The oxetane conformational lock of paclitaxel: structural analysis of D-secopaclitaxel.
Analysis of the 1H NMR data of paclitaxel in comparison with its oxetane ring-opened analogue D-secopaclitaxel suggests that the oxetane moiety (D-ring) of paclitaxel serves as a conformational lock for the diterpene moiety and the C13 side chain.
Boge
T C
TC
Department of Medicinal Chemistry, University of Kansas, Lawrence 66045, USA.
Hepperle
M
M
Vander Velde
D G
DG
Gunn
C W
CW
Grunewald
G L
GL
Georg
G I
GI
D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D017239:Paclitaxel / Q000737:chemistry*; D013237:Stereoisomerism
D000972:Antineoplastic Agents, Phytogenic; D017239:Paclitaxel