Aromatic hydroxylation and sulfation of 5-hydroxyflavone by Streptomyces fulvissimus
- PMID: 2619306
- PMCID: PMC203236
- DOI: 10.1128/aem.55.12.3140-3142.1989
Aromatic hydroxylation and sulfation of 5-hydroxyflavone by Streptomyces fulvissimus
Abstract
The conversion of 5-hydroxyflavone by various microorganisms was studied. Among them, Streptomyces fulvissimus was the sole microbe which produced a new polar metabolite from 5-hydroxyflavone in addition to 5,4-dihydoxy- and 5,3,4-trihydroxyflavone. The structure of this polar metabolite was determined to be 5,4-dihydroxyflavone-4-sulfate on the basis of mass, infrared, and nuclear magnetic resonance spectroscopies. These results demonstrate that S. fulvissimus catalyzes sulfation at the 4 position of 4,5-dihydroxyflavone.
Similar articles
-
Microbial metabolism part 9. Structure and antioxidant significance of the metabolites of 5,7-dihydroxyflavone (chrysin), and 5- and 6-hydroxyflavones.Chem Pharm Bull (Tokyo). 2008 Apr;56(4):418-22. doi: 10.1248/cpb.56.418. Chem Pharm Bull (Tokyo). 2008. PMID: 18379084
-
Microbial metabolism. Part 6. Metabolites of 3- and 7-hydroxyflavones.Chem Pharm Bull (Tokyo). 2006 Mar;54(3):320-4. doi: 10.1248/cpb.54.320. Chem Pharm Bull (Tokyo). 2006. PMID: 16508185
-
Empirically predicted 13C NMR chemical shifts for 8-hydroxyflavone starting from 7,8,4'-trihydroxyflavone and from 7,8-dihydroxyflavone.Magn Reson Chem. 2008 Jul;46(7):680-2. doi: 10.1002/mrc.2232. Magn Reson Chem. 2008. PMID: 18389493
-
[Rubomycin Q1--an anthracycline metabolite from Streptomyces coeruleorubidus 2679, a strain producing rubomycin C].Antibiot Khimioter. 1996 Mar;41(3):3-8. Antibiot Khimioter. 1996. PMID: 8967800 Russian.
-
Regioselective hydroxylation of adamantane by Streptomyces griseoplanus cells.Appl Microbiol Biotechnol. 2006 Jul;71(4):502-4. doi: 10.1007/s00253-005-0167-7. Epub 2005 Sep 27. Appl Microbiol Biotechnol. 2006. PMID: 16187097
Cited by
-
Microbial transformation of zearalenone to a zearalenone sulfate.Appl Environ Microbiol. 1991 Feb;57(2):549-52. doi: 10.1128/aem.57.2.549-552.1991. Appl Environ Microbiol. 1991. PMID: 1826596 Free PMC article.
-
Flavone Biotransformation by Aspergillus niger and the Characterization of Two Newly Formed Metabolites.Mycobiology. 2008 Jun;36(2):121-33. doi: 10.4489/MYCO.2008.36.2.121. Epub 2008 Jun 30. Mycobiology. 2008. PMID: 23990746 Free PMC article.
-
Improved release and metabolism of flavonoids by steered fermentation processes: a review.Int J Mol Sci. 2014 Oct 24;15(11):19369-88. doi: 10.3390/ijms151119369. Int J Mol Sci. 2014. PMID: 25347275 Free PMC article. Review.
-
Reviewing a plethora of oxidative-type reactions catalyzed by whole cells of Streptomyces species.RSC Adv. 2022 Mar 1;12(12):6974-7001. doi: 10.1039/d1ra08816e. eCollection 2022 Mar 1. RSC Adv. 2022. PMID: 35424663 Free PMC article. Review.
-
Biotransformation of puerarin into puerarin-6″-O-phosphate by Bacillus cereus.J Ind Microbiol Biotechnol. 2012 Feb;39(2):299-305. doi: 10.1007/s10295-011-1031-7. Epub 2011 Sep 1. J Ind Microbiol Biotechnol. 2012. PMID: 21882014
References
MeSH terms
Substances
LinkOut - more resources
Full Text Sources