Collect. Czech. Chem. Commun. 1989, 54, 3339-3347

Synthesis and in vitro antimetabolic evaluation of some steroidal thiazoles

Pavel Drašara, Vladimír Pouzara, Ivan Černýa, George R. Pettitb and Miroslav Havela

a Institute of Organic Chemistry and Biochemistry, Czechoslovak Academy of Sciences, 166 10 Praha 6, Czechoslovakia
b Cancer Research Institute, Arizona State University, Tempe, Arizona 85287-1604, U.S.A.


Steroidal thiazoles VI-XII have been synthesized. The starting bromoketones XVII and XX were prepared by bromination of pregnan-20-ones in position 21 with copper(II) bromide, and used for synthesis of the thiazole derivatives employing the Hantzch reaction. Preliminary biological evaluation of thiazoles I-XII against the P388 lymphocytic leukemia cell line showed growth inhibition values of ED50 2.9 and 7 μg/ml for thiazoles II and VII, respectively.