Total synthesis of lobatoside E, a potent antitumor cyclic triterpene saponin.
Lobatoside E, a novel and complex cyclic triterpene saponin showing potent antitumor activities, has been synthesized for the first time, employing a highly modular approach. The synthesis, starting with oleanolic acid, D-glucose, D-galactose, L-arabinose, and L-rhamnose, requires a total of 73 steps, with the longest linear sequence of 31 steps and in 1.2% overall yield.
Zhu
Chunsheng
C
State Key Laboratory of Bio-organic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, China.
Tang
Pingping
P
Yu
Biao
B
D000972:Antineoplastic Agents, Phytogenic / Q000138:chemical synthesis* / Q000494:pharmacology; D019662:Cucurbitaceae / Q000737:chemistry; D006031:Glycosylation; D012503:Saponins / Q000138:chemical synthesis* / Q000494:pharmacology; D014315:Triterpenes / Q000138:chemical synthesis* / Q000494:pharmacology
D000972:Antineoplastic Agents, Phytogenic; D012503:Saponins; D014315:Triterpenes; C529635:lobatoside E