Enzymatic preparation of 3',4'-anhydrovinblastine

Chemistry: molecular biology and microbiology – Micro-organism – tissue cell culture or enzyme using process... – Preparing heterocyclic carbon compound having only o – n – s,...

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435117, 435118, C12P 1718, C12P 1700, C12P 1716

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049180118

ABSTRACT:
3',4'-anhydrovinblastine, a precursor of the anti-tumor alkaloids vincristine and vinblastine, is prepared by the enzymatic coupling of catharanthine and vindoline using an iron-containing compound such as peroxidase optionally in the presence of a peroxide. Substantially enhanced yields are obtained.

REFERENCES:
patent: 3225030 (1965-12-01), Svoboda
Kutnet et al., "206, Biosynthesis of the Indole Alkaloids, Cell--free Systems from Catharanthus roseus Plants", Helvetica Chimica Acta, vol. 65, Fasc. 7, 2088-2101, 1982.
Kuthey, "Studies in Plant Tissue Culture: Potential Sources of Clinically Important Anti--Tumor Agents", Pure & Applied Chem., vol. 54, 2523-36, 1982.
Merck Index, p. 1231, #8423.
Heterocycles, vol. 9, No. 10, 1978--Stuart et al.
Pure & Applied Chem., vol. 54, No. 12, pp. 2523-2536, 1982, Kutney et al.
J. Org. Chem., vol. 44, No. 12, 1979, pp. 2052-2054, Trost et al.
Journal of the American Chemical Society 97:23, Nov. 1975, Ando et al.

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