Structures and antioxidant activity of anthocyanins in many accessions of eggplant and its related species

Journal of Agricultural and Food Chemistry

Volumn 56, Issue 21, 2008, Pages 10154-10159

  Azuma, Keiko ^a   Ohyama, Akio ^a   Ippoushi, Katsunari ^a   Ichiyanagi, Takashi ^b   Takeuchi, Atsuko ^a   Saito, Takeo ^a   Fukuoka, Hiroyuki ^a  

^a NATIONAL INSTITUTE OF VEGETABLE AND TEA SCIENCE   (Japan)

^b NIIGATA UNIVERSITY OF PHARMACY AND APPLIED LIFE SCIENCES   (Japan)

Author keywords

Anthocyanin; Antioxidant activity; Eggplant; Radical scavenging; Solatium

Indexed keywords

SOLANUM MELONGENA;

ANTHOCYANIN; ANTIOXIDANT;

ARTICLE; AUBERGINE; CHEMISTRY; CLASSIFICATION;

ANTHOCYANINS; ANTIOXIDANTS; SOLANUM MELONGENA;

EID: 58149337246     PISSN: 00218561     EISSN: None     Source Type: Journal    
DOI: 10.1021/jf801322m     Document Type: Article

References (41)

1. Ichiyanagi, T.; Hatano, Y.; Matsugo, S.; Konishi, T. Comparison of anthocyanin reactivity towards hydroxyl radical, superoxide anion and singlet oxygen. ITE Lett. 2003, 4, 788-793.
2. Ichiyanagi, T.; Hatano, Y.; Matsugo, S.; Konishi. T. Simultaneous comparison of relative activities of twelve major anthocyanins in bilberry towards reactive nitrogen species. Chem. Pharm. Bull. 2004, 52, 1312-1325.
3. Kahkonen, M. P.; Heinonen, M. Antioxidant activity of anthocyanins and their aglycones. J. Agric. Food Chem. 2003, 51, 628-633.
4. Yoshimoto, M.; Okuno, S.; Yamaguchi, M.; Yamakawa, O. Antimutagenicity of deacylated anthocyanins in purple-fleshed sweetpotato. Biosci., Biotechnol., Biochem. 2001, 65, 1652-1655.
5. Hou, D. X. Potential mechanisms of cancer chemoprevention by anthocyanins. Curr. Mol. Med. 2003, 3, 149-159.
6. Katsube, N.; Iwashita, K.; Tsushida, T.; Yamaki, K.; Kobori, M. Induction of apoptosis in cancer cells by bilberry or blueberry (Vaccinium myrtillus) and the anthocyanins. J. Agric. Food Chem. 2003, 51, 68-75.
7. Bastide, P.; Rouher, F.; Tranche. P. Rhodopsin and anthocyanosides. Apropos of various experimental facts. Bull. Soc. Ophtalmol. Fr. 1968, 68, 801-807.
8. Matsumoto, H.; Nakamura, Y.: Tachibanaki, S.; Kawamura, S.; Hirayama, M. Stimulatory effect of cyanidin 3-glycosides on the regeneration of rhodopsin. J. Agric. Food Chem. 2003, 51, 3560-3563.
9. de Whalley, C. V.; Rankin, S. M.; Hoult, J. R.; Jessup, W.; Leake, D. Flavonoids inhibit the oxidative modification of low density lipoproteins by macropharges. Biochem. Pharmacol. 1990, 39, 1743-1750.
10. 2+mediated oxidative modification of low-density lipoprotein. Biol. Pharm. Bull. 1995, 18, 1-4.
11. Sakamura, S.; Watanabe, S.; Obata, Y. The structure of the major anthocyanin in eggplant. Agric. Biol. Chem. 1963, 27, 663-665.
12. Watanabe, S.; Sakamura. S.; Obata. Y. The structure of acylated anthocyanins in eggplant and perilla and the position of acylation. Agric. Biol. Chem. 1966, 30, 420-422.
