35 results on '"Hao, Bing"'
Search Results
2. Pagoamide A, a Cyclic Depsipeptide Isolated from a Cultured Marine Chlorophyte, Derbesia sp., Using MS/MS-Based Molecular Networking
- Author
-
Yi Zhang, Garrison W. Cottrell, Huashi Guan, Hao-Bing Yu, Huanru Henry Mao, William H. Gerwick, Hyun-Woo Kim, Tiago Leao, Lena Gerwick, Chen Zhang, Fang Fang, Thomas F. Murray, Yueying Li, Marsha L. Pierce, and Evgenia Glukhov
- Subjects
Pharmacology ,biology ,010405 organic chemistry ,Stereochemistry ,Chemistry ,Organic Chemistry ,Derbesia ,Pharmaceutical Science ,Phenylalanine ,Cyclic depsipeptide ,biology.organism_classification ,01 natural sciences ,0104 chemical sciences ,Analytical Chemistry ,Serine ,010404 medicinal & biomolecular chemistry ,Coenocyte ,Hydrolysis ,Complementary and alternative medicine ,Drug Discovery ,Molecular Medicine ,Green algae ,Two-dimensional nuclear magnetic resonance spectroscopy - Abstract
A thiazole-containing cyclic depsipeptide with 11 amino acid residues, named pagoamide A (1), was isolated from laboratory cultures of a marine Chlorophyte, Derbesia sp. This green algal sample was collected from America Samoa, and pagoamide A was isolated using guidance by MS/MS-based molecular networking. Cultures were grown in a light- and temperature-controlled environment and harvested after several months of growth. The planar structure of pagoamide A (1) was characterized by detailed 1D and 2D NMR experiments along with MS and UV analysis. The absolute configurations of its amino acid residues were determined by advanced Marfey’s analysis following chemical hydrolysis and hydrazinolysis reactions. Two of the residues in pagoamide A (1), phenylalanine and serine, each occurred twice in the molecule, once in the d- and once in the l-configuration. The biosynthetic origin of pagoamide A (1) was considered in light of other natural products investigations with coenocytic green algae.
- Published
- 2020
3. Leucandioxoles A and B, two 1,3-benzodioxole derivatives from the South China Sea sponge Leucandra sp
- Author
-
Hao-Bing Yu, Yong-Feng Kang, Zhen-Hai Xiong, Jian-Hong Gan, Fang Mao, and Tao Sun
- Subjects
Pharmacology ,South china ,biology ,010405 organic chemistry ,Stereochemistry ,Chemistry ,Organic Chemistry ,1,3-Benzodioxole ,Pharmaceutical Science ,General Medicine ,biology.organism_classification ,01 natural sciences ,0104 chemical sciences ,Analytical Chemistry ,010404 medicinal & biomolecular chemistry ,chemistry.chemical_compound ,Sponge ,Complementary and alternative medicine ,Drug Discovery ,Molecular Medicine - Abstract
Two new 1,3-benzodioxole derivatives, leucandioxoles A and B (1–2), together with two known related compounds (3–4), have been isolated from the South China Sea sponge Leucandra sp. The structures ...
- Published
- 2019
4. Eutypellacytosporins A–D, Meroterpenoids from the Arctic Fungus Eutypella sp. D-1
- Author
-
Aurora Guild, Bo Hu, Jian-Peng Zhang, Binghua Jiao, Xiao-Yu Liu, Wei-Heng Xu, Hao-Bing Yu, Yi-Xin Zhang, and Xiao-Ling Lu
- Subjects
Pharmacology ,biology ,010405 organic chemistry ,Stereochemistry ,Chemistry ,Organic Chemistry ,Pharmaceutical Science ,Fungus ,biology.organism_classification ,01 natural sciences ,Eutypella sp. D-1 ,0104 chemical sciences ,Analytical Chemistry ,The arctic ,010404 medicinal & biomolecular chemistry ,Chemically defined medium ,Complementary and alternative medicine ,Drug Discovery ,Molecular Medicine ,Molecule ,Eutypella sp ,Fermentation ,Cytotoxicity - Abstract
The Arctic fungus Eutypella sp. D-1, previously found to produce a variety of cytotoxic cyclopropyl-fused and cyclobutyl-fused pimarane diterpenoids when grown in the defined medium, was induced to produce unusual metabolites by growing on solid rice medium. A chemical investigation on the rice medium extract led to the isolation of four new meroterpenoids, eutypellacytosporins A-D (1-4), along with the known biogenetically related compound cytosporin D (5). The structures of the new compounds were elucidated by their detailed spectroscopic analysis and modified Mosher's method. Compounds 1-4 may be formed by the 12,32-ester linkage of two moieties, cytosporin D (5) and decipienolide A or B. All isolated compounds, except 5, showed weak cytotoxicity against DU145, SW1990, Huh7, and PANC-1 cell lines with IC50 values ranging from 4.9 to 17.1 μM.
- Published
- 2019
5. Synthesis and Anti-Intestinal Nematode Activity of Variously Substituted Benzonaphthyridine Derivatives
- Author
-
Ai-Dan Wen, Yi Tao, Ning-Bo Wu, Li-Ping Duan, and Hao-Bing Zhang
- Subjects
benzonaphthyridine ,C=N linkage ,Nippostrongylus brazilliensis ,Organic chemistry ,QD241-441 - Abstract
A series of benzonaphthyridine derivatives bearing the C=N linkage moiety were designed and synthesized. The structures of all the newly synthesized compounds were identified by elemental analysis, 1H-NMR, 13C-NMR and MS. Their anti-intestinal nematode activities against Nippostrongylus brazilliensis were evaluated in vivo by an oral route in male rats. Among these compounds, at concentrations of 10 mg/kg of rat, the compound 7-chloro-2-methoxy-10-(4-(4′-(1H-indol-5′-yl)methylene)aminophenyl)-amino-benzo[b][1,5] naphthyridine (4n) produced the highest activity, with 80.2% deparasitization. These compounds may find usefulness in the discovery and development of new anti-intestinal drugs.
- Published
- 2011
- Full Text
- View/download PDF
6. Synthesis 1-Acyl-3-(2'-aminophenyl) thioureas as Anti-Intestinal Nematode Prodrugs
- Author
-
Li-Li Xu, Jia Xue, Li-Ping Duan, and Hao-Bing Zhang
- Subjects
acyl ,thiourea ,deparasitization ,Nippostrongylus brazilliensis ,Organic chemistry ,QD241-441 - Abstract
A series of 1-acyl-3-(2'-aminophenyl) thiourea derivatives were designed and synthesized. The structures of all the newly synthesized compounds were identified by IR, elemental analysis, 1H-NMR and 13C-NMR. Their anti-intestinal nematode activities against Nippostrongylus brazilliensis were evaluated in rats by an oral route. Among these compounds, at concentrations of 10 mg/kg of rat, compound (1-(2'-furanyl)acyl-3- (2'-aminophenyl) thiourea) (5h) produced the highest activity with 89.4% deparasitization. The present work suggests that 1-acyl-3-(2'-aminophenyl) thiourea derivatives may become useful lead compounds for anti-intestinal nematode treatment.
