Occurrence of isoflavonoids in brazilian common bean germplasm (phaseolus vulgaris L.)

Journal of Agricultural and Food Chemistry

Volumn 62, Issue 40, 2014, Pages 9699-9704

  De Lima, Paula Feliciano ^a   Colombo, Carlos Augusto ^b   Chiorato, Alisson Fernando ^b   Yamaguchi, Lydia Fumiko ^c   Kato, Massuo Jorge ^c   Carbonell, Sérgio Augusto Morais ^b  

^a UNIVERSITY OF CAMPINAS   (Brazil)

^b INSTITUTO AGRONÔMICO   (Brazil)

^c UNIVERSITY OF SÃO PAULO   (Brazil)

Author keywords

flavonoids; functional food; isoflavones; LC qMS; Phaseolus vulgaris

Indexed keywords

COMMON BEANS; FUNCTIONAL FOODS; GERMPLASMS; ISOFLAVONES; ISOFLAVONOIDS; LC-QMS; PHASEOLUS VULGARIS;

FLAVONOIDS;

COUMESTROL; DAIDZEIN; FLAVONOID; ISOFLAVONE DERIVATIVE; KAEMPFEROL; KAEMPFEROL DERIVATIVE; MYRICETIN;

BRAZIL; CHEMISTRY; COLOR; GENETICS; GENOTYPE; PHASEOLUS; PLANT SEED;

BRAZIL; COLOR; COUMESTROL; FLAVONOIDS; GENOTYPE; ISOFLAVONES; KAEMPFEROLS; PHASEOLUS; SEEDS;

EID: 84907932904     PISSN: 00218561     EISSN: 15205118     Source Type: Journal    
DOI: 10.1021/jf5033312     Document Type: Article

References (40)

