Total synthesis and anti-leishmanial activity of some curcumin analogues.
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.
Gomes
Denise de Castro Ferreira
Dde C
Universidade Federal Rural do Rio de Janeiro, Departamento de Química-Instituto de Ciências Exatas, Seropédica, RJ, Brazil.
Alegrio
Leila Vilela
LV
Leon
Leonor L
LL
de Lima
Marco Edilson Freire
ME
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
D000981:Antiprotozoal Agents; D007202:Indicators and Reagents; D003474:Curcumin