Studies on the synthesis of sesquiterpene lactones, 14. Syntheses of (-)-arbusclin D and (+)-4-EPI-arbusclin D: the stereochemical assignment of arbusclin D.
Efficient syntheses of (-)-arbusclin D and (+)-4-epi-arbusclin D are reported. By these syntheses the C-4 stereochemistry of arbusclin D and the absolute configuration of (-)-arbusclin D have been determined to be a s shown in structure 1. The biological activities, such as cytotoxic activity toward P-388 lymphocytic leukemia, plant growth regulating activity, and antimicrobial activity of compounds 1, 3, 7, 9, 12, and 14 were also studied.
Ando
M
M
Department of Applied Chemistry, Faculty of Engineering, Niigata University, Japan.
Isogai
K
K
Azami
H
H
Hirata
N
N
Yamazaki
H
H
Yanagi
Y
Y
D000818:Animals; D000972:Antineoplastic Agents, Phytogenic / Q000138:chemical synthesis / Q000737:chemistry*; D007783:Lactones / Q000138:chemical synthesis* / Q000494:pharmacology; D007941:Leukemia P388 / Q000188:drug therapy; D051379:Mice; D010937:Plant Growth Regulators / Q000494:pharmacology; D012717:Sesquiterpenes / Q000138:chemical synthesis* / Q000494:pharmacology; D045787:Sesquiterpenes, Eudesmane
D000972:Antineoplastic Agents, Phytogenic; D007783:Lactones; D010937:Plant Growth Regulators; D012717:Sesquiterpenes; D045787:Sesquiterpenes, Eudesmane; C079190:arbusclin D