title: New 4-[(1-benzyl-1H-indol-3-yl)carbonyl]-3-hydroxyfuran-2(5H)-ones, beta-diketo acid analogs as HIV-1 integrase inhibitors.
abstract: In addition to our recent report on a series of rationally designed benzylindolyldiketo acids acting as potent HIV-1 integrase strand transfer inhibitors, we disclose the results obtained with novel compounds chemically modified on the diketo acid moiety in order to investigate its influence on the biological activity and cytotoxicity. The activity of designed and synthesized 4-[(1-benzyl-1H-indol-3-yl)carbonyl]-3-hydroxyfuran-2(5H)-one derivatives lies in the micromolar range with regard to HIV IN enzymatic activity. The microwave-assisted synthesis was employed in some steps of the chemical procedures.
authors.affiliation: Dipartimento Farmaco-Chimico, Università di Messina, Messina, Italy. sferro@pharma.unime.it
authors.forename: Stefania
authors.initials: S
authors.lastname: Ferro
authors.forename: Maria Letizia
authors.initials: ML
authors.lastname: Barreca
authors.forename: Laura
authors.initials: L
authors.lastname: De Luca
authors.forename: Angela
authors.initials: A
authors.lastname: Rao
authors.forename: Anna Maria
authors.initials: AM
authors.lastname: Monforte
authors.forename: Zeger
authors.initials: Z
authors.lastname: Debyser
authors.forename: Myriam
authors.initials: M
authors.lastname: Witvrouw
authors.forename: Alba
authors.initials: A
authors.lastname: Chimirri
mesh_terms: D015107:4-Butyrolactone / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology / Q000633:toxicity; D002460:Cell Line; D002470:Cell Survival / Q000187:drug effects; D015195:Drug Design; D004797:Enzyme-Linked Immunosorbent Assay / Q000379:methods; D006678:HIV / Q000187:drug effects / Q000254:growth & development; D019428:HIV Integrase Inhibitors / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D006801:Humans; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry / Q000633:toxicity; D020128:Inhibitory Concentration 50; D007651:Keto Acids / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D008214:Lymphocytes / Q000166:cytology / Q000187:drug effects / Q000821:virology; D008872:Microwaves; D008958:Models, Molecular; D015394:Molecular Structure
chemical_list: D019428:HIV Integrase Inhibitors; D007211:Indoles; D007651:Keto Acids; D015107:4-Butyrolactone