Search

Rourea harmandiana Pierre is a species which belongs to the family of Connaraceae. This plant is found abundantly in central of Vietnam (Thua Thien - Hue, Da Nang). Chemical study on the ethyl acetate extract of Rourea harmandiana leaves has led to the isolation of four compounds including vomifoliol (1), boscialin (2), abscisic acid (3) and p-coumaric acid (4). The structures of these compounds have been identified by NMR, MS spectroscopic data and comparison with the reported literature. These compounds were isolated from Rourea harmandiana species as well as from the genus Rourea for the first time.

In this study, potential bioactive compounds in the products of the solid fermentation of the paper mulberry tree bark (Broussonetia papyrifera) with a white rot fungus (Perenniporia tephropora) were investigated. Fractionation of methanolic extracts from the fermented products of the bark led to the isolation of 10 known compounds, namely broussonin B (1), broussonin A (2), 7,4'-dihydroxy-3'-prenylflavan (3), cathayanon H (4), broussoflavonol B (5), isoliquiritigenin (6), broussochalcone B (7), glyasperin A (8), marmesin (9), and vomifoliol (10). Their structures were determined by spectroscopic analysis (including considerations of MS, 1H, 13C NMR, COSY, HMQC, and HMBC spectra) and compared with structures that had been published in the literature. Of these compounds identified, cathayanon H (4) and glyasperin A (8) were isolated for the first time from the paper mulberry tree. Vomifoliol (10) was produced from the bark only after fermentation with white rot fungi. It was observed that concentrations of marmesin (9) and vomifoliol (10) generally increased with an increase in fermentation time, whereas concentration of compounds 1‒8 in the fermented products decreased during the same period. Biological tests showed that the tyrosinase inhibitory activity of marmesin (9) (IC50 = 168.0 μM) was similar to that of arbutin, a well-known tyrosinase inhibitor, whereas vomifoliol (10) exhibited no tyrosinase inhibition activity at any concentration higher than 2 mM. Accordingly, both solids and the liquid broth left after fermentation of the paper mulberry tree bark with the aforementioned white rot fungus could be developed for potential use in industrial applications. [ABSTRACT FROM AUTHOR]

• Sesbania grandiflora is an edible medicinal plant widely distributed in Asia, it exhibited diverse biological effects. • One of its folk uses is to treat or alleviate type 2 diabetes mellitus. • LC-HRMS proved that its leaves and twigs are rich in flavonoids and terpenes. • Vomifoliol, loliolide, quercetin, and kaempferol are potent inhibitors of metabolic enzymes involved in type 2 diabetes. Sesbania grandiflora L. Poir is an edible medicinal plant widely distributed in Asian countries. One of its folk medicinal uses is the alleviation or treatment of Type 2 Diabetes mellitus (T2DM). A number of animal studies confirmed its use in treating T2DM; however, none of them explored the chemistry or the possible mechanism. This study aims to unveil the chemical profile of S. grandiflora through LC-HRMS dereplication analysis, followed by isolation, identification and quantification of the major secondary metabolites with potential α-amylase and α glucosidase inhibitory effect as the potential anti-diabetic mechanism. LC-HRMS chemical profiling of its leaves and twigs identified 32 metabolites. Bio-guided fractionation and HPLC purification led to the isolation of 14 major metabolites that were screened for their α-amylase and α-glucosidase inhibitory activities. For the first time, two terpenoids; vomifoliol (11) and loliolide (14) showed inhibitory effect against α-glucosidase with IC 50 values of 64.5 and 388.48 µM, respectively. Quercetin (10) exhibited the highest α-glucosidase inhibition with IC 50 value of 17.45 µM. Further, predicated molecular modelling studies demonstrated strong binding interactions between active compounds and enzyme-substrate binding pockets supporting the observed enzyme inhibitory activity. Interestingly, the quantitative analysis of the most potent inhibitors indicated their existence at a high percentage within S. grandiflora extract. Our findings suggested S. grandiflora is a useful dietary supplement to control postprandial blood glucose. [ABSTRACT FROM AUTHOR]

