Martefragin A, a novel indole alkaloid isolated from red alga, inhibits lipid peroxidation.
Martefragin A (1), a novel indole alkaloid, was isolated from a red alga, Martensia fragilis, by repeated column chromatography. The structure of 1 was elucidated on the basis of spectral analysis of its methyl ester (2), including 1H- and 13C-NMR, 1H-1H correlation spectroscopy (COSY), and 13C-1H COSY. A single crystal X-ray analysis of the hydrochloride of 1 confirmed the assignment. Martefragin A (1) showed inhibitory activity on NADPH-dependent lipid peroxidation in rat liver microsomes. The IC50 values of 1, alpha-tocopherol and ascorbic acid were 2.8, 87 and 200 microM, respectively.
Takahashi
S
S
Toyama Prefectural Institute for Pharmaceutical Research, Japan.
Matsunaga
T
T
Hasegawa
C
C
Saito
H
H
Fujita
D
D
Kiuchi
F
F
Tsuda
Y
Y
D000470:Alkaloids / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D000818:Animals; D000975:Antioxidants / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D018360:Crystallography, X-Ray; D007211:Indoles / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D015227:Lipid Peroxidation / Q000187:drug effects*; D009682:Magnetic Resonance Spectroscopy; D008297:Male; D008745:Methylation; D008862:Microsomes, Liver / Q000187:drug effects / Q000378:metabolism; D009251:NADPH-Ferrihemoprotein Reductase / Q000037:antagonists & inhibitors; D051381:Rats; D017208:Rats, Wistar; D000461:Rhodophyta / Q000737:chemistry*
D000470:Alkaloids; D000975:Antioxidants; D007211:Indoles; C115837:Martefragin A; D009251:NADPH-Ferrihemoprotein Reductase