vaticanol-b and hopeaphenol

vaticanol-b has been researched along with hopeaphenol* in 2 studies

*hopeaphenol: resveratrol tetramer in wines from North Africa [MeSH]

Other Studies

2 other study(ies) available for vaticanol-b and hopeaphenol

Article	Year
Solving the supply of resveratrol tetramers from Papua New Guinean rainforest anisoptera species that inhibit bacterial type III secretion systems. Journal of natural products, 2014, Dec-26, Volume: 77, Issue:12 The supply of (-)-hopeaphenol (1) was achieved via enzymatic biotransformation in order to provide material for preclinical investigation. High-throughput screening of a prefractionated natural product library aimed to identify compounds that inhibit the bacterial virulence type III secretion system (T3SS) identified several fractions derived from two Papua New Guinean Anisoptera species, showing activity against Yersinia pseudotuberculosis outer proteins E and H (YopE and YopH). Bioassay-directed isolation from the leaves of A. thurifera, and similarly A. polyandra, resulted in three known resveratrol tetramers, (-)-hopeaphenol (1), vatalbinoside A (2), and vaticanol B (3). Compounds 1-3 displayed IC50 values of 8.8, 12.5, and 9.9 μM in a luminescent reporter-gene assay (YopE) and IC50 values of 2.9, 4.5, and 3.3 μM in an enzyme-based YopH assay, respectively, which suggested that they could potentially act against the T3SS in Yersinia. The structures of 1-3 were confirmed through a combination of spectrometric, chemical methods, and single-crystal X-ray structure determinations of the natural product 1 and the permethyl ether analogue of 3. The enzymatic hydrolysis of the β-glycoside 2 to the aglycone 1 was achieved through biotransformation using the endogenous leaf enzymes. This significantly enhanced the yield of the target bioactive natural product from 0.08% to 1.3% and facilitates ADMET studies of (-)-hopeaphenol (1). Topics: Animals; Anti-Bacterial Agents; Benzofurans; Dipterocarpaceae; Heterocyclic Compounds, 4 or More Rings; Inhibitory Concentration 50; Microbial Sensitivity Tests; Odonata; Papua New Guinea; Phenols; Rainforest; Resveratrol; Stilbenes; Yersinia pseudotuberculosis	2014
Resveratrol oligomers from Vatica albiramis. Journal of natural products, 2010, Sep-24, Volume: 73, Issue:9 Five new stilbenoids, vatalbinosides A-E (1-5), and 13 known compounds (6-18) were isolated from the stem of Vatica albiramis. The effects of these new compounds on interleukin-1β-induced production of matrix metalloproteinase-1 (MMP-1) in human dermal fibroblasts were examined. Three resveratrol tetramers, (-)-hopeaphenol (6), vaticanol C (13), and stenophyllol C (14), were identified as strong inhibitors of MMP-1 production. Topics: Dipterocarpaceae; Fibroblasts; Humans; Interleukin-1beta; Malaysia; Matrix Metalloproteinase 1; Molecular Structure; Phenols; Plant Stems; Plants, Medicinal; Resveratrol; Skin; Stereoisomerism; Stilbenes	2010

Article

Year

Solving the supply of resveratrol tetramers from Papua New Guinean rainforest anisoptera species that inhibit bacterial type III secretion systems.

Journal of natural products, 2014, Dec-26, Volume: 77, Issue:12

The supply of (-)-hopeaphenol (1) was achieved via enzymatic biotransformation in order to provide material for preclinical investigation. High-throughput screening of a prefractionated natural product library aimed to identify compounds that inhibit the bacterial virulence type III secretion system (T3SS) identified several fractions derived from two Papua New Guinean Anisoptera species, showing activity against Yersinia pseudotuberculosis outer proteins E and H (YopE and YopH). Bioassay-directed isolation from the leaves of A. thurifera, and similarly A. polyandra, resulted in three known resveratrol tetramers, (-)-hopeaphenol (1), vatalbinoside A (2), and vaticanol B (3). Compounds 1-3 displayed IC50 values of 8.8, 12.5, and 9.9 μM in a luminescent reporter-gene assay (YopE) and IC50 values of 2.9, 4.5, and 3.3 μM in an enzyme-based YopH assay, respectively, which suggested that they could potentially act against the T3SS in Yersinia. The structures of 1-3 were confirmed through a combination of spectrometric, chemical methods, and single-crystal X-ray structure determinations of the natural product 1 and the permethyl ether analogue of 3. The enzymatic hydrolysis of the β-glycoside 2 to the aglycone 1 was achieved through biotransformation using the endogenous leaf enzymes. This significantly enhanced the yield of the target bioactive natural product from 0.08% to 1.3% and facilitates ADMET studies of (-)-hopeaphenol (1).

Topics: Animals; Anti-Bacterial Agents; Benzofurans; Dipterocarpaceae; Heterocyclic Compounds, 4 or More Rings; Inhibitory Concentration 50; Microbial Sensitivity Tests; Odonata; Papua New Guinea; Phenols; Rainforest; Resveratrol; Stilbenes; Yersinia pseudotuberculosis

2014

Resveratrol oligomers from Vatica albiramis.

Journal of natural products, 2010, Sep-24, Volume: 73, Issue:9

Five new stilbenoids, vatalbinosides A-E (1-5), and 13 known compounds (6-18) were isolated from the stem of Vatica albiramis. The effects of these new compounds on interleukin-1β-induced production of matrix metalloproteinase-1 (MMP-1) in human dermal fibroblasts were examined. Three resveratrol tetramers, (-)-hopeaphenol (6), vaticanol C (13), and stenophyllol C (14), were identified as strong inhibitors of MMP-1 production.

Topics: Dipterocarpaceae; Fibroblasts; Humans; Interleukin-1beta; Malaysia; Matrix Metalloproteinase 1; Molecular Structure; Phenols; Plant Stems; Plants, Medicinal; Resveratrol; Skin; Stereoisomerism; Stilbenes

2010