2021
DOI: 10.1016/j.foodchem.2020.128292
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Isoflavonoid biosynthesis in cultivated and wild soybeans grown in the field under adverse climate conditions

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Cited by 16 publications
(14 citation statements)
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“…Eight methoxy-isoflavones of 7- O -glu (peaks 56 and 72 ) and 7- O -(6 ″ - O -mal)glu (peaks 71 , 77 and 78 ) based on F , A f and T ([M + H] + , m/z 269, 299, 301; peaks 82 , 83 and 81 , respectively) were interestingly developed during the SL s growth, and their aglycones indicated certain fragment ion related to methyl (CH 3 , 15 Da) loss in MS positive ionization. Peaks 77 (6″- O -malonylononin), 82 ( F ) and 83 ( A f ) have been studied from the SL s by NMR and MS 14 , 36 , 37 , while two glycosides close to peaks 72 and 78 were characterized as afromosin O -glucoside and O -malonylglucoside whose malonylated and glycosylated positions are not determined 38 . Nevertheless, peaks 72 and 78 could be suggested as ‘A f 7- O -glu’ ( m/z 461[M + H] + , 299[M + H-glu] + , 284[M + H-glu-CH 3 ] + ) and ‘A f 7- O -(6″- O -mal)glu’ ( m/z 547[M + H] + , 299[M + H-mal-glu] + , 284[M + H-mal-glu-CH 3 ] + ) considering isoflavone profiles (elution order, UV spectra and QToF-MS data) presented in roots of Medicago truncatula 39 .…”
Section: Resultsmentioning
confidence: 99%
“…Eight methoxy-isoflavones of 7- O -glu (peaks 56 and 72 ) and 7- O -(6 ″ - O -mal)glu (peaks 71 , 77 and 78 ) based on F , A f and T ([M + H] + , m/z 269, 299, 301; peaks 82 , 83 and 81 , respectively) were interestingly developed during the SL s growth, and their aglycones indicated certain fragment ion related to methyl (CH 3 , 15 Da) loss in MS positive ionization. Peaks 77 (6″- O -malonylononin), 82 ( F ) and 83 ( A f ) have been studied from the SL s by NMR and MS 14 , 36 , 37 , while two glycosides close to peaks 72 and 78 were characterized as afromosin O -glucoside and O -malonylglucoside whose malonylated and glycosylated positions are not determined 38 . Nevertheless, peaks 72 and 78 could be suggested as ‘A f 7- O -glu’ ( m/z 461[M + H] + , 299[M + H-glu] + , 284[M + H-glu-CH 3 ] + ) and ‘A f 7- O -(6″- O -mal)glu’ ( m/z 547[M + H] + , 299[M + H-mal-glu] + , 284[M + H-mal-glu-CH 3 ] + ) considering isoflavone profiles (elution order, UV spectra and QToF-MS data) presented in roots of Medicago truncatula 39 .…”
Section: Resultsmentioning
confidence: 99%
“…Soybean plants and seeds were used, as previously described [ 22 ]. Wild soybean ( Glycine soja Sieb.…”
Section: Methodsmentioning
confidence: 99%
“…Conditions of cultivation were as follows: photoperiod, 16/8 h with illumination in the daytime 140 µmol m −2 s −1 ; temperature, 24/22 °C; humidity, 70%. For long-term analysis (90 days), plants were grown in the experimental field during three seasons as previously described [ 22 ].…”
Section: Methodsmentioning
confidence: 99%
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“…Isoflavone synthase (IFS) leads flavanone to the isoflavone pathway [ 74 ] and appears to be able to use both naringenin and liquiritigenin as substrates to generate 2-hydroxy-2,3-dihydrogenistein and 2,7,4′-trihydroxyisoflavanone, respectively [ 75 , 76 ]. These are further converted to isoflavone genistein and daidzein under the action of hydroxyisoflavanone dehydratase (HID) [ 77 ]. Liquiritigenin can also be first converted to 6,7,4′-trihydroxyflavanone by F6H, and then to glycitein (an isoflavone) through the catalytic activities of IFS, HID, and isoflavanone O -methyl transferase (IOMT) [ 78 ].…”
Section: Flavonoid Biosynthesis In Plantsmentioning
confidence: 99%