Two novel hydroperoxylated products of 20(S)-protopanaxadiol produced by Mucor racemosus and their cytotoxic activities against human prostate cancer cells
- 27 November 2012
- journal article
- Published by Springer Science and Business Media LLC in Biotechnology Letters
- Vol. 35 (3), 439-443
- https://doi.org/10.1007/s10529-012-1098-x
Abstract
Microbial transformation of 20(S)-protopanaxadiol (1) by Mucor racemosus AS 3.205 yielded two novel hydroperoxylated metabolites and three known hydroxylated metabolites. The structures of the metabolites were identified as 26-hydroxyl-20(S)-protopanaxadiol (2), 23,24-en-25-hydroxyl-20(S)-protopanaxadiol (3), 25,26-en-24(R)-hydroperoxyl-20(S)-protopanaxadiol (4), 23,24-en-25-hydroperoxyl-20(S)-protopanaxadiol (5), and 25-hydroxyl-20(S)-protopanaxadiol (6). 4 and 5 are new compounds. Metabolites 2, 4, and 5 showed the more potent inhibitory effects against DU-145 and PC-3 cell lines than the substrate.Keywords
This publication has 13 references indexed in Scilit:
- 15α-Hydroxylation of a steroid (13-ethyl-gon-4-en-3,17-dione) by Penicillium raistrickii in an ionic liquid/aqueous biphasic systemBiotechnology Letters, 2012
- Fatty acid derivatives and dammarane triterpenes from the glandular trichome exudates of Ibicella lutea and Proboscidea louisianaPhytochemistry, 2010
- Hydroxylation of the diterpenes ent-kaur-16-en-19-oic and ent-beyer-15-en-19-oic acids by the fungus Aspergillus nigerPhytochemistry, 2009
- Protein tyrosine phosphatase 1B inhibitory by dammaranes from Vietnamese Giao-Co-Lam teaJournal of Ethnopharmacology, 2009
- Microbial transformation of ginsenoside Rb1 by Acremonium strictumApplied Microbiology and Biotechnology, 2007
- Microbial Transformation of 20(S)-Protopanaxatriol-Type Saponins by Absidia coeruleaJournal of Natural Products, 2007
- Bioactive Dammarane Triterpenes from the Mangrove Plant Bruguiera gymnorrhizaJournal of Natural Products, 2006
- Dammarane Triterpenes from the Hypocotyls and Fruits of Ceriops tagalJournal of Natural Products, 2005
- Structure–function relationship exists for ginsenosides in reducing cell proliferation and inducing apoptosis in the human leukemia (THP-1) cell lineArchives of Biochemistry and Biophysics, 2002
- Alkaline cleavage of gypenosides and characterization of dammarane-type aglycones by gas chromatography-mass spectrometryPhytochemical Analysis, 1998