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Microbial metabolism of biologically active secondary metabolites from Nerium oleander L.
Chem Pharm Bull (Tokyo). 2008 Sep; 56(9):1253-8.CP

Abstract

Ursolic acid (1) and kaempferol (3) are two major constituents of the Mediterranean plant Nerium oleander L. Microbial metabolism of (1) with Aspergillus flavus (ATCC 9170) resulted in the formation of 3-oxo-ursolic acid derivative, ursonic acid (2). On the other hand, Cunninghamella blakesleeana (ATCC 8688A) was able to convert (3) into kaempferol 3-O-beta-D-glucopyranoside (4) as well as the new natural product kaempferol 4'-sulfate (5). Incubation of kaempferol with Mucor ramannianus (ATCC 9628) led to the isolation of one metabolite identified as kaempferol 4'-O-alpha-L-rhamnopyranoside (6). Transformation of kaempferol to the new compound kaempferol 7-O-beta-D-4-O-methylglucopyranoside (7) and herbacetin 8-O-beta-D-glucopyranoside (8) was observed after fermentation with Beauveria bassiana (ATCC 13144). Cytotoxic as well as antioxidant activities of the isolated metabolites were determined.

Authors+Show Affiliations

Department of Pharmacognosy, Faculty of Pharmacy, Suez Canal University, Ismailia, Egypt.No affiliation info availableNo affiliation info availableNo affiliation info availableNo 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

18758096

Citation

Ibrahim, Amany, et al. "Microbial Metabolism of Biologically Active Secondary Metabolites From Nerium Oleander L." Chemical & Pharmaceutical Bulletin, vol. 56, no. 9, 2008, pp. 1253-8.
Ibrahim A, Khalifa SI, Khafagi I, et al. Microbial metabolism of biologically active secondary metabolites from Nerium oleander L. Chem Pharm Bull. 2008;56(9):1253-8.
Ibrahim, A., Khalifa, S. I., Khafagi, I., Youssef, D. T., Khan, S., Mesbah, M., & Khan, I. (2008). Microbial metabolism of biologically active secondary metabolites from Nerium oleander L. Chemical & Pharmaceutical Bulletin, 56(9), 1253-8.
Ibrahim A, et al. Microbial Metabolism of Biologically Active Secondary Metabolites From Nerium Oleander L. Chem Pharm Bull. 2008;56(9):1253-8. PubMed PMID: 18758096.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Microbial metabolism of biologically active secondary metabolites from Nerium oleander L. AU - Ibrahim,Amany, AU - Khalifa,Sherief Ibrahim, AU - Khafagi,Ishrak, AU - Youssef,Diaa Tohamy, AU - Khan,Shabana, AU - Mesbah,Mostafa, AU - Khan,Ikhlas, PY - 2008/9/2/pubmed PY - 2008/10/22/medline PY - 2008/9/2/entrez SP - 1253 EP - 8 JF - Chemical & pharmaceutical bulletin JO - Chem. Pharm. Bull. VL - 56 IS - 9 N2 - Ursolic acid (1) and kaempferol (3) are two major constituents of the Mediterranean plant Nerium oleander L. Microbial metabolism of (1) with Aspergillus flavus (ATCC 9170) resulted in the formation of 3-oxo-ursolic acid derivative, ursonic acid (2). On the other hand, Cunninghamella blakesleeana (ATCC 8688A) was able to convert (3) into kaempferol 3-O-beta-D-glucopyranoside (4) as well as the new natural product kaempferol 4'-sulfate (5). Incubation of kaempferol with Mucor ramannianus (ATCC 9628) led to the isolation of one metabolite identified as kaempferol 4'-O-alpha-L-rhamnopyranoside (6). Transformation of kaempferol to the new compound kaempferol 7-O-beta-D-4-O-methylglucopyranoside (7) and herbacetin 8-O-beta-D-glucopyranoside (8) was observed after fermentation with Beauveria bassiana (ATCC 13144). Cytotoxic as well as antioxidant activities of the isolated metabolites were determined. SN - 0009-2363 UR - https://www.unboundmedicine.com/medline/citation/18758096/Microbial_metabolism_of_biologically_active_secondary_metabolites_from_Nerium_oleander_L_ L2 - http://joi.jlc.jst.go.jp/JST.JSTAGE/cpb/56.1253?from=PubMed DB - PRIME DP - Unbound Medicine ER -