Synthesis of (+/-)-cassumunins A and B, new curcuminoid antioxidants having protective activity of the living cell against oxidative damage.
A chemical synthesis of cassumunins A (1) and B (2), natural curcuminoid antioxidants, was developed. The synthesis was started from o-vanillin and after nine reaction steps resulted in 20% and 26% overall yields of 1 and 2, respectively. The synthetic cassumunins showed stronger protective activity than curcumin against oxidative cell death induced by hydrogen peroxide in a rat thymocyte system.
Masuda
T
T
Faculty of Integrated Arts and Sciences, University of Tokushima, Tokushima 770, Japan. masuda@ias.tokushima-u.jp
Matsumura
H
H
Oyama
Y
Y
Takeda
Y
Y
Jitoe
A
A
Kida
A
A
Hidaka
K
K
D000818:Animals; D000975:Antioxidants / Q000138:chemical synthesis* / Q000494:pharmacology; D003474:Curcumin / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D018384:Oxidative Stress; D051381:Rats; D013950:Thymus Gland / Q000166:cytology / Q000187:drug effects
D000975:Antioxidants; C110983:cassumunin A; C110984:cassumunin B; D003474:Curcumin