture of the deep-sea sediment-derived fungus Geosmithia pallida FS140. Among them, geospallins A and B (1 and 2) represent rare examples of thiodiketopiperazines featuring an S-methyl group at C-10 and a tertiary hydroxyl group at C-11. Their structures were determined by high-resolution electrospray mass spectrometry (HRESIMS), spectroscopic analyses, and electronic circular dichroism (ECD) calculations. Their angiotensin-converting enzyme (ACE) inhibitory activity was reported, and geospallins A⁻C (1⁻3) showed inhibitory activity with IC50 values of 29⁻35 µM.
- Published
- 2018
37. Two Trichothecene Mycotoxins from Myrothecium roridum Induce Apoptosis of HepG-2 Cells via Caspase Activation and Disruption of Mitochondrial Membrane Potential
- Author
-
Weimin Zhang, Wei Ye, Yuchan Chen, Zhang-Hua Sun, Hongxin Liu, Hao-Hua Li, Taomei Liu, and Saini Li
- Subjects
0301 basic medicine ,mytoxin B ,epiroridin acid ,apoptosis ,caspase cascade ,mitochondrial membrane potential ,Cell ,Trichothecene ,Pharmaceutical Science ,DNA Fragmentation ,Biology ,Article ,Analytical Chemistry ,lcsh:QD241-441 ,03 medical and health sciences ,0302 clinical medicine ,lcsh:Organic chemistry ,Neoplasms ,Drug Discovery ,Gene expression ,medicine ,Humans ,Cytotoxic T cell ,Myrothecium roridum ,Physical and Theoretical Chemistry ,Cell Proliferation ,Membrane Potential, Mitochondrial ,Cell growth ,Organic Chemistry ,Hep G2 Cells ,Mycotoxins ,biology.organism_classification ,Pogostemon ,Gene Expression Regulation, Neoplastic ,030104 developmental biology ,medicine.anatomical_structure ,Biochemistry ,Chemistry (miscellaneous) ,Apoptosis ,Caspases ,030220 oncology & carcinogenesis ,Hypocreales ,Molecular Medicine ,DNA fragmentation ,Trichothecenes ,Sesquiterpenes - Abstract
Trichothecene mycotoxins are a type of sesquiterpenoid produced by various kinds of plantpathogenic fungi. In this study, two trichothecene toxins, namely, a novel cytotoxic epiroridin acid and a known trichothecene, mytoxin B, were isolated from the endophytic fungus Myrothecium roridum derived from the medicinal plant Pogostemon cablin. The two trichothecene mytoxins were confirmed to induce the apoptosis of HepG-2 cells by cytomorphology inspection, DNA fragmentation detection, and flow cytometry assay. The cytotoxic mechanisms of the two mycotoxins were investigated by quantitative real time polymerase chain reaction, western blot, and detection of mitochondrial membrane potential. The results showed that the two trichothecene mycotoxins induced the apoptosis of cancer cell HepG-2 via activation of caspase-9 and caspase-3, up-regulation of bax gene expression, down-regulation of bcl-2 gene expression, and disruption of the mitochondrial membrane potential of the HepG-2 cell. This study is the first to report on the cytotoxic mechanism of trichothecene mycotoxins from M. roridum. This study provides new clues for the development of attenuated trichothecene toxins in future treatment of liver cancer.
