457923-26-1Relevant academic research and scientific papers
Synthesis of gallic acid based naphthophenone fatty acid amides as cathepsin D inhibitors
Srivastava, Vandana,Saxena, Hari Om,Shanker, Karuna,Kumar,Luqman, Suaib,Gupta,Khanuja,Negi, Arvind S.
, p. 4603 - 4608 (2007/10/03)
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 IC50 values of 0.06 and 0.14 μM, respectively, as compared against pepstatin (0.0023 μM), 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.
Synthesis of 1-(3′,4′,5′-trimethoxy) phenyl naphtho[2,1b]furan as a novel anticancer agent
Srivastava, Vandana,Negi, Arvind S.,Kumar,Faridi, Uzma,Sisodia, Brijesh S.,Darokar,Luqman, Suaib,Khanuja
, p. 911 - 914 (2007/10/03)
3′,4′,5′-Trimethoxy benzoyl-naphthalene 2-O-acetic acid (5) underwent base catalysed intramolecular condensation to yield exclusively 1-(3′,4′,5′-trimethoxy) phenyl naphtho[2,1-b]furan 8. The cyclised product 8 has been characterised by spectroscopy. The
Synthesis of a novel plant growth promoter from gallic acid
Negi, Arvind Singh,Darokar, Mahinder P.,Chattopadhyay, Sunil K.,Garg, Ankur,Bhattacharya, Asish K.,Srivastava, Vandana,Khanuja, Suman P. S.
, p. 1243 - 1247 (2007/10/03)
Gallic acid has been modified to naphthophenone derivatives with esterified fatty acid side chain. Compound 12, an ethyl crotonate ester of naphthophenone derivative has shown potent auxin like growth promoter activity. This is the first example of naphthophenone derivatives with plant growth promoting activity.
Synthesis and evaluation of esters and carbamates to identify critical functional groups for esterase-specific metabolism
Yoon, Kyoung Jin P.,Morton, Christopher L.,Potter, Philip M.,Danks, Mary K.,Lee, Richard E.
, p. 3237 - 3244 (2007/10/03)
In an effort to develop novel prodrugs for viral directed enzyme prodrug therapy (VDEPT) approaches to chemotherapy, eleven esters and carbamates of o-nitrophenol, p-nitrophenol, and β-naphthol were synthesized and characterized as substrates for rabbit (rCE) and human liver (hCE1) carboxylesterases. All of the esters of o-, p-nitrophenols, and β-naphthols showed moderate hydrolysis by both rCE and hCE1. Esters of β-naphthols exhibited higher hydrolysis rates compared to esters of p-nitrophenols by rCE. Of the carbamates, 4-benzyl-piperazine-1-carboxylic acid 2-nitrophenol showed preferential hydrolysis by rCE compared to hCE1 with a Vmax of 54.4 μmoles/min/mg, and a Km value of 1071 μM. Substrate metabolism by a specific CE or inhibition of CEs by each compound depended on several factors, including the types of functional groups and linking moieties.