- Published
- 2010
- Full Text
- View/download PDF
7. Cytotoxic Microcolin Lipopeptides from the Marine Cyanobacterium Moorea producens
- Author
-
Arihiro Iwasaki, Hao-Bing Yu, Lena Gerwick, Yueying Li, Pieter C. Dorrestein, Bing Hua Jiao, William H. Gerwick, and Evgenia Glukhov
- Subjects
Pharmacology ,chemistry.chemical_classification ,biology ,010405 organic chemistry ,Human lung cancer ,Chemistry ,Stereochemistry ,Extramural ,Organic Chemistry ,Pharmaceutical Science ,biology.organism_classification ,01 natural sciences ,0104 chemical sciences ,Analytical Chemistry ,Amino acid ,010404 medicinal & biomolecular chemistry ,Complementary and alternative medicine ,Drug Discovery ,Molecular networking ,Ic50 values ,Molecular Medicine ,Cytotoxic T cell ,Catalytic hydrogenation ,Moorea producens - Abstract
Nine new linear lipopeptides, microcolins E-M (1-9), together with four known related compounds, microcolins A-D (10-13), were isolated from the marine cyanobacterium Moorea producens using bioassay-guided and LC-MS/MS molecular networking approaches. Catalytic hydrogenation of microcolins A-D (10-13) yielded two known compounds, 3,4-dihydromicrocolins A and B (14, 15), and two new derivatives, 3,4-dihydromicrocolins C and D (16, 17), respectively. The structures of these new compounds were determined by a combination of spectroscopic and advanced Marfey's analysis. Structurally unusual amino acid units, 4-methyl-2-(methylamino)pent-3-enoic (Mpe) acid and 2-amino-4-methylhexanoic acid (N-Me-homoisoleucine), in compounds 1-3 and 8, respectively, are rare residues in naturally occurring peptides. These metabolites showed significant cytotoxic activity against H-460 human lung cancer cells with IC50 values ranging from 6 nM to 5.0 μM. The variations in structure and attendant biological activities provided fresh insights concerning structure-activity relationships for the microcolin class of lipopeptides.
- Published
- 2019
8. Cytotoxic meroterpenoids from the marine sponge Dactylospongia elegans
- Author
-
Hao-Bing Yu, Jian-Peng Zhang, Zi-Fei Yin, Fan Yang, Bin-Bin Gu, Hou-Wen Lin, and Shu-Ping Wang
- Subjects
Dactylospongia elegans ,biology ,010405 organic chemistry ,Stereochemistry ,Chemistry ,Organic Chemistry ,Plant Science ,biology.organism_classification ,Sesquiterpene ,01 natural sciences ,Biochemistry ,0104 chemical sciences ,Analytical Chemistry ,010404 medicinal & biomolecular chemistry ,Sponge ,chemistry.chemical_compound ,Cytotoxic T cell - Abstract
Three new sesquiterpene quinones/hydroquinones, 20-demethoxy-20-isopentylaminodactyloquinone D (1), 20-demethoxy-20-isobutylaminodactyloquinone D (2), and 19-methoxy-dictyoceratin-A (3), and five k...
- Published
- 2019
9. Palitantin derivatives from the Antarctic fungus Geomyces sp. 3-1
- Author
-
Xiao-Yu Liu, Jie Kong, Hao-Bing Yu, Ying He, Yun-Hai Li, Binghua Jiao, Xiao-Ling Lu, and Bo Hu
- Subjects
Pharmacology ,biology ,Chemistry ,Stereochemistry ,Palitantin ,Organic Chemistry ,Pharmaceutical Science ,Positive control ,General Medicine ,Fungus ,biology.organism_classification ,Geomyces sp ,Analytical Chemistry ,Polyketide ,chemistry.chemical_compound ,Complementary and alternative medicine ,Ursolic acid ,Drug Discovery ,Molecular Medicine ,IC50 - Abstract
Two new polyketides, palitantins B and C (1 and 2), along with one known related compound (+)-palitantin (3) were obtained from the culture of the Antarctic fungus Geomyces sp. 3-1. The structures of the new compounds were elucidated by detailed analysis of HRESIMS, NMR, CD, and ECD data. Compound 3 showed potent PTP1B inhibitory activity with an IC50 value of 7.9 ��M (ursolic acid as positive control, IC50 = 8.3 ��M).
- Published
- 2021
- Full Text
- View/download PDF
10. New diterpenoids from the marine sponge Dactylospongia elegans
- Author
-
Hao-Bing Yu, Fan Yang, Chun-Wei Cheng, Bin-Bin Gu, Hou-Wen Lin, and Shu-Ping Wang
- Subjects
Dactylospongia elegans ,biology ,010405 organic chemistry ,Stereochemistry ,Chemistry ,Organic Chemistry ,Bacillus subtilis ,biology.organism_classification ,01 natural sciences ,Biochemistry ,0104 chemical sciences ,010404 medicinal & biomolecular chemistry ,chemistry.chemical_compound ,Sponge ,Mic values ,Drug Discovery ,Organic chemistry ,Diterpene ,Antibacterial activity ,Isomerization - Abstract
Eleganstone A (1), a rare diterpene possessing a 5/6/4/5 fused tetracyclic ring skeleton, along with its probable biogenetic precursor (2), one new dolabellane diterpene (3), and one known dolabellane diterpene (4), have been isolated from the marine sponge Dactylospongia elegans. As a pair of Z/E isomers, 2 can convert into 4 by the light-induced isomerization. Structure elucidations of all compounds were performed by spectroscopic analysis, ECD calculations, and comparison with the literature. These compounds were tested for their antibacterial and cytotoxic activities. Compounds 1–4 exhibited weak antibacterial activity against Escherichisa coli, Bacillus subtilis, and Staphylococcus aureus with MIC values of 32–64 μg/mL.
