Wallifoliol, a taxol congener with a novel carbon skeleton, from Himalayan Taxus wallichiana.
A new taxoid, wallifoliol [3], has been isolated, along with five known taxoids (taxol, cephalomannine, 10-deacetylbaccatin III, brevifoliol, 2-acetoxy brevifoliol = taxchinin A) from extracts of the needles of Himalayan Taxus wallichiana. The structure of wallifoliol has been assigned primarily from nmr studies. Wallifoliol [3] is assigned a structure in which rings A and B of the taxane system have undergone putative rearrangements producing a novel skeleton. Wallifoliol is the first diterpene to be found in nature with this particular 5/6/6/6/4 ring system.
Vander Velde
D G
DG
Department of Medicinal Chemistry, University of Kansas, Lawrence 66045-2506.
Georg
G I
GI
Gollapudi
S R
SR
Jampani
H B
HB
Liang
X Z
XZ
Mitscher
L A
LA
Ye
Q M
QM
D007194:India; D009682:Magnetic Resonance Spectroscopy; D017239:Paclitaxel / Q000031:analogs & derivatives* / Q000737:chemistry; D010946:Plants, Medicinal / Q000737:chemistry*; D043823:Taxoids
D043823:Taxoids; C089567:wallifoliol; D017239:Paclitaxel