- Published
- 2016
38. Study on cytotoxic secondary metabolites of endophytic fungus Diaporthe longicolla A616 from Pogostemon cablin
- Author
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Zhang-Hua Sun, Hao-Hua Li, Mo Wang, Tan Guohui, Hongxin Liu, Xiao-Ling Guo, Weimin Zhang, Yuchan Chen, and Han-Jing Yan
- Subjects
0106 biological sciences ,Stereochemistry ,Secondary Metabolism ,Antineoplastic Agents ,01 natural sciences ,High-performance liquid chromatography ,chemistry.chemical_compound ,Ascomycota ,Cell Line, Tumor ,Endophytes ,Glycerol ,Humans ,Pharmacology (medical) ,General Pharmacology, Toxicology and Pharmaceutics ,Molecular Structure ,biology ,Strain (chemistry) ,Silica gel ,Hep G2 Cells ,biology.organism_classification ,In vitro ,Pogostemon ,0104 chemical sciences ,010404 medicinal & biomolecular chemistry ,Complementary and alternative medicine ,chemistry ,Cell culture ,MCF-7 Cells ,Fermentation ,010606 plant biology & botany - Abstract
To study active secondary metabolites of endophytic fungus Diaporthe longicolla A616 isolated from Pogostemon cablin. Ten compounds were isolated from fermentation product of the strain 616 by silica gel, reverse phase silica gel, Sephadex-LH20, HPLC and so on. Their structures were identified as 1,3-diamino-1,3-dimethylurea(1),(7R,9R)-7-hydroxy-9-propyl-5-nonen-9-olide(2), Ergosta-5,7,22-trien-3β-ol(3),(22E,24R)-ergosta-4,6,8(14)-22-tetraen-3-one(4),(22E,24R)-3β,5α-dihydroxy-6β-ergosta-7,22-diene(5), citreoisocoumarin(6), glycerol monolinoleate(7), 1-(2-hydroxyethoxy)ethyl(E)-octadec-9-enoate(8), cyclo-(L-Pro-L-Ala)(9), cyclo(L)-Pro-(L)-Val(10), respectively, based on extensive spectroscopic analysis and literature comparisons. Compounds 6-10 were isolated from the genus Diaporthe for the first time. All isolated compounds were evaluated for in vitro cytotoxic activities against SF-268, MCF-7, NCI-H460 and HepG-2 tumor cell lines. Compounds 4 and 5 showed potent growth inhibitory activities against the four cell lines with IC₅₀ values of 5.3, 6.5, 12.2, 6.1μmol•L⁻¹ and 8.2, 5.2, 6.1, 9.4μmol•L⁻¹, respectively.
- Published
- 2016
39. New Cembrane-Type Diterpenoids from the South China Sea Soft Coral Sarcophyton ehrenbergi
- Author
-
Zhang-Hua Sun, Yi-Hong Zou, Sheng Yin, and Gui-Hua Tang
- Subjects
Models, Molecular ,China ,South china ,Cell Survival ,Stereochemistry ,Proton Magnetic Resonance Spectroscopy ,Coral ,Molecular Conformation ,Ovarian cancer cell line ,Pharmaceutical Science ,01 natural sciences ,Article ,cembranoids ,Molecular conformation ,Analytical Chemistry ,lcsh:QD241-441 ,Paleontology ,lcsh:Organic chemistry ,Cell Line, Tumor ,Anthozoa ,Drug Discovery ,Animals ,Humans ,Carbon-13 Magnetic Resonance Spectroscopy ,Physical and Theoretical Chemistry ,Sarcophyton ehrenbergi ,marine natural product ,Cell survival ,biology ,010405 organic chemistry ,Chemistry ,Organic Chemistry ,biology.organism_classification ,Nmr data ,0104 chemical sciences ,010404 medicinal & biomolecular chemistry ,Chemistry (miscellaneous) ,Molecular Medicine ,Diterpenes - Abstract
Chemical investigation on the soft coral Sarcophyton ehrenbergi collected from the Xisha Islands of the South China Sea have led to the isolation of eight cembranoids including five new ones, sarcophytonoxides A–E (1–5). The structures of new cembranoids (1–5) were determined by spectroscopic analysis and comparison of the NMR data with those of related analogues. The cytotoxicities of compounds 1–8 against human ovarian cancer cell line A2780 were also evaluated.