- Published
- 2017
11. Biotransformation of total coumarins of Radix Glehniae by Lecanicillium attenuatum W-1-9
- Author
-
Xiao-Yu Liu, Hao-Bing Yu, Qi Dong, Ye Yuan, Jian-Peng Zhang, Yue Zhou, Binghua Jiao, Yi-Xin Zhang, and Xiao-Ling Lu
- Subjects
Magnetic Resonance Spectroscopy ,Glycosylation ,Stereochemistry ,Pharmaceutical Science ,Alkylation ,Plant Roots ,01 natural sciences ,Mass Spectrometry ,Analytical Chemistry ,chemistry.chemical_compound ,Biotransformation ,Coumarins ,Drug Discovery ,Organic chemistry ,Radix ,Chromatography, High Pressure Liquid ,Protein Tyrosine Phosphatase, Non-Receptor Type 1 ,Pharmacology ,Lecanicillium attenuatum ,010405 organic chemistry ,Organic Chemistry ,In vitro toxicology ,General Medicine ,Coumarin ,Culture Media ,0104 chemical sciences ,010404 medicinal & biomolecular chemistry ,Complementary and alternative medicine ,chemistry ,Hypocreales ,Molecular Medicine ,Two-dimensional nuclear magnetic resonance spectroscopy ,Apiaceae ,Drugs, Chinese Herbal - Abstract
The biotransformation of total coumarins of Radix Glehniae by Lecanicillium attenuatum W-1-9 yielded three new products, lecaniside A (1), lecaniside B (2), and lecaniside C (3). The chemical structures of these metabolites were elucidated based on extensive spectral data, including 2D NMR and HRMS. The hydrogenation, dealkylation, glycosylation, and O-methylation reactions of these metabolites were observed in the present study. In the in vitro assays, compound 1 displayed a little PTP1B inhibitory activity.
- Published
- 2017
12. Libertellenone H, a Natural Pimarane Diterpenoid, Inhibits Thioredoxin System and Induces ROS-Mediated Apoptosis in Human Pancreatic Cancer Cells
- Author
-
Weirui Zhang, Xiao-Ling Lu, Binghua Jiao, Yuping Zhu, Xiao-Yu Liu, and Hao-Bing Yu
- Subjects
Trx system ,Libertellenone H ,pancreatic cancer ,Glutathione reductase ,Pharmaceutical Science ,Antineoplastic Agents ,Article ,Analytical Chemistry ,lcsh:QD241-441 ,Superoxide dismutase ,03 medical and health sciences ,chemistry.chemical_compound ,Thioredoxins ,0302 clinical medicine ,lcsh:Organic chemistry ,Ascomycota ,Glutaredoxin ,Drug Discovery ,Tumor Cells, Cultured ,medicine ,Humans ,Physical and Theoretical Chemistry ,Cell Proliferation ,030304 developmental biology ,chemistry.chemical_classification ,Biological Products ,0303 health sciences ,Reactive oxygen species ,biology ,Organic Chemistry ,apoptosis ,ROS ,Glutathione ,Molecular biology ,Pancreatic Neoplasms ,chemistry ,Mechanism of action ,Chemistry (miscellaneous) ,030220 oncology & carcinogenesis ,Cancer cell ,biology.protein ,Molecular Medicine ,Diterpenes ,Drug Screening Assays, Antitumor ,medicine.symptom ,Thioredoxin ,Reactive Oxygen Species - Abstract
Libertellenone H (LH), a marine-derived pimarane diterpenoid isolated from arctic fungus Eutypella sp. D-1, has shown effective cytotoxicity on a range of cancer cells. The present study is to explore the anticancer effect of LH on human pancreatic cancer cells and to investigate the intracellular molecular target and underlying mechanism. As shown, LH exhibited anticancer activity in human pancreatic cancer cells by promoting cell apoptosis. Mechanistic studies suggested that LH-induced reactive oxygen species (ROS) accumulation was responsible for apoptosis as antioxidant N-acetylcysteine (NAC) and antioxidant enzyme superoxide dismutase (SOD) antagonized the inhibitory effect of LH. Zymologic testing demonstrated that LH inhibited Trx system but had little effect on the glutathione reductase and glutaredoxin. Mass spectrometry (MS) analysis revealed that the mechanism of action was based on the direct conjugation of LH to the Cys32/Cys35 residue of Trx1 and Sec498 of TrxR, leading to a decrease in the cellular level of glutathione (GSH) and activation of downstream ASK1/JNK signaling pathway. Taken together, our findings revealed LH was a marine derived inhibitor of Trx system and an anticancer candidate.
- Published
- 2021
13. Antifungal bromopyrrole alkaloids from the South China Sea sponge Agelas sp
- Author
-
Fan Yang, Wei-Hua Jiao, Gan-Hai Hu, Bing-Nan Han, Yang Shen, Hao-Bing Yu, Bin-Bin Gu, Wang Yan, Wei Zhang, Hou-Wen Lin, and Yan Zhu
- Subjects
chemistry.chemical_classification ,Circular dichroism ,biology ,010405 organic chemistry ,Stereochemistry ,Organic Chemistry ,010402 general chemistry ,biology.organism_classification ,01 natural sciences ,Biochemistry ,High-performance liquid chromatography ,0104 chemical sciences ,Agelas ,Sponge ,chemistry ,Drug Discovery ,Propionate ,Enantiomer ,Candida albicans ,Chirality (chemistry) - Abstract
Six new bromopyrrole alkaloids, longamides D–F ( 1 – 3 ), 3-oxethyl-4-[1-(4,5-dibromopyrrole-2-yl)-formamido]-butanoic acid methyl ester ( 4 ), 2-oxethyl-3-[1-(4,5-dibromopyrrole-2-yl)-formamido]-methyl propionate ( 5 ), and 9-oxethyl-mukanadin F ( 6 ), along with two known metabolites, hanishin ( 7 ) and longamide B methyl ester ( 8 ), were isolated from the South China Sea sponge Agelas sp. The racemic mixtures 1 – 5 , 7 and 8 were resolved into seven pairs of enantiomers 1a/1b – 5a/5b , 7a/7b , and 8a/8b through HPLC using a Chiralcel OJ-RH column. The structures were elucidated on the basis of spectroscopic data. The absolute configurations of each enantiomer of (±)- 1 and (±)- 2 were established through the quantum mechanical calculations of the corresponding electronic circular dichroism (ECD) spectra and using the CD exciton chirality method, respectively, whereas the absolute configurations of 3a and 3b were confirmed by comparing the experimental CD spectra with that of (−)- S -longamide B methyl ester. Individual enantiomers (+)-(9 S , 10 R )- 1a , (−)- S - 2b , (+)- R - 3a , (+)- R - 7a , and (+)- R - 8a exhibited effective antifungal activity against Candida albicans in a Caenorhabditis elegans candidiasis model.