1. Angioi, S. A.; Rau, D.; Attene, G.; Nanni, L.; Bellucci, E.; Logozzo, G.; Negri, V.; Spagnoletti-Zeuli, P. L.; Papa, R. Beans in Europe: Origin and structure of the European landraces of Phaseolus vulgaris L Theor. Appl. Genet. 2010, 121, 829-843
2. Carbonell, S. A. M.; Chiorato, A. F.; Carvalho, C. R. L.; Júnior, E. U. R.; Ito, M. A.; Borges, W. L. B.; Ticelli, M.; Santos, N. C. B.; Gallo, P. B. IAC Formoso: New carioca common bean cultivar Crop Breed. Appl. Biotechnol. 2010, 10, 374-376
3. Espinosa-Alonso, L. G.; Lygin, A.; Widholm, J. M.; Valverde, M. E.; Paredes-Lopez, O. Polyphenols in wild and weedy Mexican common beans (Phaseolus vulgaris L.) J. Agric. Food Chem. 2006, 54, 4436-4444
4. Boniglia, C.; Carratú, B.; Gargiulo, R.; Giammarioli, S.; Mosca, M.; Sanzini, E. Content of phytoestrogens in soy-based dietary supplements Food Chem. 2009, 115, 1389-1392
5. Kuhnle, G. G. C.; Dell'Aquila, C.; Runswick, S. A.; Bingham, S. A. Variability of phytoestrogen content in foods from different sources Food Chem. 2009, 113, 1184-1187
6. Ranilla, L. G.; Genovese, M. I.; Lajolo, F. M. Polyphenols and antioxidant capacity of seed coat and cotyledon from Brazilian and Peruvian bean cultivars (Phaseolus vulgaris L.) J. Agric. Food Chem. 2007, 55, 90-98
7. Broughton, W. J.; Hernández, G.; Blair, M. W.; Beebe, S. Beans (Phaseolus spp.)-Model food legumes Plant Soil 2003, 252, 55-128
8. Dong, M.; He, X.; Liu, R. H. Phytochemicals of black bean seed coats: Isolation, structure elucidation, and their antiproliferative and antioxidative activities J. Agric. Food Chem. 2007, 55, 6044-6051
9. Pascual-Teresa, S.; Hallundb, J.; Talbotc, D.; Schrootd, J.; Williamse, C. M.; Bugelb, S.; Cassidy, A. Absorption of isoflavones in humans: effects of food matrix and processing J. Nutr. Biochem. 2006, 17, 257-264
10. Liggins, L.; Bluck, L. J. C.; Runswick, S.; Atkinson, C.; Coward, W. A.; Bingham, S. A. Daidzein and genistein contents of vegetables Br. J. Nutr. 2000, 84, 717-725
11. Dinelli, G.; Bonetti, A.; Minelli, M.; Marotti, I.; Catizone, P.; Mazzanti, A. Content of flavonols in Italian bean (Phaseolus vulgaris L.) ecotypes Food Chem. 2006, 99, 105-114
12. Kuhnle, G. G. C.; Dell'Aquila, C.; Low, Y. L.; Kussmaul, M.; Bingham, S. A. Extraction and quantification of phytoestrogens in foods using automated solid-phase extraction and LC/MS/MS Anal. Chem. 2007, 79, 9234-9239
13. Boué, S. M.; Burow, M. E.; Wiese, T. E.; Shih, B. Y.; Elliott, S.; Carter-Wientjes, C. H.; McLachlan, J. A.; Bhatnagar, D. Estrogenic and antiestrogenic activities of phytoalexins from red kidney bean (Phaseolus vulgaris L.) J. Agric. Food Chem. 2004, 59, 112-120
14. Wang, H.; Murphy, P. A. Isoflavone content in commecial soybean foods J. Agric. Food Chem. 1994, 42, 1666-1673
15. Eldridge, A. C.; Kwolek, W. F. Soybean isoflavones: Effect of environment and variety on composition J. Agric. Food Chem. 1983, 31, 394-396
16. Morris, P. F.; Savard, M. E.; Ward, E. W. B. Identification and accumulation of isoflavonoids and isoflavone glucosides in soybean leaves and hypocotyls in resistance responses to Phytophthora megasperma f.sp. glycinea Physiol. Mol. Plant Pathol. 1991, 39, 229-244
17. Hong, Y. H.; Wang, S. C.; Hsu, C.; Lin, B. F.; Kuo, Y. H.; Huang, C. J. Phytoestrogenic compounds in alfalfa sprout (Medicago sativa) beyond coumestrol J. Agric. Food Chem. 2011, 59, 131-137
18. Bacaloni, A.; Cavaliere, C.; Faberi, A.; Foglia, P.; Samperi, R.; Lagana, A. Determination of isoflavones and coumestrol in river water and domestic wastewater sewage treatment plants Anal. Chim. Acta 2005, 531, 229-237
19. Lee, Y.-H.; Yuk, H. J.; Park, K.-H.; Bae, Y.-S. Coumestrol induces senescence through protein kinase CKII inhibition-mediated reactive oxygen species production in human breast cancer and colon cancer cells Food Chem. 2013, 141, 381-388
20. Saijo, K.; Collier, J. G.; Li, A. C.; Katzenellenbogen, J. A.; Glass, C. K. An ADIOL-ERbeta-CtBP trans repression pathway negatively regulates microglia-mediated inflammation Cell 2011, 145, 584-595
