title: Synthesis of gallic acid based naphthophenone fatty acid amides as cathepsin D inhibitors.
abstract: Gallic acid, one of the most abundant plant phenolic acids, has been modified to cathepsin D protease inhibitors. The strategy of modification was proposed basing on some previously reported structure and activity relationship (SAR) studies. The synthesized naphthophenone fatty acid amide derivatives have been evaluated for in vitro cathepsin D inhibition activity. Two of them have shown significant inhibition activity with IC(50) values of 0.06 and 0.14 microM, respectively, as compared against pepstatin (0.0023 microM), the most potent inhibitor known so far. The study revealed that such attempts on gallic acid based pharmacophores might result in potent inhibitors of cathepsin D.
authors.affiliation: Central Institute of Medicinal and Aromatic Plants, PO CIMAP, Lucknow, India.
authors.forename: Vandana
authors.initials: V
authors.lastname: Srivastava
authors.forename: Hari Om
authors.initials: HO
authors.lastname: Saxena
authors.forename: Karuna
authors.initials: K
authors.lastname: Shanker
authors.forename: J K
authors.initials: JK
authors.lastname: Kumar
authors.forename: Suaib
authors.initials: S
authors.lastname: Luqman
authors.forename: M M
authors.initials: MM
authors.lastname: Gupta
authors.forename: S P S
authors.initials: SP
authors.lastname: Khanuja
authors.forename: Arvind S
authors.initials: AS
authors.lastname: Negi
mesh_terms: D000577:Amides / Q000737:chemistry*; D002402:Cathepsin D / Q000037:antagonists & inhibitors* / Q000378:metabolism*; D005227:Fatty Acids / Q000737:chemistry*; D005707:Gallic Acid / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D007659:Ketones / Q000737:chemistry*; D015394:Molecular Structure; D009281:Naphthalenes / Q000737:chemistry*; D010436:Pepstatins / Q000037:antagonists & inhibitors / Q000378:metabolism; D013329:Structure-Activity Relationship
chemical_list: D000577:Amides; D005227:Fatty Acids; D007659:Ketones; D009281:Naphthalenes; D010436:Pepstatins; D005707:Gallic Acid; D002402:Cathepsin D; C031375:pepstatin