- Published
- 2016
14. New antimalarial norterpene cyclic peroxides from Xisha Islands sponge Diacarnus megaspinorhabdosa
- Author
-
Bin Xu, Wei Zhang, Shu Wen Dai, Shao Jiang Song, Hou-Wen Lin, Guoyi Ma, Ru Ping Wang, Fan Yang, Guang Fei Wang, Wei-Hua Jiao, and Hao-Bing Yu
- Subjects
Stereochemistry ,Diacarnus megaspinorhabdosa ,Plasmodium falciparum ,Clinical Biochemistry ,Pharmaceutical Science ,010402 general chemistry ,Bioinformatics ,01 natural sciences ,Biochemistry ,Antimalarials ,Structure-Activity Relationship ,Parasitic Sensitivity Tests ,parasitic diseases ,Drug Discovery ,Ic50 values ,Animals ,Molecular Biology ,Dose-Response Relationship, Drug ,Molecular Structure ,biology ,010405 organic chemistry ,Chemistry ,Organic Chemistry ,biology.organism_classification ,Peroxides ,Porifera ,0104 chemical sciences ,Sponge ,Molecular Medicine - Abstract
Four new norterpene cyclic peroxides (1-4), together with three known norterpene cyclic peroxides were isolated from the Xisha Islands Sponge Diacarnus megaspinorhabdosa. Their structures were elucidated on the basis of spectroscopic analyses and comparison with the related model compounds. The compounds (1-7) were evaluated for the inhibitory activity against the malaria parasite Plasmodium falciparum, all of them showed significant antimalarial activity with IC50 values in the range of 1.6-8.6 μM.
- Published
- 2016
15. Libertellenones O-S and Eutypellenones A and B, Pimarane Diterpene Derivatives from the Arctic Fungus Eutypella sp. D-1
- Author
-
Xiao-Yi Zhou, Jian-Peng Zhang, Wei-Heng Xu, Binghua Jiao, Xiao-Yu Liu, Xiao-Li Wang, Hao-Bing Yu, Yi-Xin Zhang, and Xiao-Ling Lu
- Subjects
Circular dichroism ,Stereochemistry ,Pharmaceutical Science ,Antineoplastic Agents ,Fungus ,01 natural sciences ,Analytical Chemistry ,HeLa ,chemistry.chemical_compound ,Cell Line, Tumor ,Drug Discovery ,Moiety ,Humans ,Soil Microbiology ,Pharmacology ,biology ,Molecular Structure ,Xylariales ,010405 organic chemistry ,Arctic Regions ,Organic Chemistry ,Anti-Inflammatory Agents, Non-Steroidal ,biology.organism_classification ,Eutypella sp. D-1 ,0104 chemical sciences ,The arctic ,010404 medicinal & biomolecular chemistry ,HEK293 Cells ,Complementary and alternative medicine ,chemistry ,Cell culture ,Abietanes ,Molecular Medicine ,Diterpene ,Drug Screening Assays, Antitumor ,HeLa Cells - Abstract
Seven new pimarane-type diterpene derivatives, libertellenones O–S (1–5) and eutypellenones A and B (6 and 7), together with two known compounds (8 and 9), were isolated from the culture of Eutypella sp. D-1 obtained from high-latitude soil of the Arctic. Their structures were elucidated from spectroscopic data, as well as experimental and calculated electronic circular dichroism (ECD) analysis. Structurally, compounds 1–5 possess a cyclopropyl-fused pimarane diterpene moiety, whereas compounds 6 and 7 share an unusual cyclobutyl-fused pimarane diterpene skeleton. Compounds 1–9 exhibited cytotoxicities against HeLa, MCF-7, HCT-116, PANC-1, and SW1990 cells, with IC50 values in the range of 0.3 to 29.4 μM. Compounds 6 and 7 could dose-dependently inhibit the activity of NF-κB and exhibited significantly inhibitory effects on nitric oxide production induced by lipopolysaccharide.
- Published
- 2018
16. Bioactive metabolites from the Arctic fungus Nectria sp. B-13
- Author
-
Heng Jiao, Xiao-Yu Liu, Hao-Bing Yu, Jian-Peng Zhang, Yuping Zhu, and Xiao-Ling Lu
- Subjects
Pharmacology ,Nectria sp ,Natural product ,biology ,010405 organic chemistry ,Stereochemistry ,Organic Chemistry ,Pharmaceutical Science ,Cyclohexanone ,General Medicine ,Fungus ,biology.organism_classification ,Sesquiterpene ,01 natural sciences ,0104 chemical sciences ,Analytical Chemistry ,The arctic ,010404 medicinal & biomolecular chemistry ,chemistry.chemical_compound ,Complementary and alternative medicine ,chemistry ,Drug Discovery ,Molecular Medicine - Abstract
Two new cyclohexanone derivatives, nectriatones A–B (1–2), and one new natural product, nectriatone C (3), together with three known phenolic sesquiterpene derivatives (4–6), were isolated from the culture of Nectria sp. B-13 obtained from high-latitude soil of the Arctic. The structures of all compounds were unambiguously elucidated by extensive spectroscopic analysis, as well as by comparison with the literature. These compounds were evaluated in cytotoxic and antibacterial activities. Compounds 1–6 showed cytotoxicities against SW1990, HCT-116, MCF-7, and K562 cells, with IC50 values in the range of 0.43 to 42.64 μM. Only compound 4 exhibited antibacterial activity against Escherichisa coli, Bacillus subtilis, and Staphylococcus aureus (MIC 4.0, 2.0, and 4.0 μg/ml, respectively).
- Published
- 2018
- Full Text
- View/download PDF
17. (±)-Quassidines I and J, Two Pairs of Cytotoxic Bis-β-carboline Alkaloid Enantiomers from Picrasma quassioides
- Author
-
Xin-Sheng Yao, Fan Yang, Ting-Ting Xu, Jing Li, Guo-Hua Shi, Hao Gao, Guo-Dong Chen, Bin-Bin Gu, Wei-Hua Jiao, Hou-Wen Lin, and Hao-Bing Yu
- Subjects
Picrasma quassioides ,Stereochemistry ,Pharmaceutical Science ,Stereoisomerism ,Crystallography, X-Ray ,High-performance liquid chromatography ,Analytical Chemistry ,HeLa ,Mice ,Alkaloids ,Drug Discovery ,Animals ,Humans ,Molecule ,Chromatography, High Pressure Liquid ,Pharmacology ,Molecular Structure ,biology ,Chemistry ,Alkaloid ,Organic Chemistry ,biology.organism_classification ,Complementary and alternative medicine ,Picrasma ,Molecular Medicine ,Enantiomer ,Two-dimensional nuclear magnetic resonance spectroscopy ,Carbolines - Abstract
(±)-Quassidines I (1) and J (2), two pairs of new bis-β-carboline alkaloid enantiomers, were isolated from the stems of Picrasma quassioides. Their structures were determined by the analysis of spectroscopic data, including HRESIMS and 2D NMR, and confirmed by single-crystal X-ray diffraction analysis. The racemic mixtures of 1 and 2 were resolved into two pairs of enantiomers, (+)-S-1a and (-)-R-1b and (+)-S-2a and (-)-R-2b, by HPLC using a chiral Daicel IB-3 column, respectively, which represents the first successful example to resolve bis-β-carboline racemic mixtures. The absolute configurations of the two pairs of enantiomers were determined by comparison between the calculated and experimental ECD spectra. The cytotoxicity evaluation revealed that (+)-S-1a and (+)-S-2a showed more potent cytotoxicity against human cervical HeLa and gastric MKN-28 cancer cell lines with IC50 values of 4.03-6.30 μM than their enantiomers with IC50 values of 9.64-12.3 μM; however, the two (+)-S-quassidines showed similar activities to their enantiomers against the mouse melanoma B-16 cancer cell line.