13. Matsuzoe, N.; Yamaguchi, M.; Kawanobu, S.; Watanabe, Y.; Higashi, H.; Sakata, Y. Effect of dark treatment of the eggplant on fruit skin color and its anthocyanin component. J. Jpn. Soc. Hortic. Sci. 1999, 68, 138-145.
14. Tateyama, C.; Igarashi, K. Anthocyanin and chlorogenic acid contents of some selected eggplant (Solatium melongena L.) cultivars, and the radical scavenging activities of their extracts. Nippon Shokuhin Kagaku Kogaku Kaishi 2006, 53, 218-224.
15. Igarashi, K.; Yoshida, T.; Suzuki, E. Antioxidative activity of nasunin in Chouja-nasu (little eggplant Solatium melongena L. 'Chouja'). Nippon Shokuhin Kagaku Kogaku Kaishi 1993, 40, 138-143.
16. Noda, Y.; Kaneyuki, T.; Igarashi, K.; Mori, A.; Packer, L. Antioxidant activity of nasunin, an anthocyanin in eggplant. Res. Commun. Mol. Pathol. Pharmacol. 1998, 102, 175-187.
17. Noda, Y.; Kaneyuki, T.; Igarashi, K.; Mori. A.; Packer. L. Antioxidant activity of nasunin, an anthocyanin in eggplant. Toxicol. 2000, 148, 119-123.
18. Kimura, Y.; Araki, Y.; Takenaka, A.; Igarashi, K. Protective effects of dietary nasunin on paraquat-induced oxidative stress. Biosci., Biotechnol, Biochem. 1999, 63, 799-804.
19. Ando. T.; Saito. N.; Tatsuzawa. F.; Kakefuda, T.; Yamakage, K.; Ohtani, E.; Koshi-ishi, M.; Matsusake, Y.; Kokubun, H.; Watanabe, H.; Tsukamoto, T.; Hashimoto, G.; Marchesi, E. HPLC profiles of floral anthocyanins in the native taxa of Petunia (Solanaceae). Tech. Bull. Fac. Hortic. Chiba Univ. 1999, 53, 135-144.
20. Ando, T.; Saito, N.; Tatsuzawa, F.; Kakefuda, T.; Yamakage, K.; Ohtani. E.; Koshi-ishi, M.; Matsusake. Y.; Kokubun, H.; Watanabe, H.; Tsukamoto, T.; Ueda, Y.; Hashimoto, G.; Marchesi, E.; Asakura, K.; Hara, R.; Seki, H. Floral anthocyanins in wild taxa of Petunia (Solanaceae). Biochem. Syst. Ecol. 1999, 27, 623-650.
21. Tatsuzawa, F.; Ando, T.; Saito. N.; Kanaya. T.; Kokubun. H.; Tsunashima, Y.; Watanabe. H.; Hashimoto. G.; Hara, R.; Seki. H. Acylated delphinidin 3-rutinoside-5-glucosides in the flowers of Petunia reizii. Photochemistry 2000, 54, 913-917.
22. Ichiyanagi, T.; Kashiwada, Y.; Ikeshiro, Y.; Shida, Y.; Horie, M.; Matsugo. S.; Konishi, T. Complete assignment of bilberry (Vaccinium myrtillus L.) anthocyanins separated by capillary zone electrophoresis. Chem. Pharm. Bull 2004, 52, 226-229.
23. Brand-Williams, W.; Cuvelier, M. E.; Berest, C. Use of free radical method to evaluate antioxidant activity. Lebensm.-Wiss. Technol. 1995, 28, 25-30.
24. Mitsuda, H.; Yasumoto, K.; Iwami, K. Antioxidative action of indole compounds during the autoxidation of linoleic acid. Eivo to Shokukyo 1966, 19, 210-214.
25. Ichiyanagi, T.; Kashiwada, Y.; Shida, Y.; Ikeshiro, Y.; Kaneyuki, T.; Konishi. T. Nasunin from eggplant consists of cis-trans isomers of delphinidin 3-[4-(p-coumaroyl)-L-rhamnosyl(1-6)glucopyranoside]-5-glucopyranoside J. Agric. Food Chem. 2005, 53, 9472-9477.
