Journal article
In vitro metabolic transformations of vinblastine: oxidations catalyzed by peroxidase
Journal of medicinal chemistry, Vol.32(3), pp.674-679
1989
DOI: 10.1021/jm00123a030
PMID: 2918516
Abstract
Vinblastine is converted to a single major metabolite during in vitro enzymatic oxidations catalyzed by horseradish peroxidase in the presence of hydrogen peroxide. Preparative-scale enzyme incubations permitted the isolation of sufficient amount of the transformation product for complete structural identification and biological evaluation. The metabolite was identified as catharinine (also known as vinamidine) by1H and13C NMR and by mass spectrometry. Incubations conducted in H2180-enriched water gave catharinine in which a single atom of180 was incorporated into the metabolite structure. The labeling experiment provided evidence for an unusual ring-fission pathway by which peroxidase transforms vinblastine to catharinine. Catharinine is 77 times less active than vinblastine when tested in vitro against the human T-cell leukemic cell line (CRFF-CEM). © 1989, American Chemical Society. All rights reserved.
Details
- Title: Subtitle
- In vitro metabolic transformations of vinblastine: oxidations catalyzed by peroxidase
- Creators
- Sayed A Elmarakby - University of IowaMichael W Duffel - Univ. Iowa, coll. pharmacy, div. medicinal natural products chemistry, Iowa City IA 52242, United StatesAnimesh Goswami - Univ. Iowa, coll. pharmacy, div. medicinal natural products chemistry, Iowa City IA 52242, United StatesF Sima Sariaslani - Univ. Iowa, coll. pharmacy, div. medicinal natural products chemistry, Iowa City IA 52242, United StatesJohn P N Rosazza - Univ. Iowa, coll. pharmacy, div. medicinal natural products chemistry, Iowa City IA 52242, United States
- Resource Type
- Journal article
- Publication Details
- Journal of medicinal chemistry, Vol.32(3), pp.674-679
- Publisher
- American Chemical Society
- DOI
- 10.1021/jm00123a030
- PMID
- 2918516
- ISSN
- 0022-2623
- eISSN
- 1520-4804
- Language
- English
- Date published
- 1989
- Academic Unit
- Pharmacy; Pharmaceutical Sciences and Experimental Therapeutics; Medicinal and Natural Products Chemistry
- Record Identifier
- 9984303284402771
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