A new taxane composed of two N-formyl rotamers from Taxus canadensis

作者:Zhang, Man-Li; Dong, Mei; Li, Xiao-Ning; Li, Li-Geng; Sauriol, Fancoise; Huo, Chang-Hong; Shi, Qing-Wen*; Gu, Yu-Cheng; Kiyota, Hiromasa; Cong, Bin
来源:Tetrahedron Letters, 2008, 49(21): 3405-3408.
DOI:10.1016/j.tetlet.2008.03.115

摘要

A taxane with an amino-side chain on C-5 was identified for the first time from rooted cuttings of the Canadian yew, Taxus camadensis. The structure was characterized as 7 beta,9 alpha,10 beta,13 alpha-tetraacetoxy-5 alpha-[3'-(N-formyl-N-methylamino)-3'-phenylpropanoyl]oxytaxa-4(20),12-diene (1) on the basis of 1D-, 2D-NMR data, and HR-FABMS analyses. The spectra revealed that in CDCl(3) solution 1 was composed of two rotamers (1a and 1b) in a ratio of approximately 2:1.