- Published
- 2014
18. Dysidinoid A, an Unusual Meroterpenoid with Anti-MRSA Activity from the South China Sea Sponge Dysidea sp
- Author
-
Bing-Nan Han, Fan Yang, Hou-Wen Lin, Jing Li, Guo-Hua Shi, Ting-Ting Xu, Hao-Bing Yu, Wei-Hua Jiao, Qian Liu, and Min Li
- Subjects
Methicillin-Resistant Staphylococcus aureus ,China ,South china ,Oceans and Seas ,Pharmaceutical Science ,Anti mrsa ,medicine.disease_cause ,Article ,Analytical Chemistry ,Microbiology ,lcsh:QD241-441 ,lcsh:Organic chemistry ,Anti-Infective Agents ,anti-MRSA ,Drug Discovery ,Dysidea ,medicine ,Animals ,Physical and Theoretical Chemistry ,meroterpenoid ,biology ,Terpenes ,Organic Chemistry ,Absolute configuration ,Pathogenic bacteria ,biology.organism_classification ,Porifera ,Sponge ,dysidinoid A ,Chemistry (miscellaneous) ,Staphylococcus aureus ,Molecular Medicine ,Antibacterial activity ,marine sponge - Abstract
An unusual meroterpenoid, dysidinoid A (1), was isolated from the South China Sea sponge Dysidea sp. Its structure was elucidated by extensive spectroscopic methods including HRESIMS and 2D NMR, and its absolute configuration was determined by single-crystal X-ray diffraction analysis. Dysidinoid A (1) is the first meroterpenoid from Nature bearing a 9,4-friedodrime skeleton and a 2,5-dionepyrrole unit. Dysidinoid A (1) showed potent antibacterial activity against two strains of pathogenic bacteria methicillin-resistant Staphylococcus aureus (MRSA) with MIC90 values of 8.0 μg/mL against both.
- Published
- 2014
19. Furanone derivative and sesquiterpene from Antarctic marine-derived fungus Penicillium sp. S-1-18
- Author
-
Binghua Jiao, Xiao-Yu Liu, Hao-Bing Yu, Yue Zhou, Yun-Hai Li, and Xiao-Ling Lu
- Subjects
Models, Molecular ,Magnetic Resonance Spectroscopy ,Stereochemistry ,Pharmaceutical Science ,Antarctic Regions ,Fungus ,Sesquiterpene ,01 natural sciences ,Analytical Chemistry ,chemistry.chemical_compound ,Drug Discovery ,Organic chemistry ,Furans ,Pharmacology ,biology ,Molecular Structure ,010405 organic chemistry ,Chemistry ,Organic Chemistry ,Penicillium ,General Medicine ,biology.organism_classification ,0104 chemical sciences ,010404 medicinal & biomolecular chemistry ,Complementary and alternative medicine ,Molecular Medicine ,Sesquiterpenes ,Derivative (chemistry) - Abstract
A new furanone derivative, butanolide A (1), and a new sesquiterpene, guignarderemophilane F (2), together with six known compounds, were isolated from the fungus Penicillium sp. S-1-18 derived from Antarctic marine. The new structures were determined by spectroscopic studies such as 1D- and 2D-NMR and MS analyses. The absolute configuration of 1 was determined by the modified Mosher’s method, while the absolute configuration of 2 was determined by calculated ECD spectroscopy. The isolated secondary metabolites were evaluated for their protein tyrosine phosphatase 1B (PTP1B) inhibitory activity. Compound 1 showed moderate inhibitory activity against PTP1B with IC50 value of 27.4 μM.
- Published
- 2017
20. Sesquiterpene Quinones/Hydroquinones from the Marine Sponge Spongia pertusa Esper
- Author
-
Hou-Wen Lin, Wei-Hua Jiao, Bing-Nan Han, Hao-Bing Yu, Xi-Chun Zhang, Jing Li, Bin-Bin Gu, Fan Yang, Fan Sun, and Jian-Rong Xu
- Subjects
Stereochemistry ,Pharmaceutical Science ,Sesquiterpene ,01 natural sciences ,Analytical Chemistry ,HeLa ,chemistry.chemical_compound ,Inhibitory Concentration 50 ,Spongia pertusa ,Drug Discovery ,Bioassay ,Animals ,Humans ,Surface plasmon resonance ,Cytotoxicity ,Pharmacology ,biology ,Molecular Structure ,010405 organic chemistry ,Organic Chemistry ,Quinones ,Hep G2 Cells ,biology.organism_classification ,0104 chemical sciences ,Hydroquinones ,Porifera ,010404 medicinal & biomolecular chemistry ,Sponge ,Complementary and alternative medicine ,chemistry ,Molecular Medicine ,Drug Screening Assays, Antitumor ,Sesquiterpenes ,Human cancer ,HeLa Cells - Abstract
Nine new sesquiterpene quinones/hydroquinones (1–7, 10, and 12), three solvent-generated artifacts (8, 9, and 11), and three known compounds, 5-epi-smenospongine (13), smenospongine (14), and smenospongiadine (15), were isolated from the marine sponge Spongia pertusa Esper. The planar structures of the new compounds were elucidated on the basis of spectroscopic analyses. Their absolute configurations were determined by comparison between the calculated and experimental ECD spectra. In the cytotoxicity bioassay, compounds 13–15 exhibited activities against the human cancer cell lines U937, HeLa, and HepG2, with most potent cytotoxicities to U937 cells with IC50 values of 2.8, 1.5, and 0.6 μM, respectively. In addition, compound 6 displayed CDK-2 affinity with a Kd value of 4.8 μM in a surface plasmon resonance assay.
