Process for preparing brevifoliol

Details Process for preparing brevifoliol Process for preparing brevifoliol

2006-10-10

2009-08-25

Andres, Janet L. (Department: 1625)

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C424S769000

Reexamination Certificate

active

07579491

ABSTRACT:
The present invention provides a process for production of an anticancer taxoid brevifoliol of the formula Ifrom plants belonging to the genusTaxusby first extracting the dried and pulverized leaves of the plant with an alcohol preferably at a temperature in the range of 20-40° C. and then. concentrating the solvent to obtain an alcoholic extract. The alcoholic extract obtained is then adsorbed with an adsorbent and the resulting adsorbed material is then dried at a temperature ranging from 20-50° C. for 4-48 hours. The dried adsorbed material is then extracted with a combination of an aliphatic solvent and a chlorinated solvent successively and concentrated to obtain a residue. The residue is subjected to gross fractionation using column chromatography such as silica gel, florosil and silicic acid followed by chromatography with a suitable adsorbent to get brevifoliol.

REFERENCES:
patent: 5475120 (1995-12-01), Rao
patent: 5480639 (1996-01-01), ElSohly et al.
patent: WO-01/36007 (2001-05-01), None
Jun'ichi Kobayashi, et al., “Effects of Taxoids from Taxus Cispidata on Microtubule Depolymerization and Vincristing Accumulation in MDR Cells”, Bioorganic & Medicinal chemistry Lettrs, Oxford, GB, vol. 7, No. 4, Feb. 1997, pp. 393-398.
H. Morita, et al., “3D QSAR Analysis of Taxoids from Taxus Cuspidata Var. NANA by comparative Molecular Field Approach”, Bioorganic & Medicinal Chemistry Letters, Oxford GB, vol. 7, No. 18, Sep. 1997, pp. 2387-2392.
Felipe Balza, et al., “Brevifoliol, A Taxane From Taxus Brevifolla”, Phytochemistry, Pergamon Press, GB, vol. 30, No. 5, 1991, pp. 1613-1614.
Gunda I. Georg, et al., “A Reinvestigation of the Taxol Content of Himalayan Taxus Wallichiana Zucc, and a Revision fo the Structure of Brevifoliol”, Biooragnic & Medicinal Chemistry Letters, vol. 3, No. 6, 1993, pp. 1345-1348.

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