title: Total synthesis and anti-leishmanial activity of some curcumin analogues.
abstract: Curcumin (1) an important yellow dye isolated from Curcuma longa rhizomes, exhibits a variety of pharmacological effects such as anti-inflammatory, antioxidant and antiviral activity. Ten curcuminoids (2-11) were synthesized by the condensation of 2,4-pentanedione with differently substituted benzaldehydes, using the boron complex approach, which avoided Knoevenagel condensation at C-3 of the diketone. The curcuminoids were assayed in vitro against Leishmania amazonensis promastigotes using pentamidine isethionate (CAS 140-64-7) as the reference drug. Compound (5) 1,7-bis-(2-hydroxy-4-methoxyphenyl)-1,6-heptadiene-3,5-dione) was the most effective.
authors.affiliation: Universidade Federal Rural do Rio de Janeiro, Departamento de Química-Instituto de Ciências Exatas, Seropédica, RJ, Brazil.
authors.forename: Denise de Castro Ferreira
authors.initials: Dde C
authors.lastname: Gomes
authors.forename: Leila Vilela
authors.initials: LV
authors.lastname: Alegrio
authors.forename: Leonor L
authors.initials: LL
authors.lastname: Leon
authors.forename: Marco Edilson Freire
authors.initials: ME
authors.lastname: de Lima
mesh_terms: D000818:Animals; D000981:Antiprotozoal Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D003474:Curcumin / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology*; D007202:Indicators and Reagents; D007894:Leishmania mexicana / Q000187:drug effects* / Q000254:growth & development; D007928:Lethal Dose 50; D009682:Magnetic Resonance Spectroscopy; D013055:Spectrophotometry, Infrared
chemical_list: D000981:Antiprotozoal Agents; D007202:Indicators and Reagents; D003474:Curcumin