title: An efficient synthesis of benzodiazepinyl phosphonates as clostripain inhibitors via FeCl3 catalyzed four-component reaction.
abstract: A novel one-pot route for the synthesis of benzodiazepinyl phosphonates (BDPs) has been achieved. FeCl(3) efficiently catalyzed four-component condensation of diamines, acetone and phosphites in the presence of molecular sieves to furnish BDPs as novel chemical entities with good yield. The synthesized BDPs have shown significant protease inhibition activity against clostripain, a disease model for gas gangrene, suggesting that these novel chemical entities could be further explored as cysteine protease inhibitors.
authors.affiliation: Division of Organic Chemistry, National Chemical Laboratory (NCL-CSIR), Dr Homi Bhabha Road, Pune 411 008, India. ak.bhattacharya@ncl.res.in
authors.forename: Asish K
authors.initials: AK
authors.lastname: Bhattacharya
authors.forename: Kalpeshkumar C
authors.initials: KC
authors.lastname: Rana
authors.forename: Dnyaneshwar S
authors.initials: DS
authors.lastname: Raut
authors.forename: Vaibhav P
authors.initials: VP
authors.lastname: Mhaindarkar
authors.forename: Mohamad I
authors.initials: MI
authors.lastname: Khan
mesh_terms: D002384:Catalysis; D002712:Chlorides / Q000737:chemistry*; D003546:Cysteine Endopeptidases / Q000737:chemistry / Q000187:drug effects*; D015853:Cysteine Proteinase Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D005290:Ferric Compounds / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D063065:Organophosphonates / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology
chemical_list: D002712:Chlorides; D015853:Cysteine Proteinase Inhibitors; D005290:Ferric Compounds; D063065:Organophosphonates; D003546:Cysteine Endopeptidases; C019913:clostripain; C024555:ferric chloride