- Published
- 2016
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40. Secondary Metabolites from the Deep-Sea Derived Fungus Acaromyces ingoldii FS121
- Author
-
Hongxin Liu, Xiao-Wei Gao, Zhang-Hua Sun, Yuchan Chen, Yu-Zhi Tan, and Weimin Zhang
- Subjects
0301 basic medicine ,Acaromyces ingoldii ,Circular dichroism ,Stereochemistry ,Pharmaceutical Science ,Growth inhibitory ,Fungus ,Biology ,01 natural sciences ,Deep sea ,Analytical Chemistry ,lcsh:QD241-441 ,03 medical and health sciences ,chemistry.chemical_compound ,lcsh:Organic chemistry ,Drug Discovery ,Ic50 values ,Physical and Theoretical Chemistry ,Thiazole ,Fermentation broth ,cell growth inhibition ,010405 organic chemistry ,secondary metabolites ,Communication ,Organic Chemistry ,biology.organism_classification ,0104 chemical sciences ,030104 developmental biology ,chemistry ,Chemistry (miscellaneous) ,deep-sea derived fungus ,Molecular Medicine - Abstract
Activity-guided isolation of the fermentation broth of the deep-sea derived fungus Acaromyces ingoldii FS121, which was obtained from the China South Sea, yielded a new naphtha-[2,3-b]pyrandione analogue, acaromycin A (1) and a new thiazole analogue, acaromyester A (2), as well as the known compound (+)-cryptosporin (3). Their structures, including absolute configurations, were determined by extensive spectroscopic analysis and electronic circular dichroism (ECD) spectra. Compounds 1–3 were evaluated for in vitro growth inhibitory activities against four tumor cell lines (MCF-7, NCI-H460, SF-268 and HepG-2), wherein compounds 1 and 3 exhibited considerable growth inhibitory effects, with IC50 values less than 10 µM.
- Published
- 2016
41. Isolation and cytotoxicity evaluation of taxanes from the barks of Taxus wallichiana var. mairei
- Author
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Yu Chen, Gui-Hua Tang, Cuige Zhu, Jie Qiu, Sheng Yin, Xian-Zhang Bu, Jing Jin, Yan-Qiong Guo, and Zhang-Hua Sun
- Subjects
Paclitaxel ,Cell Survival ,Clinical Biochemistry ,Molecular Conformation ,Pharmaceutical Science ,Antineoplastic Agents ,Pharmacology ,Biochemistry ,chemistry.chemical_compound ,Mice ,Structure-Activity Relationship ,Glucoside ,Cell Line, Tumor ,Drug Discovery ,Cytotoxic T cell ,Animals ,Humans ,ATP Binding Cassette Transporter, Subfamily B, Member 1 ,Cytotoxicity ,Molecular Biology ,Cell Proliferation ,Taxane ,biology ,Organic Chemistry ,biology.organism_classification ,In vitro ,chemistry ,Cell culture ,Cancer cell ,MCF-7 Cells ,NIH 3T3 Cells ,Plant Bark ,Molecular Medicine ,Taxoids ,Drug Screening Assays, Antitumor ,Taxus ,Taxus wallichiana - Abstract
Fifteen taxanes ( 1 – 15 ) including a new taxane glucoside, 7β,9α,10β-triacetoxy-13α-hydroxy-5α- O -(β- d -glucopyranosyl)taxa-4(20),11-diene ( 1 ), were isolated from the barks of Taxus wallichiana var. mairei . Compounds 1 – 15 representing three sub-types of 6/8/6-taxane were evaluated in vitro for anti-proliferative activity against a panel of parental and drug-resistant cancer cells. Potent compounds were found while several exhibited selective cytotoxicity. Especially, 3 , 8 , and 10 showed selective inhibition to breast carcinoma cell line MCF-7, while 13 selectively inhibited taxol resistant human ovarian carcinoma cell line A2780/TAX (IC 50 = 0.19 μM), being more potent than the clinical drugs taxol (IC 50 = 4.4 μM) and docetaxol (IC 50 = 0.42 μM), and less cytotoxic to mouse embryonic fibroblast cell line NIH-3T3, a cell line close to normal cell line. The possible P-glycoprotein evasion mechanism of 13 against A2780/TAX and the preliminary structure–activity relationships (SARs) of this group of compounds were also discussed.
