Thiocolchicinethiones: Acid Hydrolysis of Natural and Iso-Isomers

Anjum Muzaffar Section on Medicinal Chemistry, NIDDK, National Institutes of Health, Laboratory of Chemistry, Bethesda, Maryland, 20892, USA

Arnold Brossi Section on Medicinal Chemistry, NIDDK, National Institutes of Health, Laboratory of Chemistry, Bethesda, Maryland, 20892, USA

Abstract

Thioketone 6 was prepared by thiation of isothiocolchicine (3) with Lawesson's reagent. Acid hydrolysis of 9-thiodeoxothiocolchicine (5) and the iso-isomer 6 afforded, in both cases, a similar mixture of deacetylthiocolchicine 2 and deacetylisothiocolchicine 4. Acetylation of 4 afforded isothiocolchicine (3).

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Thiocolchicinethiones: Acid Hydrolysis of Natural and Iso-Isomers

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Thiocolchicinethiones: Acid Hydrolysis of Natural and Iso-Isomers

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