title: Nitrocapsanthin and nitrofucoxanthin, respective products of capsanthin and fucoxanthin reaction with peroxynitrite.
abstract: The in vitro reactivity of capsanthin (1) and fucoxanthin (2) with peroxynitrite was investigated, and the reaction products produced by scavenging with peroxynitrite were analyzed. (14'Z)-Nitrocapsanthin (3) and 12-nitrocapsanthin (4) were isolated from the products of the reaction of capsanthin with peroxynitrite. Similarly, (14Z)-15-nitrofucoxanthin (5), (11Z)-11-nitrofucoxanthin (6), and (14Z,9'Z)-15-nitrofucoxanthin (7) were obtained from the reaction of peroxynitrite reaction with fucoxanthin. Capsanthin and fucoxanthin inhibited the nitration of tyrosine by peroxynitrite. Furthermore, nitrocapsanthins (3 and 4) and nitrofucoxanthins (5 and 6) exhibited an inhibitory effect on Epstein-Barr virus early antigen activation in Raji cells and an antiproliferative effect on human pancreatic carcinoma. Moreover, nitrocapsanthins (3 and 4) inhibited carcinogensis of mouse skin tumors initiated by 7,12-dimethylbenz[a]anthracene (DMBN).
authors: Graduate of Science and Technology, Shizuoka University , 836 Ohya, Suruga-ku, Shizuoka 422-8529, Japan.
authors: Makoto
authors: M
authors: Tsuboi
authors: Hideo
authors: H
authors: Etoh
authors: Kyuki
authors: K
authors: Kato
authors: Hiroki
authors: H
authors: Nakatugawa
authors: Hideki
authors: H
authors: Kato
authors: Yasunori
authors: Y
authors: Maejima
authors: Gaku
authors: G
authors: Matsumoto
authors: Hironobu
authors: H
authors: Mori
authors: Masashi
authors: M
authors: Hosokawa
authors: Kazuo
authors: K
authors: Miyashita
authors: Harukuni
authors: H
authors: Tokuda
authors: Nobukuni
authors: N
authors: Suzuki
authors: Takashi
authors: T
authors: Maoka
mesh_terms: D000818:Animals; D016588:Anticarcinogenic Agents / Q000494:pharmacology; D002051:Burkitt Lymphoma; D045744:Cell Line, Tumor; D005260:Female; D016166:Free Radical Scavengers / Q000737:chemistry; D006801:Humans; D051379:Mice; D008813:Mice, Inbred ICR; D010190:Pancreatic Neoplasms; D010212:Papilloma / Q000517:prevention & control; D030421:Peroxynitrous Acid / Q000737:chemistry*; D012878:Skin Neoplasms / Q000139:chemically induced / Q000517:prevention & control; D014443:Tyrosine / Q000031:analogs & derivatives / Q000037:antagonists & inhibitors / Q000737:chemistry; D024341:Xanthophylls / Q000737:chemistry*
chemical_list: D016588:Anticarcinogenic Agents; D016166:Free Radical Scavengers; D024341:Xanthophylls; C569568:nitrocapsanthin; C569567:nitrofucoxanthin; C025164:fucoxanthin; D030421:Peroxynitrous Acid; C002744:3-nitrotyrosine; C006889:capsanthin; D014443:Tyrosine