title: [17(20)E]- and [17(20)Z]-pregna-5,17(20)-dien-21-oylamides. Facile synthesis and primary evaluation for cancer cells proliferation.
abstract: Reaction of 17alpha-bromo-21-iodo-3beta-acetoxypregn-5-en-20-one with ammonia, primary, and secondary amines is simple and convenient method for preparation of [17(20)E]- and [17(20)Z]-pregna-5,17(20)-dien-21-oylamides. Synthesis and characteristics of 12 related amides are presented. Primary testing on cells proliferation indicated differing effects of synthesized compounds on androgen insensitive MCF-7 cells and androgen sensitive LNCaP cells.
authors.affiliation: V.N. Orekhovich Institute of Biomedical Chemistry RAMS, Moscow, Russia.
authors.forename: Sergey V
authors.initials: SV
authors.lastname: Stulov
authors.forename: Maria G
authors.initials: MG
authors.lastname: Zavialova
authors.forename: Arif R
authors.initials: AR
authors.lastname: Mehtiev
authors.forename: Roman A
authors.initials: RA
authors.lastname: Novikov
authors.forename: Yaroslav V
authors.initials: YV
authors.lastname: Tkachev
authors.forename: Vladimir P
authors.initials: VP
authors.lastname: Timofeev
authors.forename: Alexander Yu
authors.initials: AY
authors.lastname: Misharin
mesh_terms: D000728:Androgens / Q000378:metabolism; D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D001943:Breast Neoplasms / Q000188:drug therapy; D002277:Carcinoma / Q000188:drug therapy; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects*; D005260:Female; D006801:Humans; D008297:Male; D011284:Pregnenolone / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology*; D011471:Prostatic Neoplasms / Q000188:drug therapy
chemical_list: D000728:Androgens; D000970:Antineoplastic Agents; D011284:Pregnenolone