title: A furantaxane with an unusual 6/8/6/5 ring system and potent tumor MDR reversal activity obtained via microbial transformation.
abstract: A furantaxane (4) with an unusual 6/8/6/5 ring system and two hydroxylated products (2, 3) were isolated following the biotransformation of a taxane (1) by Streptomyces griseus. The structures of the isolates were elucidated by spectroscopic analysis. The absolute configuration of 4, which exhibited potent reversal activity in the A549/taxol MDR tumor cell line, was unambiguously deduced by single-crystal X-ray diffraction.
authors.affiliation: State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Peking Union Medical College & Chinese Academy of Medical Sciences, 1 Xian Nong Tan Street, Beijing 100050, PR China.
authors.forename: Xiao
authors.initials: X
authors.lastname: Liu
authors.forename: Dan
authors.initials: D
authors.lastname: Xie
authors.forename: Ridao
authors.initials: R
authors.lastname: Chen
authors.forename: Mei
authors.initials: M
authors.lastname: Mei
authors.forename: Jianhua
authors.initials: J
authors.lastname: Zou
authors.forename: Xiaoguang
authors.initials: X
authors.lastname: Chen
authors.forename: Jungui
authors.initials: J
authors.lastname: Dai
mesh_terms: D001711:Biotransformation; D001952:Bridged-Ring Compounds / Q000737:chemistry* / Q000302:isolation & purification* / Q000494:pharmacology*; D018360:Crystallography, X-Ray; D018432:Drug Resistance, Multiple / Q000187:drug effects*; D008968:Molecular Conformation; D015394:Molecular Structure; D013305:Streptomyces griseus / Q000737:chemistry / Q000378:metabolism*; D043823:Taxoids / Q000737:chemistry* / Q000302:isolation & purification* / Q000494:pharmacology*
chemical_list: C576446:10alpha,18-epoxy-10beta-hydroxy-9-oxo-2alpha,5alpha,14beta-triacetoxytaxa-4(20),11(12)-diene; D001952:Bridged-Ring Compounds; D043823:Taxoids; C080625:taxane