- Published
- 2017
21. A new sesquiterpene lactone from fungus Eutypella sp. D-1
- Author
-
Yue Zhou, Binghua Jiao, Yi-Xin Zhang, Xiao-Yu Liu, Hao-Bing Yu, Xiao-Ling Lu, and Jian-Peng Zhang
- Subjects
Staphylococcus aureus ,Magnetic Resonance Spectroscopy ,Stereochemistry ,Chemical structure ,Plant Science ,Bacillus subtilis ,medicine.disease_cause ,Sesquiterpene ,Sesquiterpene lactone ,01 natural sciences ,Biochemistry ,Analytical Chemistry ,Lactones ,Sesquiterpenes, Guaiane ,chemistry.chemical_compound ,Ascomycota ,Escherichia coli ,medicine ,chemistry.chemical_classification ,Molecular Structure ,biology ,010405 organic chemistry ,Organic Chemistry ,Nuclear magnetic resonance spectroscopy ,biology.organism_classification ,Anti-Bacterial Agents ,0104 chemical sciences ,010404 medicinal & biomolecular chemistry ,chemistry ,Antibacterial activity ,Sesquiterpenes - Abstract
We isolated and identified a new sesquiterpene lactone which we named eut-Guaiane sesquiterpene (1), along with four cytochalasins from the fungus Eutypella sp. derived from the soil of high latitude of Arctic. The new structure was determined by spectroscopic studies such as 1D and 2D NMR and MS analyses, while the known compounds were identified by comparison of the NMR data with those in literatures. New compound 1 exhibited strong antibacterial activity against Escherichia coli, Bacillus subtilis and Staphylococcus aureus. Besides, it showed a little cytotoxicity against SGC7901 cell line.
- Published
- 2017
- Full Text
- View/download PDF
22. Rapid discrimination of china sponges by Tri-step infrared spectroscopy: A preliminary study
- Author
-
Hao-Bing Yu, Qun Zhou, Hou-Wen Lin, Chang-Hua Xu, Su-Qin Sun, and Jian-Hong Gan
- Subjects
Calcite ,biology ,Aragonite ,Organic Chemistry ,Analytical chemistry ,Infrared spectroscopy ,WAS PROTEIN ,engineering.material ,biology.organism_classification ,Analytical Chemistry ,Inorganic Chemistry ,chemistry.chemical_compound ,Sponge ,Calcium carbonate ,chemistry ,engineering ,Fourier transform infrared spectroscopy ,Calcareous ,Spectroscopy - Abstract
Trip-step infrared spectroscopy, Fourier transform infrared spectroscopy combined with second derivative infrared spectroscopy (SD-IR) and two-dimensional correlation infrared spectroscopy (2DCOS-IR), was employed to characterize and discriminate nine China sponges. Sponges from different classes and different orders had respective unique IR macro-fingerprints. Their IR spectra suggested that the prime ingredient of calcareous sponges was calcium carbonate in calcite and/or aragonite forms, but that of demosponges was protein. Particularly, the sponges from the same genus which could not be identified by traditional spicule identification have been definitely discriminated. For sponges having highly similar chemical profile (IR spectral profile), SD-IR and 2DCOS-IR have been applied to enhance the spectral resolution to distinguish the sponges convincingly.
- Published
- 2014
23. One-pot Synthesis of 2,5-Disubstituted-1,3,4-oxadiazoles Based on the Reaction ofN,N-Dimethyl Amides with Acid Hydrazides
- Author
-
Qiang Li, Yi Tao, Liping Duan, Hao-Bing Zhang, and Dongfang Xu
- Subjects
chemistry.chemical_compound ,Chemistry ,Aryl ,Yield (chemistry) ,One-pot synthesis ,Organic chemistry ,General Chemistry ,Hydrazide - Abstract
Convenient and efficient one pot method for the synthesis of 2,5-disubstituted-1,3,4-oxadiazoles based on the reaction of N,N-dimethyl amides with acid hydrazides has been developed. The methodology is applied to a wide range of difference aryl hydrazide and difference N,N-dimethyl amides to 2,5-disubstituted-1,3,4-oxadiazoles yield the in good to excellent yields. It will be possible wide useful application in synthesis.
- Published
- 2014
24. Synthesis of 2,5-disubstitued benzimidazole using SnCl2-catalyzed reduction system at room temperature
- Author
-
Ning-Bo Wu, Dongfang Xu, Hao-Bing Zhang, Qiang Li, and Liping Duan
- Subjects
Reduction (complexity) ,chemistry.chemical_compound ,Benzimidazole ,Aniline ,Schiff base ,chemistry ,Stannous Chloride Dihydrate ,Polymer chemistry ,Organic chemistry ,General Chemistry ,Efficient catalyst ,Catalysis - Abstract
Stannous chloride dihydrate is used as an efficient catalyst in reductive cyclization of 2-nitro-5-substituted aniline Schiff base leading to stable 2,5-disubstitued benzimidazole derivatives in excellent yields with good purity. It provides a novel method of synthesis of 2,5-disubstitued benzimidazole under reductive system at room temperature.
- Published
- 2014
25. PPAR modulating polyketides from a Chinese Plakortis simplex and clues on the origin of their chemodiversity
- Author
-
Shabana I. Khan, Orazio Taglialatela-Scafati, Hou-Wen Lin, Hao-Bing Yu, Bing-Nan Han, Giuseppina Chianese, Carmina Sirignano, Paolo Luciano, Fan Yang, Chianese, Giuseppina, Yu, H., Yang, F., Sirignano, Carmina, Luciano, Paolo, Han, B. N., Khan, S., Lin, H. W., and TAGLIALATELA SCAFATI, Orazio
- Subjects
chemistry.chemical_classification ,biology ,010405 organic chemistry ,Stereochemistry ,Organic Chemistry ,Peroxisome proliferator-activated receptor ,Fatty acid ,Peroxisome ,010402 general chemistry ,biology.organism_classification ,01 natural sciences ,0104 chemical sciences ,Sponge ,Polyketide ,chemistry.chemical_compound ,chemistry ,Biochemistry ,Furan ,Derivatization ,Receptor - Abstract
Fifteen polyketides, including the first hydroxylated plakortone (12) and plakdiepoxide (15), the first polyketide to embed a vicinal diepoxide, have been isolated from the Chinese sponge Plakortis simplex. The structures of the new metabolites were elucidated by analysis of spectroscopic data, Mosher’s derivatization, and DFT computational calculations. The reactivity of the major endoperoxide of this sponge was investigated, suggesting that furan, furanylidene, and plakilactone derivatives, well-known classes of natural products, could actually be chemical degradation products. Plakdiepoxide is a potent and selective modulator of peroxisome proliferator-activated receptor (PPAR)-γ, while the diunsaturated C12 fatty acid monotriajaponide (13) activates both PPAR-α and PPAR-γ, a dual activity of potential great importance for the treatment of metabolic disorders.
