Microbial transformations of isosteviol

Feng-Lin Hsu, Chia Chung Hou, Li Ming Yang, Juei Tang Cheng, Tzong Cherng Chi, Pang Chun Liu, Shwu Jiuan Lin

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29 Citations (Scopus)

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 languageEnglish
Pages (from-to)273-277
Number of pages5
JournalJournal of Natural Products
Volume65
Issue number3
DOIs
Publication statusPublished - 2002

ASJC Scopus subject areas

  • Plant Science
  • Chemistry (miscellaneous)
  • Drug Discovery
  • Organic Chemistry
  • Pharmacology

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