Abstract
Microbial transformations of the tetracyclic diterpenoid isosteviol (ent-16-ketobeyeran-19-oic acid) (2) have revealed that isosteviol is metabolized by Cunninghamella bainieri, Actinoplanes sp., Mucor recurvatus, and Cunninghamella blakesleeana to yield five new metabolites, ent-11α,12α-dihydroxy-16-ketobeyeran-19-oic acid (5), ent-11α,12α,17-trihydroxy-16-ketobeyeran-19-oic acid (6), ent-12α, 15α-dihydroxy-16-ketobeyeran-19-oic acid (7), ent-7α,15α-dihydroxy-16-ketobeyeran-19-oic acid (8), and ent-9α-hydroxy-16-ketobeyeran-19-oic acid (9), together with three known metabolites, ent-7α-hydroxy-16-ketobeyeran-19-oic acid (3), ent-7β-hydroxy-16-ketobeyeran-19-oic acid (4), and ent-12α-hydroxy-16-ketobeyeran-19-oic acid (10). The structures of these metabolites were established on the basis of HRFABMS and 1D and 2D NMR spectral data. In addition, metabolites 3-10 were tested for antihypertensive activity and were found to be less active than the parent compound 2.
Original language | English |
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Pages (from-to) | 273-277 |
Number of pages | 5 |
Journal | Journal of Natural Products |
Volume | 65 |
Issue number | 3 |
DOIs | |
Publication status | Published - 2002 |
ASJC Scopus subject areas
- Drug Discovery
- Analytical Chemistry
- Molecular Medicine
- Complementary and alternative medicine
- Pharmacology
- Pharmaceutical Science
- Organic Chemistry