Total synthesis of methyl protodioscin: a potent agent with antitumor activity.
Methyl protodioscin (1), otherwise known as 3-O-[alpha-L-rhamnopyranosyl-(1-->2)-[alpha-L-rhamnopyranosyl-(1-->4)]-beta-d-glucopyranosyl]-26-O-[beta-D-glucopyranosyl]-22-methoxy-25(R)-furost-5-ene-3 beta,26-diol, has been synthesized for the first time from diosgenin through nine steps in an overall yield of 7.8%.
Cheng
Mao S
MS
School of Pharmaceutical Engineering, Shenyang Pharmaceutical University, 103 Wenhua Road, Shenhe District, Shenyang, 110016, P. R. China. zyang@chem.pku.edu.cn
Wang
Qian L
QL
Tian
Quan
Q
Song
Hong Y
HY
Liu
Yong X
YX
Li
Qiang
Q
Xu
Xin
X
Miao
Hong D
HD
Yao
Xin S
XS
Yang
Zhen
Z
D000972:Antineoplastic Agents, Phytogenic / Q000032:analysis / Q000138:chemical synthesis*; D020650:Combinatorial Chemistry Techniques; D004144:Diosgenin / Q000031:analogs & derivatives* / Q000032:analysis / Q000138:chemical synthesis*; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010946:Plants, Medicinal / Q000737:chemistry; D012503:Saponins / Q000032:analysis / Q000138:chemical synthesis*
D000972:Antineoplastic Agents, Phytogenic; D012503:Saponins; C425324:methyl protodioscin; D004144:Diosgenin