New potent antioxidative hydroxyflavanones produced with aspergillus saitoi from flavanone glycoside in citrus fruit

Bioscience, Biotechnology and Biochemistry

Volumn 67, Issue 7, 2003, Pages 1443-1450

  Miyake, Yoshiaki ^a,e   Minato, Kenichiro ^b   Fukumoto, Syuichi ^a   Yamamoto, Kanefumi ^a   Oya Ito, Tomoko ^c   Kawakishi, Syunro ^c   Osawa, Toshihiko ^d  

^a Fundamental Technical Research Department of Pokka   (Japan)

^b MIYAGI UNIVERSITY   (Japan)

^c SUGIYAMA JOGAKUEN UNIVERSITY   (Japan)

^d NAGOYA UNIVERSITY   (Japan)

^e TOKAI GAKUEN UNIVERSITY   (Japan)

Author keywords

8 hydroxyhesperetin; Antioxidant; Aspergillus saitoi; Carthamidin; Isocarthamidin

Indexed keywords

ASPERGILLUS; ASPERGILLUS SAITOI; CITRUS;

ANTIOXIDANT; FLAVANONE; FLAVANONE DERIVATIVE; GLYCOSIDE;

ARTICLE; ASPERGILLUS; CHEMICAL STRUCTURE; CHEMISTRY; CITRUS FRUIT; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; METABOLISM;

ANTIOXIDANTS; ASPERGILLUS; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; CITRUS; FLAVANONES; GLYCOSIDES; MOLECULAR STRUCTURE;

EID: 2342481031     PISSN: 09168451     EISSN: 13476947     Source Type: Journal    
DOI: 10.1271/bbb.67.1443     Document Type: Article

References (20)

1. Niki, E., Free radicals, antioxidants, and cancer. In “Food Factors for Cancer Prevention”, eds. Ohigashi, H., Osawa, T., Terao, J., Watanabe, S., and Yoshikawa, T., Springer, Tokyo, pp. 44-57 (1997).
2. Osawa, T., Namiki, M., and Kawakishi, S., Role of dietary antioxidants in protection against oxidative damage. In “Antimutagenesis and Anticarcinogenesis Mechanisms”, eds. Kuroda, Y., Shankel, D. M., and Waters, M. D., Plenum Publishing, New York, pp. 139-153 (1990).
3. Kuhnan, J., The Flavonoids. A class of semi-essential food components; their role in human nutrition. World Rev. Nutr. Diet, 24, 117-191 (1976).
4. Middleton, E., and Kandaswami, C., Potential health-promoting properties of citrus flavonoids. pood Technol., 48, 115-119 (1994).
5. Park, G. L., Avery, S. M., Byers, J. L., and Nelson, D. B., Identification of bioflavonoids from citrus. pood Technol., 37, 98-105 (1983).
6. Miyake, Y., Yamamoto, K., and Osawa, T., Isolation of eriocitrin (eriodictyol 7-rutinoside) from lemon fruit (Citrus limon Burm. f.) and its antioxida-tive activity. pood Sci. Technol. Int. Tokyo, 3, 84-89 (1997).
7. Miyake, Y., Yamamoto, K., Morimitsu, Y., and Osawa, T., Characteristics of antioxidative flavonoid glycoside in lemon fruit. pood Sci. Technol. Int. Tokyo, 4, 48-53 (1998).
8. Kawaii, S., Tomono, Y., Katase, E., Ogawa, K., and Yano, M., Quantitation of flavonoid constituents in citrus fruits. J. Agric. pood Chem., 47, 3565-3571 (1999).
9. Esaki, H., Onozaki, H., Morimitsu, Y., Kawakishi, S., and Osawa, T., Potent antioxidative isoflavones isolated from soybeans fermented with Aspergillus saitoi. Biosci. Biotechnol. Biochem., 62, 740-746 (1998).
10. Esaki, H., Watanabe, R., Onozaki, H., Kawakishi, S., and Osawa, T., Formation mechanism for potent antioxidative o-dihydroxyisoflavones in soybeans fermented with Aspergillus saitoi. Biosci. Biotechnol. Biochem., 63, 851-858 (1999).
11. Esaki, H., Kawakishi, S., Morimitsu, Y., and Osawa, T., New potent antioxidative o-dihydroxyisoflavones in fermented Japanese soybean products. Biosci. Biotechnol. Biochem., 63, 1637-1639 (1999).
12. Yamaguchi, T., Takamura, H., Matoba, T., and Terao, J., HPLC method for evaluation of the free radical-scavenging activity of foods by using 1,1-diphenyl-2-picrylhydrazyl. Biosci. Biotechnol. Biochem., 62, 1201-1204 (1998).
13. Terao, J., and Matsushita, S., The peroxidizing effect of —-tocopherol on autoxidation of methyl linoleate in bulk phase. Lipids, 21, 255-260 (1986).
14. Obara, H., Onodera, J., Kurihara, Y., and Yamamoto, F., Synthesis of 2',3',4,4',6'-penta-hydroxychalcone, an aglycone of carthamin, and its isomerization into 4',5,6,7- and 4',5,7,8-tetrahydrox-yflavanone, carthamidin and isocarthamidin. Bull. Chem. Soc. Jpn., SI, 3627-3630 (1978).
15. Bilia, A. R., Ciampi, L., Mendez, J., and Morelli, I., Phytochemical investigations of Licania genus. Flavonoids from Licania pyrifolia. Pharmaceutica Acta Helvetiae, 71, 199-204 (1996).
16. Shen, C. C., Chang, Y. S., and Ho, L. K., Nuclear magnetic resonance studies of 5,7-dihydroxyflavo-noids. Phytochemistry, 34, 843-845 (1993).
17. Ahluwalia, V. K., Dass, I., Krishnamurty, H. G., and Seshadri, T. R., A synthesis of isocarthamidin. Jour. Indian Chem. Soc., 42, 279-282 (1965).
18. Takido, M., Aimi, M., Yamanouchi, S., Yasukawa, K., Torii, H., and Takahashi, S., Studies on the constituents in the water extracts of crude drugs. II. On the leaves of Scutellaria baicalensis GEORGI. (1). Yakugaku Zasshi (in Japanese), 96, 381-383 (1976).
19. Miyake, Y., Yamamoto, K., Morimitsu, Y., and Osawa, T., Isolation of C-glucosylflavone from lemon peel and antioxidative activity of flavonoid compounds in lemon fruit. J. Agric. pood Chem., 4S, 4619-4623 (1997).
20. Tuda, T., Watanabe, M., Ohshima, K., Norinobu, S., Choi, S. W., Kawakishi, S., and Osawa, T., Antioxidative activity of the anthocyanin pigments cyanidin 3-O-^-D-glucoside and cyanidin. J. Agric. pood Chem., 42, 2407-2410 (1994).