Synthesis and Cytotoxic Activity of 5α-Pregnanolone Hydrazones

Frontiers in Anti-Infective Drug Discovery: Volume 10

“…In 2004, The first cholesteryl hydrazone derivatives 44-45 were synthesized and tested for their antimicrobial activities demonstrating interesting antifungal activities especially against C. albicans with MICs ranging from 1.25 and 25 μg/mL (Scheme 10) [42]. Recently, antiviral activities of hydrazones of 5αsteroids were reported highlighting the potent interest of such derivatives against polio, Rift Valley fever, and influenza A viruses [43]. R'…”

Synthesis and Antiviral Activity of Modified 5α-Steroids

“…In continuation of research on the synthesis of new biologically active steroids, several new ( 2 – 7 ) and previously known hydrazones ( 8 and 9 ) [ 9 , 10 ] were prepared from 5α-pregnenolone acetate 1 and tested for antiviral activity. Compound 2 was synthesized from steroid 1 ; hydrazones 3 – 6 , from ketone 10 via reaction with hydrazides or hydrazines (hydrazides of m -nitrobenzoic, m -bromobenzoic, and salicylic acids and 2,4-dinitrophenyl- and p -nitrophenylhydrazine) in EtOH in the presence of a catalytic amount of AcOH.…”

“…Steroids 2 – 6 and 8 were prepared by the literature method [ 11 ]; oxime 7 , as before [ 8 ]; androst-4-en-3,17-dione bis -thiosemicarbazone 9 , by the literature method [ 10 ].…”