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Eur J Med Chem. 2014 May 6;78:72-85. doi: 10.1016/j.ejmech.2014.03.037. Epub 2014 Mar 13.

Synthesis and biological evaluation of N-dehydrodipeptidyl-N,N'-dicyclohexylurea analogs.

Author information

  • 1Institute of Pharmaceutical Technology, Sri Padmavathi Women's University, Tirupati 517502, Andhra Pradesh, India. Electronic address: luckyaftab2002@gmail.com.
  • 2Institute of Pharmaceutical Technology, Sri Padmavathi Women's University, Tirupati 517502, Andhra Pradesh, India.

Abstract

Some N-[(N-benzoyldehydrophenylalalnyl)glycinyl/cysteinyl]-N,N'-dicyclohexylurea analogs (3a-3o) were synthesized by conjugating different substituted N-benzoyldehydrophenylalanyl glycines/cysteines (differing substitutions on benzylidene ring) and dicyclohexyl carbodiimide (DCC) using base as a catalyst. The synthesized compounds were characterized and evaluated for biological activities. Compounds 3a and 3h with unsubstituted dehydrophenylalanyl glycinyl/cysteinyl moiety exhibited moderate anti-inflammatory and analgesic activities. Compound 3j bearing 4-hydroxy substitution on benzylidene ring of dehydrophenylalanyl cysteinyl moiety displayed potent antimicrobial and antioxidant activities. The results obtained from docking studies on compound 3j with penicillin binding protein and protease supported the results.

Copyright © 2014 Elsevier Masson SAS. All rights reserved.

KEYWORDS:

Antimicrobial; Antioxidant; Dehydrophenylalanyl; Dicyclohexylurea; Penicillin binding protein; Protease

PMID:
24681067
[PubMed - indexed for MEDLINE]
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