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

✍ Scribed by Man-Li Zhang; Mei Dong; Xiao-Ning Li; Li-Geng Li; Fançoise Sauriol; Chang-Hong Huo; Qing-Wen Shi; Yu-Cheng Gu; Hiromasa Kiyota; Bin Cong

• Book ID: 104095260
• Publisher: Elsevier Science
• Year: 2008
• Tongue: French
• Weight: 124 KB
• Volume: 49
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/j.tetlet.2008.03.115

✦ Synopsis

A taxane with an amino-side chain on C-5 was identified for the first time from rooted cuttings of the Canadian yew, Taxus canadensis. The structure was characterized as 7b,9a,10b,13a-tetraacetoxy-5a-[3 0 -(N-formyl-N-methylamino)-3 0 -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.