Fungal Metabolites of (E)-Guggulsterone and Their Antibacterial and Radical-Scavenging Activities

Fungal transformation of (E)‐guggulsterone (=(17E)‐pregna‐4,17‐diene‐3,16‐dione; 1) by Rhizopus stolonifer, Fusarium lini, Cunninghamella elegans, or Gibberella fujikuroi afforded ten hydroxylated metabolites (2–11; Scheme), which were fully characterized. Compounds 4–11 have not been described yet....

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Bibliographic Details
Published in:Chemistry & biodiversity 2005-04, Vol.2 (4), p.516-524
Main Authors: Choudhary, M. Iqbal, Shah, S. Adnan Ali, Sami, Amtul, Ajaz, Asma, Shaheen, Farzana, Atta-ur-Rahman
Format: Article
Language:English
Subjects:
Anti-Bacterial Agents - chemistry
Anti-Bacterial Agents - metabolism
Anti-Bacterial Agents - pharmacology
Bacteria - drug effects
Cunninghamella elegans
Free Radical Scavengers - chemistry
Free Radical Scavengers - metabolism
Free Radical Scavengers - pharmacology
Fungi - metabolism
Fusarium lini
Gibberella fujikuroi
Molecular Structure
Pregnenediones - chemistry
Pregnenediones - metabolism
Rhizopus stolonifer
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Summary:Fungal transformation of (E)‐guggulsterone (=(17E)‐pregna‐4,17‐diene‐3,16‐dione; 1) by Rhizopus stolonifer, Fusarium lini, Cunninghamella elegans, or Gibberella fujikuroi afforded ten hydroxylated metabolites (2–11; Scheme), which were fully characterized. Compounds 4–11 have not been described yet. Some of these novel hydroxylated metabolites, as well as acetylated derivatives thereof, exhibited significant antibacterial and radical‐scavenging activities (Table 3).
ISSN:1612-1872
1612-1880
DOI:10.1002/cbdv.200590033