26. Tsuda, T.; Ohshima, K.; Kawakishi, S.; Osawa, T. Antioxidative pigments isolated from the seeds of Phaseolus vulgaris L. J. Agric. Food Chem. 1994, 42, 248-251.
27. Andersen, O. M.; Opheim, S.; Aksnes, D. W.; Froystein, N. A. Structure of petanin, an acylated anthocyanin isolated from Solanum tuberosum, using homo- and hetero-nuclear twodimensional nuclear magnetic resonance techniques. Phytochem. Anal. 1991, 2, 230-236.
28. Yoshida. K.; Sato. Y.; Okuno, R.; Kameda. K.; Isobe, M.; Kondo. T. Structural analysis and measurement of anthocyanins from colored seed coats of Vigna, Phaselus, and Glycine legumes. Biosci., Biotechnol., Biochem. 1996, 60, 589-593.
29. Choung, M.-G.; Choi, B.-R.; An, Y.-N.; Chu, Y.-H.; Cho, Y.-S. Anthocyanin profile of Korean cultivated kidney bean (Phaseolus vulgaris L.). J. Agric. Food Chem. 2003, 51, 7040-7043.
30. Lu, Y.; Sun, Y.; Foo, L. Y. Novel pyranoanthocyanins from black currant seed. Tetrahedron Lett. 2000, 41, 5975-5978.
31. Slimestad, R.; Solheim. H. Anthocyanins from black currants (Ribes nigrum L.). J. Agric. Food Chem. 2002, 50, 3228-3231.
32. Zanatta. C. F.; Cuevas, E.; Bobbio. F. O.; Winterrhalter. P.; Mercadante, A. Z. Determination of anthocyanins from camucamu (Myrciaria dubia) by HPLC-PDA. HPLC-MS, and NMR. J. Agric. Food Chem. 2005, 53, 9531-9535.
33. Fossen, T.; Andersen, O. M. Anthocyanins from tubers and shoots of the purple potato Solanum tuberosum. J. Hortic. Sci. Biotechnol. 2000, 75, 360-363.
34. Yabuya, T. High-performance liquid chromatographic analysis of anthocyanins in Japanese garden iris and its wild forms. Euphytica 1991, 52, 215-219.
35. Yabuya. T.; Nakamura, M.; Iwashina, T.; Yamaguchi, M.; Takehara. T. Anthocyanin-flavone copigmentation in bluish purple flowers of Japanese garden iris (Iris ensata Thunb.). Euphysica 1997, 98, 163-167.
36. Yabuya, T.; Imayama, T.; Shimomura, T.; Urushihara, R.; Yamaguchi, M. New type of major anthocyanins detected in Japanese garden iris and its wild forms. Euphysica 2001, 118, 253-256.
37. Imayama, T.; Yabuya. T. Characterization of anthocyanins in flowers of Japanese garden iris, Iris ensata Thumb. Cytologia 2003, 68, 205-210.
38. Rice-Evance, C. A.; Miller, N. J.; Paganga, G. Structureantioxidant activity relationships of flavonoids and phenolic acids. Free Radical Biol. Med. 1996, 20, 933-956.
39. Chen, J. H.; Ho, C.-T. Antioxidant activities of caffeic acid and its related hydroxycinnamic acid compounds. J. Agric. Food Chem. 1997, 45, 2374-2378.
40. Moon. J.-A.; Terao. J. Antioxidant activity of caffeic acid and dihydrocaffeic acid in lard and human low-density lipoprotein. J. Agric. Food Chem. 1998, 46, 5062-5065.
41. Fukumoto, L. R.; Mazza, G. Assessing antioxidant and prooxidant activities of phenolic compounds. J. Agric. Food Chem. 2000, 48, 3597-3604.