Novel ent-Beyeran-19-oic acids from biotransformations of isosteviol metabolites by Mortierella isabellina
| Autor: | Che Ling Lin, Shwu Jiuan Lin, Wei Jan Huang, Yuan Ling Ku, Tung Hu Tsai, Feng Lin Hsu |
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| Rok vydání: | 2007 |
| Předmět: |
Stereochemistry
Cell Survival Metabolite Pharmaceutical Science Mass Spectrometry Analytical Chemistry Hydroxylation chemistry.chemical_compound Biotransformation Glucosides Cell Line Tumor Drug Discovery otorhinolaryngologic diseases Humans Zygomycota Pharmacology biology Organic Chemistry Metabolism biology.organism_classification Antineoplastic Agents Phytogenic Terpenoid Complementary and alternative medicine chemistry Molecular Medicine Diterpene Mortierella Diterpenes Agaricales Diterpenes Kaurane Chromatography Liquid |
| Zdroj: | Planta medica. 73(15) |
| ISSN: | 0032-0943 |
| Popis: | Biotransformations of ENT-16beta-hydroxybeyeran-19-oic acid ( 1) by Mortierella isabellina produced hydroxylated metabolites. The isolated metabolites included three new compounds, ent-14beta,16beta-dihydroxybeyeran-19-oic acid ( 3), ent-12beta-hydroxy-16-oxobeyeran-19-oic acid ( 4), and ent-7alpha,12beta-dihydroxy-16-oxobeyeran-19-oic acid ( 5), and one known compound, ent-7alpha,16beta-dihydroxybeyeran-19-oic acid ( 2). The structural elucidation was achieved by detailed analysis of LC-MS chromatograms, and MS and NMR spectroscopic data. In this study, M. isabellina hydroxylated the basic skeleton beyeran-19-oic acid at the 7beta-, 12alpha-, and 14alpha-positions, and oxidized the skeleton at the 16-position. All compounds were evaluated with the cell viability assay. The results of the bioassay indicated that MTT formazan exocytosis occurs upon treatment of the cells with 1. |
| Databáze: | OpenAIRE |
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