The aim of this study was to discover more candidates for development of novel anti melanogenesis compounds from leaves of O. europeae. Seventeen compounds have been isolated from the leaves of O. europeae. The isolated compounds were identified as α, β-amyrin mixture (1), β-sitosterol (2), uvaol, erythrodiol mixture (3), oleanolic acid (4), maslinic acid (5), vomifoliol (6), β-sitosterol 3-O-β-D-glucoside (7), luteolin (8), oleoside dimethylester (9), oleuropein (10), hydroxypinoresinol 1-O-β-D-glucoside (11), luteolin-7-O-β-Dglucoside (12), diosmetin 7-O-β-D-glucoside (13), verbascoside (14), oleoside 11-methylester (15), secoxyloganin (16) and hydroxytyrosol 8-O-β-D-glucoside, hydroxytyrosol 4'-O-β-D-glucoside mixture (17). This is the first report on the identification of vomifoliol (6) in the oleaceae family. Results showed that several compounds other than oleuropein exhibited inhibition of melanin synthesis and at the same time with low cytotoxicity. [ABSTRACT FROM AUTHOR]

Background: Orthosiphon stamineus Benth is a dietary supplement and traditional Chinese herb with widespread clinical applications, but a comprehensive understanding of its active compounds and polypharmacological mechanisms is lacking. This study aimed to systematically investigate the natural compounds and molecular mechanisms of O. stamineus via network pharmacology., Methods: Information on compounds from O. stamineus was collected via literature retrieval, while physicochemical properties and drug-likeness were evaluated using SwissADME. Protein targets were screened using SwissTargetPrediction, while the compound-target networks were constructed and analyzed via Cytoscape with CytoHubba for seed compounds and core targets. Enrichment analysis and disease ontology analysis were then carried out, generating target-function and compound-target-disease networks to intuitively explore potential pharmacological mechanisms. Lastly, the relationship between active compounds and targets was confirmed via molecular docking and dynamics simulation., Results: A total of 22 key active compounds and 65 targets were identified and the main polypharmacological mechanisms of O. stamineus were addressed. The molecular docking results suggested that nearly all core compounds and their targets possess good binding affinity. In addition, the separation of receptor and ligands was not observed in all dynamics simulation processes, whereas complexes of orthosiphol Z-AR and Y-AR performed best in simulations of molecular dynamics., Conclusion: This study successfully identified the polypharmacological mechanisms of the main compounds in O. stamineus, and predicted five seed compounds along with 10 core targets. Moreover, orthosiphol Z, orthosiphol Y, and their derivatives can be utilized as lead compounds for further research and development. The findings here provide improved guidance for subsequent experiments, and we identified potential active compounds for drug discovery or health promotion., Competing Interests: Declaration of competing interest The authors declare no any conflict of interest., (Copyright © 2023 The Authors. Published by Elsevier Ltd.. All rights reserved.)

Headspace solid-phase microextraction (HS-SPME; PDMS/DVB fibre) and ultrasonic solvent extraction (USE; solvent A: pentane and diethyl ether (1:2 v/v), solvent B: dichloromethane) followed by gas chromatography and mass spectrometry (GC, GC-MS) were used for the analysis of Prunus mahaleb L. honey samples. Screening was focused toward chemical composition of natural organic volatiles to determine if it is useful as a method of determining honey-sourcing. A total of 34 compounds were identified in the headspace and 49 in the extracts that included terpenes, norisoprenoids and benzene derivatives, followed by minor percentages of aliphatic compounds and furan derivatives. High vomifoliol percentages (10.7%–24.2%) in both extracts (dominant in solvent B) and coumarin (0.3%–2.4%) from the extracts (more abundant in solvent A) and headspace (0.9%–1.8%) were considered characteristic for P. mahaleb honey and highlighted as potential nonspecific biomarkers of the honey’s botanical origin. In addition, comparison with P. mahaleb flowers, leaves, bark and wood volatiles from our previous research revealed common compounds among norisoprenoids and benzene derivatives.

A flavanone and a flavanone glycoside, together with vomifoliol, have been isolated for the first time from the aerial parts of the plant Echiochilon fruticosum and identified. Their structures were established on the basis of spectroscopic measurements, mainly 2D NMR using COSY, HMQC and HMBC experiments.

