Biotransformation of resibufogenin by Actinomucor elegans
| Autor: | Rong Lan, Liang Chen, Peipei Dong, Jian Huang, Li-Bin Zhan, Dong-hai Su, Xiu-Lan Xin, Jin-Hui Wang, Li-Yan Mou |
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| Rok vydání: | 2014 |
| Předmět: |
Stereochemistry
Pharmaceutical Science Antineoplastic Agents Bufadienolide Hydroxylation Analytical Chemistry Actinomucor elegans chemistry.chemical_compound Biotransformation Drug Discovery Humans Cytotoxicity Nuclear Magnetic Resonance Biomolecular Pharmacology Molecular Structure Chemistry Organic Chemistry General Medicine Bufanolides Complementary and alternative medicine Biochemistry Mucorales Molecular Medicine Drug Screening Assays Antitumor Two-dimensional nuclear magnetic resonance spectroscopy Isomerization |
| Zdroj: | Journal of Asian Natural Products Research. 16:623-628 |
| ISSN: | 1477-2213 1028-6020 |
| DOI: | 10.1080/10286020.2014.921911 |
| Popis: | Resibufogenin (RB), a major bioactive bufadienolide, has the potential anticancer activity. In the present work, biotransformation of RB by Actinomucor elegans AS 3.2778 yielded five products, namely 3-oxo-resibufogenin (1), 3-epi-resibufogenin (2), 3-epi-12-oxo-hydroxylresibufogenin (3), 3α-acetoxy-15α-hydroxylbufalin (4), and 3-epi-12α-hydroxylresibufogenin (5), respectively. Among them, metabolites 3 and 4 are previously unreported. The chemical structures of metabolites 1-5 were fully elucidated on the basis of 2D NMR and HR-MS. The highly stereo- and regio-specific isomerization, hydroxylation, and esterification reactions were observed in the biotransformation process of RB by A. elegans. Their cytotoxicities against A549 and H1299 cells were evaluated. |
| Databáze: | OpenAIRE |
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