Synthesis and cytotoxic evaluation of four new 6E-hydroximinosteroids

VICTORIA RICHMOND; VALERIA P. CAREAGA; PAULA SACCA; JUAN C. CALVO; MARTA S. MAIER

STEROIDS

ELSEVIER SCIENCE INC

Lugar: Amsterdam; Año: 2014 vol. 84 p. 7 - 10

0039-128X

Four new 6E-hydroximinosteroids (1, 2a, 3 and 4) have been synthesized from the correspondingketones, 2b,3b-dihydroxy-5a-cholestan-6-one (5), 2a,3a-dihydroxy-5a-cholestan-6-one (6), 2b,3adihydroxy-5a-cholestan-6-one (7) and 2b,3a-dihydroxy-5a-cholestan-6-one-disulfate (8). The cytotoxic activity of the steroidal oximes was evaluated against two prostate carcinoma cell lines (PC-3 and LNCaP) and compared with that of five polyhydroxylated sulfated analogs (8?12). Oxime 3 and trisulfated analog 11 were the most active compounds with IC50 values of 10.8 lM (PC-3) and 7.9 lM (LNCaP), respectively.