Abstract: The “large sour plum” tree Ximenia caffra Sond. (Olacaceae) is the only African representative of the genus Ximenia L., with a distribution covering East Africa, from Tanzania in the north to South Africa, as well as parts of Botswana and Namibia. It has many uses in traditional medicine, including treatment of wounds and infections as well as diarrhea, which have been verified through various pharmacological studies. Furthermore, the plant is also known for its nutritional and cosmetic value. Its edible fruits are known to be high in protein, potassium and vitamin C, while the seed oil, also referred to as “Ximenia oil” is rich in long chain unsaturated fatty acids and finds use as a domestic biofuel, with characteristics amenable to cosmetic development as topical applicants. Extracts of the plants are also widely used for treating sexually transmitted infections (STIs), which has been verified through ethnobotanical surveys and pharmacological screens. Based on these observations, X. caffra var. caffra was examined for its phytochemical composition and activity against the gonorrheal pathogen Neisseria gonorrhoeae. Initially, the leaf ethanolic extract was seen to be active (43.9% inhibition). The DCM partition of this extract (with 78.8% inhibition) was subjected to bioassay guided fractionation leading to the identification of the bisnorsesquiterpene vomifoliol which exhibited significant activity (63.1%) against N. gonorrhoeae. [Copyright &y& Elsevier]

Headspace solid-phase microextraction (HS-SPME; PDMS/DVB fibre) and ultrasonic solvent extraction (USE; solvent A: pentane and diethyl ether (1:2 v/v), solvent B: dichloromethane) followed by gas chromatography and mass spectrometry (GC, GCMS) were used for the analysis of Prunus mahaleb L. honey samples. Screening was focused toward chemical composition of natural organic volatiles to determine if it is useful as a method of determining honey-sourcing. A total of 34 compounds were identified in the headspace and 49 in the extracts that included terpenes, norisoprenoids and benzene derivatives, followed by minor percentages of aliphatic compounds and furan derivatives. High vomifoliol percentages (10.7%-24.2%) in both extracts (dominant in solvent B) and coumarin (0.3%-2.4%) from the extracts (more abundant in solvent A) and headspace (0.9%-1.8%) were considered characteristic for P. mahaleb honey and highlighted as potential nonspecific biomarkers of the honey's botanical origin. In addition, comparison with P. mahaleb flowers, leaves, bark and wood volatiles from our previous research revealed common compounds among norisoprenoids and benzene derivatives. [ABSTRACT FROM AUTHOR]

[Display omitted] Vomifoliol, a natural sesquiterpene compound, is a secondary metabolite isolated from the mangrove plant Ceriops tagal. The present study aimed to determine the immunosuppressive effects and underlying mechanisms of vomifoliol on Jurkat cells in vitro. The results show that vomifoliol significantly inhibited calcineurin (CN) at concentrations resulting in relatively low cytotoxicity. Moreover, vomifoliol was found to exert an inhibitory effect on phorbol 12-myristate 13-acetate (PMA)/ ionomycin (Io) -induced Jurkat cells and the dephosphorylation of NFAT1. In addition, it reduced the expression of IL-2. Based on these results, we concluded that vomifoliol may inhibit the immune response of Jurkat cells, and vomifoliol may use CN as the target enzyme to inhibit NFAT signaling pathway. Therefore, vomifoliol may be promising as a low-toxic natural immunosuppressant. [ABSTRACT FROM AUTHOR]

Phytochemical investigation on the leaves of Tarenna obtusifolia Merr. (Rubiaceae) led to the isolation and identification of vomifoliol (1), p-coumaric acid (2), and stigmasterol (3) based on spectroscopic analyses and comparison with the literature data. Compound 1 moderately inhibited the aggregation of amyloid-beta (Aβ1–42) using the ThT assay (55.71% at 50 μM) and exhibited neuroprotective effects against amyloid-beta (Aβ1–42)-induced cytotoxicity in neuroblastoma SH-SY5Y cells at 20 μM concentration. This is the first phytochemical study on T. obtusifolia and the first report on the Aβ aggregation activity and neuroprotective potential of vomifoliol (1). [ABSTRACT FROM AUTHOR]