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A new taxane composed of two N-formyl rotamers from Taxus canadensis |
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| Authors: | Man-Li Zhang Xiao-Ning Li Fançoise Sauriol Qing-Wen Shi Hiromasa Kiyota Bin Cong |
| Institution: | a Department of Natural Product Chemistry, School of Pharmaceutical Sciences, Hebei Medical University, 361 Zhongshan East Road, 050017 Shijiazhuang, Hebei Province, PR China b Department of Radiation Oncology, The Fourth Affiliated Hospital, Hebei Medical University, 050010 Shijiazhuang, Hebei Province, PR China c Department of Chemistry, Queen’s University, Kingston, Ontario, Canada K7L 3N6 d Syngenta Jealott’s Hill International Research Centre, Bracknell, Berkshire RG42 6EY, United Kingdom e Department of Applied Bioorganic Chemistry, Division of Bioscience and Biotechnology for Future Bioindustry, Graduate School of Agricultural Sciences, Tohoku University, 1-1 Tsutsumidori-Amamiya, Aoba-ku, Sendai 981-8555, Japan |
| Abstract: | 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 7β,9α,10β,13α-tetraacetoxy-5α-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 CDCl3 solution 1 was composed of two rotamers (1a and 1b) in a ratio of approximately 2:1. |
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