Stereoselective synthesis of a highly oxygenated decahydrocyclopenta[g]chromene derivative: the common tricyclic framework of leucosceptrine and leucosesterterpenone.
Stereoselective construction of the highly oxygenated decahydrocyclopenta[g]chromene skeleton, which is the tricyclic core of leucosceptrine, which possesses prolylendopeptidase inhibitory activity, and leucosesterterpenone, which exhibits anti-angiogenic activity, from Leucosceptrum canum, was achieved.
School of Life Sciences, Tokyo University of Pharmacy and Life Sciences, 1432-1 Horinouchi, Hachioji, Tokyo 192-0392, Japan. itohisa@toyaku.ac.jp.
Hideki
H
Abe
Yuri
Y
Horii
Megumi
M
Hagiwara
Toyoharu
T
Kobayashi
Hisanaka
H
Ito
D020533:Angiogenesis Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D001578:Benzopyrans / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D019686:Lamiaceae / Q000737:chemistry; D008968:Molecular Conformation; D010100:Oxygen / Q000737:chemistry*; D000085822:Prolyl Oligopeptidases; D012697:Serine Endopeptidases / Q000378:metabolism; D015842:Serine Proteinase Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D054830:Sesterterpenes / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D013237:Stereoisomerism; D013329:Structure-Activity Relationship; D013729:Terpenes / Q000138:chemical synthesis* / Q000737:chemistry
D020533:Angiogenesis Inhibitors; D001578:Benzopyrans; D015842:Serine Proteinase Inhibitors; D054830:Sesterterpenes; D013729:Terpenes; C490747:leucosceptrine; C000603396:leucosesterterpenone; D012697:Serine Endopeptidases; D000085822:Prolyl Oligopeptidases; D010100:Oxygen