Synthesis of antitumor marine alkaloid discorhabdin A oxa analogues.
Discorhabdin A (1) exhibits a strong cytotoxic activity in vitro, but it is difficult to synthesize and handle due to the instability of its highly strained N,S-acetal structure. We then designed the analogues of discorhabdin A which also have strong cytotoxic activity and stability. The synthesis and examination of the biological activity of various types of stable discorhabdin A oxa analogues (2) were achieved.
Wada
Yasufumi
Y
Graduate School of Pharmaceutical Sciences, Osaka University, 1-6 Yamada-oka, Suita, Osaka 565-0871, Japan.
Otani
Kouji
K
Endo
Noriko
N
Harayama
Yu
Y
Kamimura
Daigo
D
Yoshida
Masako
M
Fujioka
Hiromichi
H
Kita
Yasuyuki
Y
D000080:Acetals; D000470:Alkaloids / Q000138:chemical synthesis* / Q000737:chemistry; D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry; D004354:Drug Screening Assays, Antitumor; D008386:Marine Biology; D010121:Oxytocin / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry; D011809:Quinones / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D013141:Spiro Compounds / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D013329:Structure-Activity Relationship; D013841:Thiazepines / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology
D000080:Acetals; D000470:Alkaloids; D000970:Antineoplastic Agents; D011809:Quinones; D013141:Spiro Compounds; D013841:Thiazepines; C471812:discorhabdin A; D010121:Oxytocin; C015692:oxytocin, Asp(5)-