Taxoid derivative and method of producing thereof

Details Taxoid derivative and method of producing thereof Taxoid derivative and method of producing thereof

1997-06-03

1998-06-16

Trinh, Ba K.

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

549414, 549511, C07D30514

Patent

active

057672970

ABSTRACT:
A taxoid derivative wherein sugar is combined with any one of paclitaxel, docetaxel and 10-deacetyl-bacatin III via a spacer. A method of producing the taxoid derivative comprises protecting hydroxyl groups at specific position of paclitaxel or docetaxel by protective compound followed by reacting with tetrabenzyl acetyloxyglucoside, and then carrying out debenzyl and detriethylsilyl reactions. A method of producing the taxoid derivative comprises reacting paclitaxel or docetaxel with tetrabenzyl acetyloxyglucoside, and then carrying out debenzyl reaction.

REFERENCES:
N. Palma, et al., Eur. Congr. Biotechnol., vol. 1, pp. 533-542, 1984, "Pleurmutilin Related Metabolites Produced By Submerged Culture Of The Basidiomycetous Genus Clitopilus Kummer".
Dreis B.A. De Bont, et al., Bioorganic & Medicinal Chemistry, vol. 5, No. 2, pp. 405-414, Feb. 1997, "Synthesis and Biological Activity of .beta.-Glucuronyl Carbamate-Based Prodrugs Of Paclitaxel as Potential Candidates for Adept".
Koppaka V. Rao J. Heterocyclic Chem., vol. 34, No. 2, pp. 675-680, Mar. 1997, "Semi-Synthesis of Paclitaxel from Naturally Occurring Glycosidic Precursors".

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