Devi Prasad Sahu

One Pot Synthesis of 4(3H)‐Quinazolinones

Abstract 2-Fluoro substituted benzoyl chlorides undergo cyclocondensation with 2-amino-N-heterocycles to form 4(3H)-quinazolinones. The reaction proceeds in moderate yields with different combinations of benzoyl chlorides and 2-amino-N-heterocycles. The products generally precipitate from the reaction mixture and require no further purification. Two tetrafluoro quinazolinones were found to be moderately active against a number of tumor cell lines.

Iodine‐Mediated Synthesis of 2‐Arylbenzoxazoles, 2‐Arylbenzimidazoles, and 1,3,5‐Trisubstituted Pyrazoles

Abstract 2‐Arylbenzoxazoles and 2‐arylbenzimidazoles were synthesized by the reaction of aldehydes with 2‐aminophenol and O‐phenylenediamines in the presence of iodine. 1,3,5‐Trisubstituted pyrazoles were synthesized from chalcones and hydrazines in the presence of iodine. CDRI Communication No. 6509.

Synthesis and biological evaluation of novel 4-(hetero) aryl-2-piperazino quinazolines as anti-leishmanial and anti-proliferative agents

A series of new class of 4-(hetero)aryl-2-piperazino quinazolines were synthesized and assessed for in vitro activity against extracellular promastigotes and intracellular amastigotes of Leishmania donovani. Among the compounds evaluated, compound 4bb and 4cb showed the selectivity index (SI) value>8.03 and 4.21, respectively, which is promising as compared with sodium stilbogluconate (SSG) and pentamidine with the SI of 6.38 and 2.07, respectively. The synthesized compounds were also tested for anti-proliferation activity in a panel of mammalian cell lines. Compound 4aa which is quite inactive and 4ab which is hardly selective in anti-leishmanial assay are found to have significant activity in anti-proliferative assay.

Synthesis and antibacterial evaluation of isoxazolinyl oxazolidinones: Search for potent antibacterial.

A series of (5S) N-(3-{3-fluoro-4-[4-(3-aryl-4,5-dihydro-isoxazole-5-carbonyl)-piperazin-1-yl]-phenyl}-2-oxo-oxazolidin-5-ylmethyl)-acetamide(6a-o) were synthesized and their in vitro antibacterial activity against various resistant Gram-positive and Gram-negative bacteria were evaluated. Most of the synthesized compounds showed 2 to 10 fold lower MIC values compared to linezolid against Staphylococcus aureusATCC 25923, ATCC 70069, ATCC 29213,Bacillus cereusMTCC 430,Enterococcus faecalisMTCC439,Klebsiella pneumoniaeATCC 27736, and Streptococcus pyogens.

Synthesis and antihyperglycemic activity of novel N-acyl-2-arylethylamines and N-acyl-3-coumarylamines☆

A series of novel N-acyl-2-arylethylamines and N-acyl-3-coumarylamines were synthesized and evaluated for their antihyperglycemic activity. Compounds 3g and 6d exhibited lowering of postprandial plasma glucose by 30.7%, 23.3% in SLM and 25.6%, 25.4% in STZ models respectively which is significant compared to metformin and glybenclamide. Other compounds exhibited moderate to good activity ranging from 19.5% to 32.8% in SLM and 3.26% to 25.4% in STZ models.

Synthesis of Bridgehead Nitrogen Heterocycles on a Solid Surface

Abstract Bridgehead nitrogen heterocycles were synthesized from heteroaromatic amidines and cyclic or acyclic α‐bromoketones under solvent‐free conditions at room temperature on a solid surface in excellent yields, which are higher than those obtained with hitherto‐known methods of syntheses. #CDRI Communication No. 6545.

Novel 4-N-substituted aryl but-3-ene-1,2-dione derivatives of piperazinyloxazolidinones as antibacterial agents ☆

Novel (5S)-N-[3-(3-fluoro-4-{4-[2-oxo-4-(substituted aryl)-but-3-enoyl]-piperazin-1-yl}-phenyl)-2-oxo-oxazolidin-5-ylmethyl]-acetamide 3a-j analogues were synthesized and their in vitro antibacterial activity was evaluated. Most of the compounds of series showed superior in vitro activity against Gram-positive resistant strains than linezolid. Compound 3f is the most potent compound in the series with 0.04-0.39 microg/mL MIC.

Synthesis and biological evaluation of 2,3,4-triarylbenzopyran derivatives as SERM and therapeutic agent for breast cancer☆

A novel class of 2,3,4-triarylbenzopyrans has been synthesized and were evaluated for their selective estrogen receptor modulation activity and as a therapeutic agent for breast cancer. Among the compounds synthesized, compounds 11a and 12c exhibited 73.91% and 69.24% inhibition as estrogen antagonistic activity, respectively. Compound 12a showed the lowest IC(50) at 6.97 microM against MCF-7 and 11f showed the lowest IC(50) value of 5.6 microM against MDA-MB-231 cell line in spite of their low receptor binding affinity implicating these compounds probably act through ER independent mechanism.

Synthesis of nitroimidazole derived oxazolidinones as antibacterial agents

A series of N-alkylated derivatives of nitroimidazolyl oxazolidinones 6a-i with various substituent at N-1 position of the nitroimidazole were synthesized and their in-vitro antibacterial activities were evaluated against several Gram-positive and Gram-negative bacteria. The 6a was found to be most potent compound in the series with MIC at 0.097 microg/mL against Bacillus cereus MTCC 430.). Both 6a and 6f did not exhibit any toxicity towards mammalian cell L929.

Single-Pot Synthesis of Spiroannulated Dihydrofurans by Iodine–Ammonium Acetate–Mediated Reaction of Dimedone with Aldehydes

Abstract Iodine–ammonium acetate–mediated annealation of dimedone with aldehydes led to facile formation of spirodihydrofuran in good yields through tandem Knoevenagel–Michael iodonation and cyclodehydroiodonation reactions in a single pot.