Synthesis and molecular docking studies of 1-phenyl-4-glycosyl-dihydropyridines as potent antileishmanial agents.
A series of 1-phenyl-4-glycosyl-dihydropyridines (4-17 and 19-21) were prepared by the one pot multicomponent reaction of glcosyl aldehyde, beta-keto compounds and aniline or substituted aniline in the presence of TBAHS as catalyst. The compounds were screened in vitro and in vivo for their antileishmanial activities. Most of the compounds exhibited moderate to good activity against amastigotes and promastigotes of Leishmania donovani. The compounds 4, 11, 12, 13, and 17 exhibited potent in vivo activity with selectivity index (SI) values 7.43-18.93. Molecular docking studies with these compounds revealed L. donovani PTR1 as the possible target to show antileishmanial activities.
Pandey
Vivek Parashar
VP
Medicinal and Process Chemistry Division, Central Drug Research Institute, Lucknow 226001, CSIR, India.
Bisht
Surendra Singh
SS
Mishra
Mridul
M
Kumar
Ashutosh
A
Siddiqi
Mohammad Imran
MI
Verma
Aditya
A
Mittal
Monika
M
Sane
Shraddha A
SA
Gupta
Suman
S
Tripathi
Rama P
RP
D000818:Animals; D000981:Antiprotozoal Agents / Q000138:chemical synthesis* / Q000378:metabolism / Q000494:pharmacology* / Q000633:toxicity; D002460:Cell Line; D007893:Leishmania donovani / Q000187:drug effects* / Q000201:enzymology / Q000254:growth & development; D008018:Life Cycle Stages; D051379:Mice; D008958:Models, Molecular; D008968:Molecular Conformation; D010088:Oxidoreductases / Q000737:chemistry / Q000378:metabolism; D011725:Pyridines / Q000138:chemical synthesis* / Q000378:metabolism / Q000494:pharmacology* / Q000633:toxicity
D000981:Antiprotozoal Agents; D011725:Pyridines; D010088:Oxidoreductases; C085592:pteridine reductase