Six new taxane diterpenoids from the seeds of taxus chinensis var. mairei and taxus yunnanensis
Six new taxane diterpenoids and three known 2(3-->20)abeotaxoids were isolated from the seeds of Taxus chinensis var. mairei and of Taxus yunnanensis. Their structures were established as 2alpha, 20-dihydroxy-9alpha-acetoxytaxa-4(20),11-dien-13-one (1), 5alpha-cinnamoyloxy-7beta,10beta, 13alpha-triacetoxy-2(3-->20)abeotaxa-2alpha-ol-4(20),11-dien-9-one (2), 5alpha-cinnamoyloxy-10beta, 13alpha-diacetoxy-2(3-->20)abeotaxa-2alpha,7beta-diol-4(20), 11-dien-9-one (3), 5alpha-cinnamoyloxy-2alpha,7beta,10beta, 13alpha-tetraacetoxy-2(3-->20)abeotaxa-4(20),11-dien-9-one (4), 7-O-acetyltaxine A (5), 2alpha,7beta,10beta, 13alpha-tetraacetoxy-5alpha-phenylisoserinatoxy-2(3-->20)abeotaxa-4(2 0),11-dien-9-one (6), 5-O-acetyltaxinine M (7), 5alpha-hydroxy-2alpha,7beta,10beta, 13alpha-tetraacetoxy-2(3-->20)abeotaxa-4(20),11-dien-9-one (8), and 2alpha,5alpha-dihydroxy-7beta,10beta, 13alpha-triacetoxy-2(3-->20)abeotaxa-4(20),11-dien-9-one (9), on the basis of 1D and 2D NMR spectroscopic analysis. Compound 1, as a new compound isolated from T. chinensis var. mairei, is a rare example of a taxane with a 4,11-diene unit, which is considered to be an important intermediate in the biogenesis of taxoids. Compounds 2-4, 6, and 7 are new compounds, isolated from T. yunnanensis, which also afforded the known compounds 5, 8, and 9.
Shi
Qw
Laboratory of Applied Bioorganic Chemistry, Division of Life Science, Graduate School of Agricultural Science, Tohoku University, 1-1 Tsutsumidori-Amamiya, Aoba-ku, Sendai 981-8555, Japan, Institute of Molecular and Cellular Biosciences, The Univer.
Oritani
T
Sugiyama
T
Murakami
R
Wei
Hq