title: Synthesis and general biological activity of a small adenosine-5'-(carboxamide and sulfanilamide) library.
abstract: A small library of fifty-five adenosine peptide analogs was synthesized, under the Pilot Scale Library (PSL) Program of the NIH Roadmap initiative, from 2',3'-O-isopropylideneadenosine-5'-carboxylic acid 2. The coupling of amine or sulfanilamide reactants to the free 5'-carboxylic acid moiety of 2, in automated solution-phase fashion, led after acid-mediated hydrolysis to target compounds 3-57 in good yields and high purity. No marked anticancer or antimalarial activity was noted on preliminary cellular testing. Initial screening through the MLPCN program, however, indicates that these analogs may show diverse and interesting biological activities.
authors.affiliation: a Southern Research Institute , Drug Discovery Division , Birmingham , Alabama , USA.
authors.forename: Omar
authors.initials: O
authors.lastname: Moukha-Chafiq
authors.forename: Robert C
authors.initials: RC
authors.lastname: Reynolds
mesh_terms: D000241:Adenosine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D000818:Animals; D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000494:pharmacology; D045744:Cell Line, Tumor; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D051379:Mice; D019151:Peptide Library; D010963:Plasmodium falciparum / Q000187:drug effects
chemical_list: D000970:Antineoplastic Agents; D019151:Peptide Library; C018196:adenosine 5'-carboxamide; D000241:Adenosine
keywords: Adenosine peptide analogs; specific or general biological activities