- Published
- 2016
26. Three new aaptamine derivatives from the South China Sea sponge Aaptos aaptos
- Author
-
Bing-Nan Han, Jian-Hong Gan, Hao-Bing Yu, Fan Yang, Meng-xue Cao, Yong-Feng Kang, Wen-Zhen Hu, and Hua-Jin Shi
- Subjects
China ,South china ,Aaptos aaptos ,Stereochemistry ,Pharmaceutical Science ,Antineoplastic Agents ,Marine Biology ,Biology ,Analytical Chemistry ,Drug Discovery ,Ic50 values ,Animals ,Humans ,Naphthyridines ,Pharmacology ,Molecular Structure ,Organic Chemistry ,General Medicine ,U937 Cells ,biology.organism_classification ,Porifera ,Sponge ,Complementary and alternative medicine ,Molecular Medicine ,Drug Screening Assays, Antitumor ,K562 Cells ,HeLa Cells - Abstract
Three new aaptamine derivatives (1–3), together with six known related compounds (4–9), have been isolated from the South China Sea sponge Aaptos aaptos. The structures of all compounds were unambiguously elucidated on the basis of spectroscopic analyses. Compounds 1, 4, 5, 7, and 9 showed cytotoxic activities against HeLa, K562, MCF-7, and U937 cell lines with IC50 values in the range of 0.90–12.32 μM.
- Published
- 2015
27. Simplextones A and B, Unusual Polyketides from the Marine Sponge Plakortis simplex
- Author
-
Xiang-Fang Liu, Fan Yang, Hou-Wen Lin, Hong-Jun Zhang, Hao-Bing Yu, Wansheng Chen, Wei-Hua Jiao, Shujuan Piao, and Yun-Long Song
- Subjects
Circular dichroism ,Stereochemistry ,Molecular Conformation ,Antineoplastic Agents ,Marine Biology ,Crystallography, X-Ray ,Biochemistry ,Plakortis simplex ,Polyketide ,chemistry.chemical_compound ,Plakortis ,Animals ,Humans ,Physical and Theoretical Chemistry ,Cyclopentane ,Molecular Structure ,biology ,Chemistry ,Organic Chemistry ,HCT116 Cells ,biology.organism_classification ,Sponge ,Female ,Macrolides ,Drug Screening Assays, Antitumor ,HeLa Cells - Abstract
Two novel polyketides, simplextones A (1) and B (2), were isolated from the sponge Plakortis simplex. Their structures were established by spectroscopic methods. The absolute configurations were assigned by modified Mosher's method, X-ray crystallographic analysis, and quantum mechanical calculation of the electronic circular dichroism (ECD) spectrum. Compounds 1 and 2 featured an unprecedented polyketide skeleton via the connection of a single carbon-carbon bond to form a cyclopentane. These compounds also exhibited moderate cytotoxicity.
- Published
- 2011
28. Synthesis 1-Acyl-3-(2'-aminophenyl) thioureas as Anti-Intestinal Nematode Prodrugs
- Author
-
Jia Xue, Li-Li Xu, Liping Duan, and Hao-Bing Zhang
- Subjects
acyl ,Nematoda ,Stereochemistry ,thiourea ,deparasitization ,Nippostrongylus brazilliensis ,Pharmaceutical Science ,Biology ,Article ,Analytical Chemistry ,lcsh:QD241-441 ,chemistry.chemical_compound ,lcsh:Organic chemistry ,Drug Discovery ,Oral route ,Animals ,Nippostrongylus ,Prodrugs ,Physical and Theoretical Chemistry ,Anthelmintics ,Molecular Structure ,Organic Chemistry ,Prodrug ,Antiparasitic agent ,Rats ,Intestines ,Thiourea ,chemistry ,Chemistry (miscellaneous) ,Molecular Medicine ,Intestinal nematode - Abstract
A series of 1-acyl-3-(2'-aminophenyl) thiourea derivatives were designed and synthesized. The structures of all the newly synthesized compounds were identified by IR, elemental analysis, 1H-NMR and 13C-NMR. Their anti-intestinal nematode activities against Nippostrongylus brazilliensis were evaluated in rats by an oral route. Among these compounds, at concentrations of 10 mg/kg of rat, compound (1-(2'-furanyl)acyl-3- (2'-aminophenyl) thiourea) (5h) produced the highest activity with 89.4% deparasitization. The present work suggests that 1-acyl-3-(2'-aminophenyl) thiourea derivatives may become useful lead compounds for anti-intestinal nematode treatment.
- Published
- 2010
29. Cytotoxic Bryostatin Derivatives from the South China Sea Bryozoan Bugula neritina
- Author
-
Fan Yang, Yan-Yun Li, Jian-Hong Gan, Hao-Bing Yu, Hou-Wen Lin, and Wei-Hua Jiao
- Subjects
Pharmacology ,South china ,Molecular Structure ,Stereochemistry ,Oceans and Seas ,Organic Chemistry ,Pharmaceutical Science ,Antineoplastic Agents ,Bugula neritina ,Bryostatins ,Bryozoa ,Analytical Chemistry ,Fishery ,chemistry.chemical_compound ,Complementary and alternative medicine ,chemistry ,Drug Discovery ,Molecular Medicine ,Animals ,Humans ,Macrolides ,Bryostatin ,Drug Screening Assays, Antitumor - Abstract
Four new macrocyclic lactones, bryostatin 21 (1) and 9-O-methylbryostatins 4, 16, and 17 (2-4), together with three known related compounds, bryostatins 4, 16, and 17 (5-7), have been isolated from an extract of the South China Sea bryozoan Bugula neritina. The structures of all compounds were unambiguously elucidated using detailed spectroscopic analysis. Structurally, the presence of a single methyl group at C-18 in compound 1 has not been observed before for known bryostatins. The isolated macrolides exhibited inhibitory effects against a small panel of human cancer cell lines.
- Published
- 2015
30. ChemInform Abstract: One-Pot Synthesis of 2,5-Disubstituted-1,3,4-oxadiazoles Based on the Reaction of N,N-Dimethyl Amides with Acid Hydrazides
- Author
-
Dongfang Xu, Liping Duan, Qiang Li, Yi Tao, and Hao-Bing Zhang
- Subjects
chemistry.chemical_compound ,chemistry ,Yield (chemistry) ,Aryl ,One-pot synthesis ,Organic chemistry ,General Medicine ,Hydrazide - Abstract
Convenient and efficient one pot method for the synthesis of 2,5-disubstituted-1,3,4-oxadiazoles based on the reaction of N,N-dimethyl amides with acid hydrazides has been developed. The methodology is applied to a wide range of difference aryl hydrazide and difference N,N-dimethyl amides to 2,5-disubstituted-1,3,4-oxadiazoles yield the in good to excellent yields. It will be possible wide useful application in synthesis.
