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Transformation of xanthohumol by Aspergillus ochraceus.
J Basic Microbiol. 2014 Jan; 54(1):66-71.JB

Abstract

Microbial transformation of xanthohumol isolated from agro-residue (spent hops), by Aspergillus ochraceus was investigated. A new aurone, (Z)-2″-(2‴-hydroxyisopropyl)-dihydrofurano[4″,5″:6,7]-3',4'-dihydroxy-4-methoxyaurone, was obtained as a main transformation product. Three minor metabolites were identified as 2″-(2‴-hydroxyisopropyl)-dihydrofurano[4″,5″:3',4']-2',4-dihydroxy-6'-methoxychalcone, (2S,2″S)-2″-(2‴-hydroxyisopropyl)-dihydrofurano[4″,5″:7,8]-4'-hydroxy-5-methoxyflavanone and (2S,2″R)-2″-(2‴-hydroxyisopropyl)-dihydrofurano[4″,5″:7,8]-4'-hydroxy-5-methoxyflavanone. Their structures were elucidated on the basis of spectroscopic evidences. The antioxidant properties of xanthohumol and its metabolites were investigated using the 2,2'-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging method. The major biotransformation product, was 8.6-fold stronger antioxidant than xanthohumol and 2.3-fold than ascorbic acid.

Authors+Show Affiliations

Department of Chemistry, Wrocław University of Environmental and Life Sciences, Wrocław, Poland.No affiliation info availableNo affiliation info availableNo affiliation info available

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

23463662

Citation

Tronina, Tomasz, et al. "Transformation of Xanthohumol By Aspergillus Ochraceus." Journal of Basic Microbiology, vol. 54, no. 1, 2014, pp. 66-71.
Tronina T, Bartmańska A, Popłoński J, et al. Transformation of xanthohumol by Aspergillus ochraceus. J Basic Microbiol. 2014;54(1):66-71.
Tronina, T., Bartmańska, A., Popłoński, J., & Huszcza, E. (2014). Transformation of xanthohumol by Aspergillus ochraceus. Journal of Basic Microbiology, 54(1), 66-71. https://doi.org/10.1002/jobm.201200320
Tronina T, et al. Transformation of Xanthohumol By Aspergillus Ochraceus. J Basic Microbiol. 2014;54(1):66-71. PubMed PMID: 23463662.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Transformation of xanthohumol by Aspergillus ochraceus. AU - Tronina,Tomasz, AU - Bartmańska,Agnieszka, AU - Popłoński,Jarosław, AU - Huszcza,Ewa, Y1 - 2013/03/05/ PY - 2012/06/06/received PY - 2012/09/10/accepted PY - 2013/3/7/entrez PY - 2013/3/7/pubmed PY - 2014/8/3/medline KW - Antioxidants KW - Aspergillus ochraceus KW - Aurone KW - Biotransformation KW - Flavonoid KW - Xanthohumol SP - 66 EP - 71 JF - Journal of basic microbiology JO - J. Basic Microbiol. VL - 54 IS - 1 N2 - Microbial transformation of xanthohumol isolated from agro-residue (spent hops), by Aspergillus ochraceus was investigated. A new aurone, (Z)-2″-(2‴-hydroxyisopropyl)-dihydrofurano[4″,5″:6,7]-3',4'-dihydroxy-4-methoxyaurone, was obtained as a main transformation product. Three minor metabolites were identified as 2″-(2‴-hydroxyisopropyl)-dihydrofurano[4″,5″:3',4']-2',4-dihydroxy-6'-methoxychalcone, (2S,2″S)-2″-(2‴-hydroxyisopropyl)-dihydrofurano[4″,5″:7,8]-4'-hydroxy-5-methoxyflavanone and (2S,2″R)-2″-(2‴-hydroxyisopropyl)-dihydrofurano[4″,5″:7,8]-4'-hydroxy-5-methoxyflavanone. Their structures were elucidated on the basis of spectroscopic evidences. The antioxidant properties of xanthohumol and its metabolites were investigated using the 2,2'-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging method. The major biotransformation product, was 8.6-fold stronger antioxidant than xanthohumol and 2.3-fold than ascorbic acid. SN - 1521-4028 UR - https://www.unboundmedicine.com/medline/citation/23463662/Transformation_of_xanthohumol_by_Aspergillus_ochraceus_ L2 - https://doi.org/10.1002/jobm.201200320 DB - PRIME DP - Unbound Medicine ER -