- Published
- 2014
42. ChemInform Abstract: Sesquiterpenoids and Diterpenes from Chamaecyparis obtusa var. breviramea f. crippsii
- Author
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Yu-Mei Zhang, Yi-Mei Liu, Zhang-Hua Sun, Ke-Li Chen, Guang-Zhi Zeng, Jian Xu, and Ning-Hua Tan
- Subjects
Terpene ,biology ,Chemistry ,Botany ,Chamaecyparis ,General Medicine ,biology.organism_classification - Abstract
Four new sesquiterpenoids (I)-(III) are isolated from the branches and leaves of Chamaecyparis obtusa var.
- Published
- 2014
43. A new lignan glycoside from Chamaecyparis obtusa var. breviramea f. crippsii
- Author
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Jian, Xu, Guang-Zhi, Zeng, Ke-Li, Chen, Yi-Mei, Liu, Zhang-Hua, Sun, Ning-Hua, Tan, and Yu-Mei, Zhang
- Subjects
Magnetic Resonance Spectroscopy ,Cell Survival ,Cell Line, Tumor ,Chamaecyparis ,Humans ,Glycosides ,Lignans - Abstract
A new lignan glycoside, (-)-(8S, 8'R)-thujastandin-4-O-beta-D-glucopyranoside (1), together with fourteen known lignanoids (2-15) and one coumarin (16) were isolated from the branches and leaves of Chamaecyparis obtusa var. breviramea f. crippsii. Their structures were elucidated by extensive spectroscopic and spectrometric analysis. Compound 16 exhibited cytotoxicity against A549, BGC-823 and Hela cell lines with IC50 values of 25.9, 20.9 and 18.5 microM, respectively.
- Published
- 2014
44. A new phenolic glycoside from Chamaecyparis obtusa var. breviramea f. crippsii
- Author
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Jian Xu, Guang-Zhi Zeng, Ning-Hua Tan, Zhang-Hua Sun, Lin Xiao, and Yu-Mei Zhang
- Subjects
Stereochemistry ,Cell Survival ,Chamaecyparis obtusa var. breviramea f. crippsii ,Pharmaceutical Science ,phenolic compounds ,Disaccharides ,Article ,Analytical Chemistry ,lcsh:QD241-441 ,HeLa ,chemistry.chemical_compound ,Inhibitory Concentration 50 ,lcsh:Organic chemistry ,Drug Discovery ,Chamaecyparis ,Acetone ,Ic50 values ,Carbohydrate Conformation ,Organic chemistry ,Humans ,Physical and Theoretical Chemistry ,Cytotoxicity ,chemistry.chemical_classification ,biology ,Plant Stems ,Plant Extracts ,Organic Chemistry ,Glycoside ,biology.organism_classification ,cytotoxicity ,Plant Leaves ,chemistry ,Carbohydrate Sequence ,Chemistry (miscellaneous) ,Molecular Medicine ,Cancer cell lines ,HeLa Cells - Abstract
A new phenolic glycoside, 3-methoxyphenol 1-O-α-L-rhamnopyranosyl-(1→6)- O-β-D-glucopyranoside (1), was isolated from the 90% acetone extract of the branches and leaves of Chamaecyparis obtusa var. breviramea f. crippsii along with another 10 known phenolics 2–11. Their structures were determined mainly by means of MS, 1D- and 2D-NMR data. Cytotoxicities of compounds 3 and 5–11 were tested on BGC-823, Hela and A549 cancer cell lines, the results showed that compound 8 was bioactive and its IC50 values were 6.9, 29.7 and 52.9 μM, respectively.
