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Canataxpyran A, a novel 3,8-secotaxane with a 13,17-ether bridge from needles of Taxus canadensis

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机构: [1]Hebei Med Univ, Dept Forens Med, Hebei Key Lab Forens Med, Shijiazhuang 050017, Hebei Province, Peoples R China [2]Hebei Med Univ, Hosp 4, Dept Thorac, Shijiazhuang 050011, Hebei Province, Peoples R China [3]Hebei Med Univ, Sch Pharmaceut Sci, Shijiazhuang 050017, Hebei Province, Peoples R China [4]Queens Univ, Dept Chem, Kingston, ON K7L 3N6, Canada [5]Tohoku Univ, Grad Sch Agr Sci, Aoba Ku, Sendai, Miyagi 9818555, Japan [6]Syngenta, Jealotts Hill Int Res Ctr, Bracknell RG42 6EY, Berks, England
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关键词: isolation needle 3 8-secotaxane Taxaceae Taxus canadensis

摘要:
A novel 6/12-membered bicyclic taxane with a 13,17-ether bridge, named canataxpyran A, was isolated from the needles of Taxus canadensis. The structures were characterized as 7 beta,9,10 beta,20-tetracetoxy-13 beta,17-epoxy-3,8-secotaxa-3E,8E,11-triene-2 alpha,5 alpha-diol (designated as canataxpyran A, 1). This bicyclic taxane gradually decomposed in CDCl3 to give the corresponding enones, 10 beta,20-diacetoxy-13 beta,17-epoxy-4 alpha,5 alpha-dihydroxy-3,8-secotaxa-2E,7E,11-trien-9-one (canataxpyran B, 2) and 5 alpha,10 beta,20-triacetoxy-13 beta,17-epoxy-4 alpha-hydroxy-3,8-secotaxa-2E,7 E,11-trien-9-one (canataxpyran C, 3). Compound 1 is the first example of a natural 3,8-secotaxane with 13,17-oxygen bridge.

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出版当年[2012]版:
大类 | 4 区 化学
小类 | 4 区 有机化学
最新[2025]版:
大类 | 4 区 化学
小类 | 4 区 有机化学
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出版当年[2012]版:
Q4 CHEMISTRY, ORGANIC
最新[2024]版:
Q3 CHEMISTRY, ORGANIC

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第一作者机构: [1]Hebei Med Univ, Dept Forens Med, Hebei Key Lab Forens Med, Shijiazhuang 050017, Hebei Province, Peoples R China [2]Hebei Med Univ, Hosp 4, Dept Thorac, Shijiazhuang 050011, Hebei Province, Peoples R China
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通讯机构: [1]Hebei Med Univ, Dept Forens Med, Hebei Key Lab Forens Med, Shijiazhuang 050017, Hebei Province, Peoples R China [3]Hebei Med Univ, Sch Pharmaceut Sci, Shijiazhuang 050017, Hebei Province, Peoples R China
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