Two new meliacarpinins from the roots of Melia azedarach.
Two new azadirachtin-type limonoids, 1-methacrylyl-3-acetyl-11-methoxymeliacarpinin (1) and 1-(2-methylpropanoyl)-3-acetyl-11-methoxymeliacarpinin (2), together with the known compounds, meliacarpinin D (3), melianin B (4) and 2 beta,3 beta-dihydroxy-5 alpha-pregn-17(20)-(Z)-en-16-one (5), were isolated from the roots of Melia azedarach. The structures of 1 and 2 were elucidated by analysis of spectroscopic data and comparison of their NMR data with those of 3. Compounds 1 and 5 exhibited significant activity in the brine shrimp lethality test (BST).
Fukuyama
Y
Y
Institute of Pharmacognosy, Faculty of Pharmaceutical Sciences, Tokushima Bunri University, Japan.
Ogawa
M
M
Takahashi
H
H
Minami
H
H
D000818:Animals; D000972:Antineoplastic Agents, Phytogenic / Q000302:isolation & purification* / Q000494:pharmacology; D001156:Artemia; D036701:Limonins; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D018517:Plant Roots / Q000737:chemistry; D010946:Plants, Medicinal / Q000737:chemistry*; D014315:Triterpenes / Q000302:isolation & purification* / Q000494:pharmacology
C406474:1-methacrylyl-3-acetyl-11-methoxymeliacarpinin; C406473:1-methylpropanoyl-3-acetyl-11-methoxymeliacarpinin; D000972:Antineoplastic Agents, Phytogenic; D036701:Limonins; D014315:Triterpenes