- Published
- 2012
45. Dichotocejpins A–C: New Diketopiperazines from a Deep-Sea-Derived Fungus Dichotomomyces cejpii FS110
- Author
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Hao-Hua Li, Zhong Liu, Zhang-Hua Sun, Hongxin Liu, Weimin Zhang, Yuchan Chen, and Fan Zhen
- Subjects
Models, Molecular ,Geologic Sediments ,Spectrometry, Mass, Electrospray Ionization ,Magnetic Resonance Spectroscopy ,Stereochemistry ,Molecular Conformation ,Pharmaceutical Science ,Tumor cells ,Fungus ,Crystallography, X-Ray ,01 natural sciences ,Article ,Dichotomomyces cejpii ,deep-sea-derived fungus ,Cell Line, Tumor ,Drug Discovery ,Humans ,lcsh:QH301-705.5 ,Pharmacology, Toxicology and Pharmaceutics (miscellaneous) ,Diketopiperazines ,diketopiperazines ,cytotoxity ,α-glucosidase ,Antibiotics, Antineoplastic ,biology ,010405 organic chemistry ,α glucosidase ,Fungi ,alpha-Glucosidases ,biology.organism_classification ,0104 chemical sciences ,010404 medicinal & biomolecular chemistry ,Dichotomomyces ,lcsh:Biology (General) ,Fermentation ,Drug Screening Assays, Antitumor - Abstract
Three new diketopiperazines, dichotocejpins A–C (1–3), together with eight known analogues (4–11), were isolated from the culture of the deep-sea sediment derived fungus Dichotomomyces cejpii FS110. Their structures, including absolute configurations, were elucidated by a combination of HRESIMS, NMR, X-ray crystallography, and ECD calculations. Compounds 4–6, 10–11 showed significant cytotoxic activities against MCF-7, NCI-H460, HepG-2, and SF-268 tumor cell lines. Compound 1 exhibited excellent inhibitory activity against α-glucosidase with an IC50 of 138 μM.
- Published
- 2016
46. Two New Secondary Metabolites from the Endophytic Fungus Endomelanconiopsis endophytica
- Author
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Tan Guohui, Hongxin Liu, Yuchan Chen, Fa-Liang Liang, Saini Li, Zhang-Hua Sun, Weimin Zhang, and Hao-Hua Li
- Subjects
Models, Molecular ,Magnetic Resonance Spectroscopy ,Ficus hirta ,Cell Survival ,Ethyl acetate ,Secondary Metabolism ,Pharmaceutical Science ,Antineoplastic Agents ,Biology ,01 natural sciences ,Analytical Chemistry ,lcsh:QD241-441 ,chemistry.chemical_compound ,Ascomycota ,lcsh:Organic chemistry ,Cell Line, Tumor ,Drug Discovery ,Botany ,Endophytes ,Humans ,Cytotoxic T cell ,Physical and Theoretical Chemistry ,Biological Products ,endophytic fungus ,Natural product ,Molecular Structure ,ketals ,010405 organic chemistry ,Communication ,Organic Chemistry ,Endomelanconiopsis endophytica ,Endophytic fungus ,0104 chemical sciences ,Human tumor ,010404 medicinal & biomolecular chemistry ,chemistry ,Biochemistry ,Chemistry (miscellaneous) ,Cell culture ,Molecular Medicine - Abstract
Two new secondary metabolites, endomeketals A-B (1-2), a new natural product (3), and a known compound (4) were isolated from the ethyl acetate extract of the endophytic fungus Endomelanconiopsis endophytica A326 derived from Ficus hirta. Their structures were determined on the basis of extensive spectroscopic analysis. All compounds were evaluated for their cytotoxic activities against SF-268, MCF-7, NCI-H460, and HepG-2 tumor cell lines. However, no compound showed cytotoxic activity against these human tumor cell lines.
