1-deoxypaclitaxel and abeo-taxoids from the seeds of Taxus mairei.
A new paclitaxel derivative and two new 2(3-->20)-abeo-taxoids were isolated from a methanol extract of the seeds of Taxus mairei, and their structures were established as 1-deoxypaclitaxel (1), 7beta,10beta-diacetoxy-2alpha,5alpha,13alpha-trihydroxy-2(3-->20)-abeo-taxa-4(20),11-dien-9-one (2), and 2alpha,13alpha-diacetoxy-10beta-hydroxy-2(3-->20)-abeo-taxa-4(20),6,11-triene-5,9-dione (3) on the basis of spectroscopic data analysis. Taxane 1 is the first example of a paclitaxel analogue with a C-1beta hydrogen substituent. Taxane 3 is an 2(3-->20)-abeo-taxane with a rare C-5 ketone and C-6 double bond.
Shi
Qing-Wen
QW
Department of Natural Product Chemistry, School of Pharmaceutical Sciences, Hebei Medical University, 050017 Shijiazhuang, Hebei Province, People's Republic of China. qing_wen@hotmail.com
Zhao
Yong-Ming
YM
Si
Xiao-Tang
XT
Li
Zuo-Ping
ZP
Yamada
Teiko
T
Kiyota
Hiromasa
H
D004365:Drugs, Chinese Herbal / Q000737:chemistry* / Q000302:isolation & purification*; D015394:Molecular Structure; D017239:Paclitaxel / Q000031:analogs & derivatives* / Q000737:chemistry / Q000302:isolation & purification; D010946:Plants, Medicinal / Q000737:chemistry*; D012639:Seeds / Q000737:chemistry; D043823:Taxoids / Q000737:chemistry* / Q000302:isolation & purification*; D020946:Taxus / Q000737:chemistry*
C496493:1-deoxypaclitaxel; D004365:Drugs, Chinese Herbal; D043823:Taxoids; D017239:Paclitaxel