Synthesis of chromenochalcones and evaluation of their in vitro antileishmanial activity.
A large number of novel chromenochalcones were synthesized by pyridine-catalysed chromenylation of mono-chelated meta-dihydric acetophenones with the monoterpene, citral dimethyl acetal and subsequent Claisen-Schmidt condensation of the resultant acylchromenes with appropriate aromatic aldehydes. These chromenochalcones 1-19 were screened against in vitro extracellular promastigotes and intracellular amastigotes of Leishmania donovani. The most potent compound in this series was compound 9 with a pyridine ring-A, which showed 99% inhibition of promastigotes at 10 microg/ml, 82% at 0.25 microg/ml and 96% at 10 microg/ml concentration against amastigotes.
Narender
Tadigoppula
T
Division of Medicinal and Process Chemistry, Central Drug Research Institute, Lucknow, India. tnarender@rediffmail.com
Khaliq
Tanvir
T
Shweta
Nishi
Goyal
Neena
N
Gupta
Suman
S
D000818:Animals; D000981:Antiprotozoal Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D001578:Benzopyrans / Q000737:chemistry*; D002460:Cell Line; D047188:Chalcones / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D007893:Leishmania donovani / Q000187:drug effects*; D051379:Mice; D015394:Molecular Structure; D013329:Structure-Activity Relationship
D000981:Antiprotozoal Agents; D001578:Benzopyrans; D047188:Chalcones