Abstract
Microbial transformation of triterpenoids has provided new derivatives that are potentially useful for pharmacological studies. In these biotransformation processes, several reactions that are difficult to achieve by chemical means have been accomplished, such as: introduction of hydroxyl groups into remote positions of the molecules; selective cleavage of the side chains of tetra-cyclic terpenoids to produce C19 steroids; regioselective glycosidic transfer reactions; selective ring cleavage through a Baeyer-Villiger-type oxidation to render seco-triterpenoids; and carbon skeleton rearrangements involving a methyl group migration. These biotransformations have also been used as in vitro models to mimic and predict the mammalian metabolism of biologically active triterpenoids.
Keywords: Microbial transformation, biotransformation, triterpenoid, triterpene, filamentous fungi, bacteria
Mini-Reviews in Organic Chemistry
Title: Microbial Transformation of Triterpenoids
Volume: 6 Issue: 4
Author(s): Andres Parra, Francisco Rivas, Andres Garcia-Granados and Antonio Martinez
Affiliation:
Keywords: Microbial transformation, biotransformation, triterpenoid, triterpene, filamentous fungi, bacteria
Abstract: Microbial transformation of triterpenoids has provided new derivatives that are potentially useful for pharmacological studies. In these biotransformation processes, several reactions that are difficult to achieve by chemical means have been accomplished, such as: introduction of hydroxyl groups into remote positions of the molecules; selective cleavage of the side chains of tetra-cyclic terpenoids to produce C19 steroids; regioselective glycosidic transfer reactions; selective ring cleavage through a Baeyer-Villiger-type oxidation to render seco-triterpenoids; and carbon skeleton rearrangements involving a methyl group migration. These biotransformations have also been used as in vitro models to mimic and predict the mammalian metabolism of biologically active triterpenoids.
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Cite this article as:
Parra Andres, Rivas Francisco, Garcia-Granados Andres and Martinez Antonio, Microbial Transformation of Triterpenoids, Mini-Reviews in Organic Chemistry 2009; 6 (4) . https://dx.doi.org/10.2174/157019309789371569
DOI https://dx.doi.org/10.2174/157019309789371569 |
Print ISSN 1570-193X |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-6298 |
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