Microbial transformations of the taxan ring of 10-DAB by some strains of the fungus Curvularia lunata: formation of the bis-abeotaxanes wallifoliol and 4-deacylwallifoliol

  • J Nat Prod. 2010 Jun 25;73(6):1049-52. doi: 10.1021/np900765y.
Alberto Arnone  1 ,  Adriana Bava ,  Giovanni Fronza ,  Luciana Malpezzi ,  Gianluca Nasini
Affiliations
  • 1. CNR-ICRM, Department of Chemistry, Materials and Chemical Engineering, Politecnico di Milano, via Mancinelli, 7, I-20123, Milano, Italy.
PMID: 20527910 DOI: 10.1021/np900765y
Abstract

The fermentation of 10-deacetylbaccatine III (10-DAB) (1) with Curvularia lunata afforded 4-deacylwallifoliol (4) and wallifoliol (5), the only natural taxoid with the unusual 5/6/6/6/4 ring system. The X-ray structure of compound 4 is reported. The skeletal rearrangements induced by the microbial enzymatic systems are also discussed.