Studies on the synthesis of sesquiterpene lactones, 12. Synthesis of (+)-colartin, (+)-arbusculin A, and their C-4 epimers and their biological activities.
Colartin [9] and arbusculin A [11] have been synthesized from alpha-santonin [1] in 14.5% (11 steps) and 9.3% (13 steps) overall yields, respectively. Arbusculin A [11] and compounds 20, 21, and 22, which were derived from intermediate 2, showed significant cell growth inhibitory activity against murine lymphocytic leukemia (P-388) in vitro. Plant growth regulating activity of 11 and its synthetic intermediates 4, 5, 8, and 9 was also studied.
Ando
M
M
Department of Applied Chemistry, Faculty of Engineering, Niigata University, Japan.
Isogai
K
K
Azami
H
H
Hirata
N
N
Yanagi
Y
Y
D000818:Animals; D000970:Antineoplastic Agents / Q000138:chemical synthesis; D007536:Isomerism; D007941:Leukemia P388 / Q000188:drug therapy; D015394:Molecular Structure; D010937:Plant Growth Regulators / Q000138:chemical synthesis; D012717:Sesquiterpenes / Q000138:chemical synthesis* / Q000494:pharmacology
D000970:Antineoplastic Agents; D010937:Plant Growth Regulators; D012717:Sesquiterpenes; C073074:colartin; C073076:arbusculin A