- Published
- 2014
31. Cytotoxic aaptamine derivatives from the South China Sea sponge Aaptos aaptos
- Author
-
Fan Sun, Wei-Hua Jiao, Bing-Nan Han, Hou-Wen Lin, Fan Yang, Jian-Hong Gan, Hao-Bing Yu, Guoyi Ma, and Wen-Zhen Hu
- Subjects
China ,South china ,Aaptos aaptos ,Stereochemistry ,Oceans and Seas ,Pharmaceutical Science ,Antineoplastic Agents ,HL-60 Cells ,Biology ,Analytical Chemistry ,Inhibitory Concentration 50 ,Drug Discovery ,Ic50 values ,Cytotoxic T cell ,Moiety ,Inhibitory concentration 50 ,Animals ,Humans ,Naphthyridines ,Nuclear Magnetic Resonance, Biomolecular ,Pharmacology ,Molecular Structure ,Organic Chemistry ,biology.organism_classification ,Porifera ,Sponge ,Complementary and alternative medicine ,Molecular Medicine ,Drug Screening Assays, Antitumor ,K562 Cells ,HT29 Cells ,Human cancer - Abstract
Nine new aaptamine derivatives (1–9), together with three known related compounds (10–12), have been isolated from the South China Sea sponge Aaptos aaptos. The structures of all compounds were unambiguously elucidated on the basis of spectroscopic analyses. Structurally, compound 1 possesses a piperidinyl group fused to a demethyl(oxy)aaptamine moiety, whereas compounds 3–6 share an imidazole-fused 1H-benzo[de][1,6]naphthyridin-2(4H)-one skeleton. The cytotoxic activities of the compounds were evaluated against various human cancer cell lines, and compounds 2, 8, 11, and 12 showed potent cytotoxicities against HL60, K562, MCF-7, KB, HepG2, and HT-29 cells, with IC50 values in the range of 0.03 to 8.5 μM.
- Published
- 2014
32. Dysideanones A-C, unusual sesquiterpene quinones from the South China Sea sponge Dysidea avara
- Author
-
Guo-Dong Chen, Xiao-Yan Liu, Xiao-Jun Huang, Fan Yang, Hao-Bing Yu, Bing-Nan Han, Hou-Wen Lin, Ting-Ting Xu, Yu-Shan Li, and Wei-Hua Jiao
- Subjects
China ,South china ,Stereochemistry ,Oceans and Seas ,Pharmaceutical Science ,Biology ,Sesquiterpene ,Analytical Chemistry ,Dysideanone B ,chemistry.chemical_compound ,Dysideanone C ,Inhibitory Concentration 50 ,Drug Discovery ,Dysidea ,Ic50 values ,Benzoquinones ,Animals ,Humans ,Pharmacology ,Molecular Structure ,Organic Chemistry ,Quinones ,Hep G2 Cells ,biology.organism_classification ,Dysidea avara ,Quinone ,Sponge ,Complementary and alternative medicine ,chemistry ,Molecular Medicine ,Drug Screening Assays, Antitumor ,Sesquiterpenes ,HeLa Cells - Abstract
Dysideanones A-C (1-3), three unusual sesquiterpene quinones with unprecedented carbon skeletons, were isolated from the South China Sea sponge Dysidea avara. Their structures including absolute configurations were determined by a combination of spectroscopic analyses and calculated ECD spectra. Within the sesquiterpene quinone structures, dysideanones A (1) and B (2) share an unprecedented 6/6/6/6-fused tetracyclic carbon skeleton, while dysideanone C (3) possesses an unusual 6/6/5/6-fused tetracyclic core. Dysideanone B (2) showed cytotoxicity against two human cancer cell lines, HeLa and HepG2, with IC50 values of 7.1 and 9.4 μM, respectively.
- Published
- 2014
33. Oxidative Dehydrogenation of Ethylbenzene with CO2
- Author
-
Hao-Bing Yan, Rui-Xue Yuan, Chan Wang, Zhao-Tie Liu, and Zhong-Wen Liu
- Subjects
chemistry.chemical_compound ,chemistry ,Organic chemistry ,Dehydrogenation ,Oxidative phosphorylation ,Ethylbenzene - Published
- 2012
34. Synthesis and Anti-Intestinal Nematode Activity of Variously Substituted Benzonaphthyridine Derivatives
- Author
-
Ning-Bo Wu, Hao-Bing Zhang, Ai-Dan Wen, Liping Duan, and Yi Tao
- Subjects
Male ,Stereochemistry ,Pharmaceutical Science ,Nippostrongylus brazilliensis ,Mass Spectrometry ,Article ,Analytical Chemistry ,lcsh:QD241-441 ,Antimalarials ,chemistry.chemical_compound ,lcsh:Organic chemistry ,In vivo ,Drug Discovery ,Male rats ,Oral route ,Animals ,Humans ,Moiety ,Nippostrongylus ,Naphthyridines ,Physical and Theoretical Chemistry ,Methylene ,Nuclear Magnetic Resonance, Biomolecular ,Molecular Structure ,biology ,Chemistry ,Antinematodal Agents ,Organic Chemistry ,biology.organism_classification ,C=N linkage ,Rats ,Intestines ,Nematode ,Chemistry (miscellaneous) ,Molecular Medicine ,benzonaphthyridine ,Intestinal nematode - Abstract
A series of benzonaphthyridine derivatives bearing the C=N linkage moiety were designed and synthesized. The structures of all the newly synthesized compounds were identified by elemental analysis, 1 H-NMR, 13 C-NMR and MS. Their anti-intestinal nematode activities against Nippostrongylus brazilliensis were evaluated in vivo by an oral route in male rats. Among these compounds, at concentrations of 10 mg/kg of rat, the compound 7-chloro-2-methoxy-10-(4-(4'-(1H-indol-5'-yl)methylene)aminophenyl)- amino-benzo(b)(1,5) naphthyridine (4n) produced the highest activity, with 80.2% deparasitization. These compounds may find usefulness in the discovery and development of new anti-intestinal drugs.
- Published
- 2011
- Full Text
- View/download PDF
35. Synthesis of N-Substituted 3-Oxo-17b- carboxamide-4-aza-5a-androstanes and the Tautomerism of 3-Oxo-4-aza-5-androstenes
- Author
-
Hao-bing Zhang, Xun Sun, Yi Xia, Yun-qing Zheng, Zhengyu Yang, Peng Xia, Ke-hua Zhang, and Ying Chen
- Subjects
Pharmacology ,Chemistry ,medicine.drug_class ,Stereochemistry ,Organic Chemistry ,medicine ,Carboxamide ,Androstenes ,Androstanes ,Tautomer ,Analytical Chemistry - Published
- 1998
Catalog
Discovery Service for Jio Institute Digital Library
For full access to our library's resources, please sign in.