21. Romani, A.; Vignolini, P.; Galardi, C.; Aroldi, C.; Vazzana, C.; Heimler, D. Polyphenolic content in different plant parts of soy cultivars grown under natural conditions J. Agric. Food Chem. 2003, 51, 5301-5306
22. Cruz, C. D. Programa Genes-Análise multivariada e simulação. 1 st ed.; Editora UFV, Universidade Federal de Viçosa: Viçosa, Brazil, 2006; Vol. 1.
23. Carrão-Panizzi, M. C.; Del Pino Beleia, A.; Kitamura, K.; Oliveira, M. C. N. Effects of genetics and environment on isoflavone content of soybean from different regions of Brazil Pesqui. Agropecu. Bras. 1999, 34, 1787-1795
24. Tsukamoto, C.; Shimada, S.; Igita, K.; Kudou, S.; Kokubun, M.; Okubo, K.; Kitamura, K. Factors affecting isoflavone content in soybean seeds: Changes in isoflavones, saponins, and composition of fatty acids at different temperatures during seed development J. Agric. Food Chem. 1995, 43, 1184-1192
25. Díaz-Batalla, L.; Widholm, J. M.; Fahey, G. C.; Costano-Tostado, E.; Paredez-López, O. Chemical components with health implications in wild and cultivated Mexican common bean seeds (Phaseolus vulgaris L.) J. Agric. Food Chem. 2006, 54, 2045-2052
26. Romani, A.; Vignolini, P.; Galardi, C.; Mulinacci, N.; Benedettelli, S.; Heimler, D. Germplasm characterization of Zolfino landraces (Phaseolus vulgaris L.) by flavonoid content J. Agric. Food Chem. 2004, 52, 3838-3842
27. Carbonell, S. A. M.; Ito, M. F.; Pompeu, A. S.; Francisco, F. G.; Ravagnani, S.; Almeida, A. L. L. Raças fisiológicas de Colletotrichum lindemuthianum e reação de linhagens e cultivares de feijoeiro no Estado de São Paulo Fitopatol. Bras. 1999, 24, 60-65
28. Ribeiro-Costa, C. S.; Pereira, P. R. V. S.; Zulovski, L. Desenvolvimento de Zabrotes subfasciatus (Boh.) (Coleoptera: Chrysomelidae, Bruchinae) em genótipos de Phaseolus vulgaris L. (Fabaceae) cultivados no estado do Paraná e contendo arcelina Neotrop. Entomol. 2007, 36, 560-564
29. Konar, N.; Poyrazoglu, E. S.; Demir, K.; Artik, N. Determination of conjugated and free isoflavones in some legumes by LC-MS/MS J. Food Compos. Anal. 2012, 25, 173-178
30. Graham, T. L.; Kim, J. E.; Graham, M. Y. Role of constitutive isoflavone conjugates in the accumulation of glyceollin in soybean infected with Phytophthora megasperma Mol. Plant-Microbe Interact. 1990, 3, 157-166
31. Adesanya, S. A.; O'Neill, M. J.; Roberts, M. F. Structure-related fungitoxicity of isoflavonoids Physiol. Mol. Plant Pathol. 1986, 29, 95-103
32. Beninger, C. W.; Hosfield, G. L.; Bassett, M. J. Flavonoid composition of three genotypes of dry bean (Phaseolus vulgaris) differing in seed coat color J. Am. Hortic. Sci. 1999, 124, 514-518
33. Zhang, Y.; Chen, A. Y.; Li, M.; Chen, C.; Yao, Q. Ginkgo biloba extract kaempferol inhibits cell proliferation and induces apoptosis in pancreatic cancer cells J. Surg. Res. 2008, 148, 17-23
34. Heim, K. E.; Tagliaferro, A. R.; Bobilya, D. J. Flavonoid antioxidants: Chemistry, metabolism and structure-activity relationships J. Nutri. Biochem. 2002, 13, 572-584
35. Islam, F. M. A.; Rengifo, J.; Redden, R. J.; Basford, K. E.; Beebe, S. E. Association between seed coat polyphenolics (tannins) and disease resistance in common bean Plant Food Hum. Nutr. 2003, 58, 285-297
36. Konar, N. Non-isoflavone phytoestrogenic compound contents of various legumes Eur. Food Res. Technol. 2013, 236, 523-530
37. 13C-labelled standards Food Chem. 2009, 116, 542-554
38. Ndebele, K.; Graham, B.; Tchouwou, P. B. Estrogenic activity of coumestrol, DDT, and TCDD in human cervical cancer cells Int. J. Environ. Res. Public. Health 2010, 7, 2045-2056
39. Lee, S. J.; Seguin, P.; Kim, J. J.; Moond, H. I.; Ro, H. M.; Kim, E. H.; Seo, S. H.; Kang, E. Y.; Ahn, J. K.; Chung, I. M. Isoflavones in Korean soybeans differing in seed coat and cotyledon color J. Food Compos. Anal. 2010, 23, 160-165
40. Kim, J. K.; Kim, E. H.; Lee, O. K.; Park, S. Y.; Lee, B.; Kim, S. H.; Park, I.; Chung, I. M. Variation and correlation analysis of phenolic compounds in mung bean (Vigna radiata L.) varieties Food Chem. 2013, 141, 2988-2997