- Published
- 2016
47. Two New Cinnamyl Isovalerate Derivatives from Sabina gaussenii
- Author
-
Guang-Zhi Zeng, Yu-Mei Zhang, Zhang-Hua Sun, and Ning-Hua Tan
- Subjects
China ,Stereochemistry ,Sabina gaussenii ,cinnamyl isovalerate ,cytotoxicity ,Pharmaceutical Science ,01 natural sciences ,Article ,Analytical Chemistry ,lcsh:QD241-441 ,HeLa ,chemistry.chemical_compound ,lcsh:Organic chemistry ,Drug Discovery ,Valerates ,Acetone ,Humans ,Cinnamates ,Physical and Theoretical Chemistry ,Cytotoxicity ,IC50 ,Molecular Structure ,biology ,Plant Extracts ,010405 organic chemistry ,Chemistry ,Cinnamyl isovalerate ,Organic Chemistry ,Cupressaceae ,Biological activity ,biology.organism_classification ,Antineoplastic Agents, Phytogenic ,0104 chemical sciences ,Plant Leaves ,010404 medicinal & biomolecular chemistry ,Chemistry (miscellaneous) ,Cell culture ,Molecular Medicine ,Drug Screening Assays, Antitumor ,HeLa Cells - Abstract
Chemical investigation of the 90% acetone extract of the branches and leaves of Sabina gaussenii led to the isolation of two new cinnamyl isovalerate derivatives (1-2) and eighteen known compounds (3-20). Their structures were determined mainly by means of MS, 1D- and 2D-NMR data, and this is the first time these compounds have been reported from this plant. The biological activity test results indicated that the 90% acetone extract showed cytotoxicity against the human lung adenocarcinoma (A549) cell line (IC50 = 0.98 +/- 0.1 mu g/mL), compound 6 showed cytotoxicities against human cervical carcinoma (HeLa) (IC50 = 0.4 +/- 0.1 mu M) and human gastric carcinoma (BGC-823) (IC50 = 0.9 +/- 0.2 mu M) cancer cell lines, and compound 19 showed cytotoxicities against HeLa (IC50 = 1.5 +/- 0.4 mu M), BGC-823 (IC50 = 7.0 +/- 0.8 mu M), and A549 (IC50 = 10.6 +/- 1.5 mu M) cancer cell lines.
- Published
- 2016
48. A New Lignan Glycoside from Chamaecyparis obtusa var. breviramea f. crippsii
- Author
-
Ning-Hua Tan, Guang-Zhi Zeng, Yi-Mei Liu, Yu-Mei Zhang, Jian Xu, Zhang-Hua Sun, and Ke-Li Chen
- Subjects
Pharmacology ,Lignan ,chemistry.chemical_classification ,biology ,Chemistry ,Stereochemistry ,Glycoside ,Plant Science ,General Medicine ,biology.organism_classification ,HeLa ,chemistry.chemical_compound ,Complementary and alternative medicine ,Cell culture ,Drug Discovery ,Chamaecyparis ,Acetone ,Cytotoxicity ,Medicinal plants - Abstract
A new phenolic glycoside, 3-methoxyphenol 1-O-alpha-L-rhamnopyranosyl-(1 -> 6)-O-beta-D-glucopyranoside (1), was isolated from the 90% acetone extract of the branches and leaves of Chamaecyparis obtusa var. breviramea f. crippsii along with another 10 known phenolics 2-11. Their structures were determined mainly by means of MS, 1D- and 2D-NMR data. Cytotoxicities of compounds 3 and 5-11 were tested on BGC-823, Hela and A549 cancer cell lines, the results showed that compound 8 was bioactive and its IC50 values were 6.9, 29.7 and 52.9 mu M, respectively.
- Published
- 2014
49. Supplementary Materials: Guignardones P−S, New Meroterpenoids from the Endophytic Fungi Guignardia mangiferae A348 Derived from the Medicinal Plant Smilax glabra.
- Author
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Zhang-Hua Sun, Fa-Liang Liang, Wen Wu, Yu-Chan Chen, Qing-Ling Pan, Hao-Hua Li, Wei Ye, Hong-Xin Liu, Sai-Ni Li, Guo-Hui Tan, and Wei-Min Zhang
- Subjects
- *
PLANTS , *ENDOPHYTIC fungi , *FUNGI classification , *CHARTS, diagrams, etc. - Abstract
Several diagrams are presented which shows guignardones from endophytic fungi Guignardia mangiferae A348 from the medicinal plant smilax glabra.
- Published
- 2015
50. Energy Aware Routing Algorithm for Wireless Sensor Network Based on Ant Colony Principle
- Author
-
-, Liao Minghua Zhang Hua Sun Guang, primary
- Published
- 2012
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