Abstract
Several microorganisms were examined for their abilities to convert S-nicotine into nornicotine. Five microorganisms including Microsporum gypseum (ATCC 11395) produced nornicotine and three unknown metabolites. M. gypseum efficiently reduced nicotine-1'-N-oxide to nicotine, but no nornicotine was obtained when the N-oxide was used as substrate.
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Selected References
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- Argoudelis A. D., Coats J. H., Mason D. J., Sebek O. K. Microbial transformation of antibiotics. 3. Conversion of clindamycin to 1'-demethylclindamycin and clindamycin sulfoxide by Streptomyces species. J Antibiot (Tokyo) 1969 Jul;22(7):309–314. [PubMed] [Google Scholar]
- Bellet P., Truong-Van-Thuong La N-déméthyl ajmaline. Ann Pharm Fr. 1970 Mar;28(3):245–249. [PubMed] [Google Scholar]
- Betts R. E., Walters D. E., Rosazza J. P. Microbial transformations of antitumor compounds. 1. Conversion of acronycine to 9-hydroxyacronycine by Cunninghamella echinulata. J Med Chem. 1974 Jun;17(6):599–602. doi: 10.1021/jm00252a006. [DOI] [PubMed] [Google Scholar]
- Booth J., Boyland E. Enzymic oxidation of (-)-nicotine by guinea-pig tissues in vitro. Biochem Pharmacol. 1971 Feb;20(2):407–415. doi: 10.1016/0006-2952(71)90075-x. [DOI] [PubMed] [Google Scholar]
- Cymerman Craig J., Purushothaman K. K. An improved preparation of tertiary amine N-oxides. J Org Chem. 1970 May;35(5):1721–1722. doi: 10.1021/jo00830a121. [DOI] [PubMed] [Google Scholar]
- DUFFIELD A. M., BUDZIKIEWICZ H., DJERASSI C. MASS SPECTROMETRY IN STRUCTURAL AND STEREOCHEMICAL PROBLEMS. LXXII. A STUDY OF THE FRAGMENTATION PROCESSES OF SOME TOBACCO ALKALOIDS. J Am Chem Soc. 1965 Jul 5;87:2926–2932. doi: 10.1021/ja01091a024. [DOI] [PubMed] [Google Scholar]
- Davis P. J., Rosazza J. P. Microbial transformations of natural antitumor agents. 2. Studies with d-tetrandrine and laudanosine. J Org Chem. 1976 Jul 23;41(15):2548–2551. doi: 10.1021/jo00877a009. [DOI] [PubMed] [Google Scholar]
- Fejér-Kossey O. The separation of ten tobacco alkaloids by thin-layer chromatography. J Chromatogr. 1967 Dec;31(2):592–593. doi: 10.1016/s0021-9673(01)86126-4. [DOI] [PubMed] [Google Scholar]
- Hodgson E., Smith E., Guthrie F. E. Two-dimensional thin-layer chromatography of tobacco alkaloids and related compounds. J Chromatogr. 1965 Oct;20(1):176–177. doi: 10.1016/s0021-9673(01)97388-1. [DOI] [PubMed] [Google Scholar]
- Jenner P., Gorrod J. W., Beckett A. H. The absorption of nicotine-1'-N-oxide and its reduction in the gastro-intestinal tract in man. Xenobiotica. 1973 Jun;3(6):341–349. doi: 10.3109/00498257309151526. [DOI] [PubMed] [Google Scholar]
- KISAKI T., TAMAKI E. Phytochemical studies on the tobacco alkaloids. I. Optical rotatory power of nornicotine. Arch Biochem Biophys. 1961 Feb;92:351–355. doi: 10.1016/0003-9861(61)90360-5. [DOI] [PubMed] [Google Scholar]
- Large P. J. The oxidative cleavage of alkyl-nitrogen bonds in micro-organisms. Xenobiotica. 1971 Jul-Oct;1(4):457–467. doi: 10.3109/00498257109041511. [DOI] [PubMed] [Google Scholar]
- MAY A. Bioreduction of pyridine N-oxide. Enzymologia. 1957 Jan 30;18(2):142–144. [PubMed] [Google Scholar]
- Mitscher L. A., Andres W. W., Morton G. O., Patterson E. L. Microbiological transformation of 6,14-endo-ethenotetrahydrothebaine alkaloids. Experientia. 1968 Feb 15;24(2):133–134. doi: 10.1007/BF02146941. [DOI] [PubMed] [Google Scholar]
- Schievelbein H., Eberhardt R. Cardiovascular actions of nicotine and smoking. J Natl Cancer Inst. 1972 Jun;48(6):1785–1794. [PubMed] [Google Scholar]
- Unemoto T., Hayashi M., Miyaki K., Hayashi M. Intracellular localization and properties of trimethylamine-N-oxide reductase in Vibrio parahaemolyticus. Biochim Biophys Acta. 1965 Nov 22;110(2):319–328. doi: 10.1016/s0926-6593(65)80039-x. [DOI] [PubMed] [Google Scholar]