Microbiological transformation of flavanone

Udupa, S.R.; Banerji, A.; Chadha, M. S.

doi:10.1016/s0040-4039(00)76304-0

Cited by 9 publications

(10 citation statements)

References 6 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…However, we were unable to detect the formation of either of these products in any of our incubations. Earlier studies by Udupa and Chadha (1978) showed that salicylic acid was formed from incubation of flavone with Gibberella saubinetti. However, this is most likely obtained as a byproduct from ring A of flavone and not ring B.…”

Section: Discussionmentioning

confidence: 99%

Microbiological transformation of flavone and isoflavone

Ibrahim

Abul-Hajj

1990

Xenobiotica

View full text Add to dashboard Cite

1. Flavone and isoflavone were subjected to microbial transformation studies. Screening with 80 fungal species showed that flavone was transformed by a large number of microorganisms and in higher yields than isoflavone. 2. Large-scale fermentations of flavone followed by isolation and characterization of metabolites using spectroscopic analysis showed the formation of 4'-hydroxyflavone, 3',4'-dihydroxyflavone and two cleavage products identified as o-hydroxyphenyl-hydroxymethyl ketone and 1-(o-hydroxyphenyl)-1,2-ethanediol. However, fermentation of isoflavone gave only 4'-hydroxyisoflavone and 3',4'-dihydroxyisoflavone.

show abstract

Section: Discussionmentioning

confidence: 99%

Microbiological transformation of flavone and isoflavone

Ibrahim

Abul-Hajj

1990

Xenobiotica

View full text Add to dashboard Cite

show abstract

“…fijikuroi has been reported to transform flavanone to a variety of products (18,19). After 5 days of incubation on both naringin and naringenin, using washed mycelia of 10 strains, we were unable to detect any major by-products other than the starting compounds.…”

Section: Resultsmentioning

confidence: 61%

“…Microbial transformation of flavonoids has not been extensively studied. Udupa et al (18,19) incubated (i) flavanone with Gibberella fujikuroi and obtained several compounds: (-)-flavan-4a-ol, 2'-hydroxychalcone, 2' ,4-dihydroxydihydrochalcone, 2',4-dihydroxychalcone, (i)-4'-hydroxyflavone, and (-)-4'-hydroxyflavan-4a-ol. Degradation of flavonoids, rutin, and phloridzin in particular by various bacteria and molds has been reported (2, 4, 7, 9, 16, 20).…”

mentioning

confidence: 99%

Microbial Transformation of Flavonoids 1

Ciegler

Lindenfelser

Nelson

1971

Applied Microbiology

View full text Add to dashboard Cite

The ability of a number of fungal spores, and in particular of resting vegetative mycelia, to transform naringin and naringenin was studied. In general, only hydrolytic cleavage of the sugar moieties of naringin to produce prunin and naringenin was observed. Two cultures, Penicillium charlesli and Helminthosporium sativwn, also produced two unidentified flavonoid compounds but in very low yields. No transformation of aglycone was detected, although the compound was metabolized by some cultures when supplied as the glycoside prunin. A fluorodensitometric method was developed for the quantitative analysis of flavonoid compounds.

show abstract

“…Inspection of the gas chromatograms in Fig. 1 indicates that the major urinary metabolites are flavan-4a-01 (metabolite l), trans-3-hydroxyflavan-4/3-01 (metabolite lo), 6-hydroxyflavanone (metabolite 14) and 6-hydroxyflavan-4/3-01 (metabolite 19). The other isomers of the three 4-01 derivatives were also excreted but in smaller amounts.…”

Section: 6-dihydroxyflavan-4(~-01 (Metabolite 23)mentioning

confidence: 99%

Identification of urinary metabolites of flavanone in the rat

Buset

Scheline

1979

Biol. Mass Spectrom.

View full text Add to dashboard Cite

The urinary metabolites of flavanone in the rate were investigated using a gas chromatographic mass spectrometric method employing an OV-1 capillary column. Forty-three metabolites were detected and the most prominent of these were identified. The most common metabolic reactions were reduction of the keto group and hydroxylation at the 3- or 6-positions. Little hydroxylation occurred in ring B. The major metabolites were flavan-4 alpha-ol, trans-3-hydroxyflavan-4 beta-ol, 6-hydroxyflavanone and 6-hydroxyflavan-4 beta-ol. Gas chromatography analysis of underivatized flavanone metabolites, especially with stainless steel columns, results in the formation of dehydrated products including flavone, flav-3-ene and flavanone itself.

show abstract

Microbiological transformation of flavanone

Cited by 9 publications

References 6 publications

Microbiological transformation of flavone and isoflavone

Microbiological transformation of flavone and isoflavone

Microbial Transformation of Flavonoids 1

Identification of urinary metabolites of flavanone in the rat

Contact Info

Product

Resources

About