Synthesis of sominone and its derivatives based on an RCM strategy: discovery of a novel anti-Alzheimer's disease medicine candidate "denosomin".
Synthesis of sominone was achieved starting from dehydroepiandrosterone on the basis of an RCM strategy for the construction of a delta-lactone side chain. This synthetic protocol was applied for the synthesis of several analogous derivatives including 1-deoxy-24-norsominone (denosomin), which was revealed to exhibit notable bioactivities for new antidementia chemotherapy, exceeding the original natural compound sominone.
Matsuya
Yuji
Y
Graduate School of Medicine and Pharmaceutical Sciences and Institute of Natural Medicine, University of Toyama, 2630 Sugitani, Toyama 930-0194, Japan. matsuya@pha.u-toyama.ac.jp
Yamakawa
Yu-ichiro
Y
Tohda
Chihiro
C
Teshigawara
Kiyoshi
K
Yamada
Masashi
M
Nemoto
Hideo
H
D000544:Alzheimer Disease / Q000188:drug therapy*; D003687:Dehydroepiandrosterone / Q000031:analogs & derivatives / Q000138:chemical synthesis* / Q000737:chemistry*; D015195:Drug Design; D015394:Molecular Structure
C543747:denosomin; C543746:sominone; D003687:Dehydroepiandrosterone