ChemInform Abstract: Synthesis and Antimicrobial Activity of 1,5‐Diaryl‐3‐hydroxy‐2‐oxo‐3‐ pyrroline‐4‐carboxylic Acids and Their Derivatives.

Abstract

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Synthesis, characterization, anticancer evaluation and mechanisms of cytotoxic activity of novel 3-hydroxy-3-pyrrolin-2-ones bearing thenoyl fragment: DNA, BSA interactions and molecular docking study

“…For example, some investigations showed that they have good antimicrobial activity [9][10][11][12]. Also, these compounds have many other biological activities such as anti-inflammatory, antiviral, antifungal, and nootropic [13][14][15]. To sum up, various biologically active natural products containing either 3-acyl-5-hydroxy-3-pyrrolin-2-one or 3acyl-3,4-epoxy-5-hydroxypyrrolidin-2-one are isolated, suggesting that the pyrrolidinone moiety is mostly responsible for the biological activity of these compounds.…”

Catalyst-free synthesis of functionalized dihydro-2-oxypyrroles by the reaction of enaminones and N,N′-bis(phenylmethylidene)phenylmethane

“…Many biologically active compounds, potent pharmaceuticals, and natural products contain the pyrrole structural motif [1]. Among the pyrrole derivatives, dihydro-2-oxoypyrroles show such versatility and they are important substructures in a variety of pharmacy, including products active against viral infections (HIV [2,3], influenza [4] cytomegalovirus [5]), anticancer agents [6] and products active against microbiological diseases [7][8][9] (bacterial or fungal). Furthermore, dihydro-2-oxoypyrrole derivatives have been used as PI-091 [10], which is a novel platelet aggregation inhibitor, and EBPC, which is a highly specific aldose reductase inhibitor [11], as shown in Fig.…”

Synthesis of 6-Amino- and 6-Hydroxy-1-Aryl-2-(Thiazol-2-Yl)-9-(2-Thienoyl)-1,2-Dihydro-3H-Pyrrolo[3,4-B]Quinolin-3-Ones

“…Consequently, a number of active substances containing the quinoline ring within their structure is used in medicine, such as chloroquine (immunosuppressive, anti-inflammatory, antimalarial action), quinidine (an antiarrhythmic agent), echinopsine (a general stimulant), nitroxoline (5-Nok, antibacterial), fluoroquinolones (antibacterial action) [2,3]. Compounds with both growth stimulating and growth suppressing activity on certain plants have been identified in the quinoline series [4].It has previously been shown that the interaction of 4-acyl-5-aryl-3-hydroxy-3-pyrrolin-2-ones with binucleophiles can produce a plethora of fused heterocyclic ring systems: pyrrolo [3,4-c]pyrazol-6-ones [5, 6], pyrrolo[3,4-f][1,4]diazepines [5], pyrrolo[3,4-c]pyrimidines [7, 8], pyrrolo[2,3-b]quinoxalines [9, 10], pyrrolo[3,4-b][1,5]benzodiazepines [11], 3,4-dihydroquinoxalin-2(1H)-ones [12]. It has also been found that 3-aryl-5-arylamino-4-benzoyl-1H-3-pyrrolin-2-ones by brief heating with concentrated H 2 SO 4 followed by keeping the reaction mixture at room temperature for long periods undergo intramolecular cyclization to form 5(7)-R-1-aryl-9-phenylpyrrolo[3,4-b]quinolin-3-ones [13].…”

“…It has previously been shown that the interaction of 4-acyl-5-aryl-3-hydroxy-3-pyrrolin-2-ones with binucleophiles can produce a plethora of fused heterocyclic ring systems: pyrrolo [3,4-c]pyrazol-6-ones [5, 6], pyrrolo[3,4-f][1,4]diazepines [5], pyrrolo[3,4-c]pyrimidines [7, 8], pyrrolo[2,3-b]quinoxalines [9, 10], pyrrolo[3,4-b][1,5]benzodiazepines [11], 3,4-dihydroquinoxalin-2(1H)-ones [12]. It has also been found that 3-aryl-5-arylamino-4-benzoyl-1H-3-pyrrolin-2-ones by brief heating with concentrated H 2 SO 4 followed by keeping the reaction mixture at room temperature for long periods undergo intramolecular cyclization to form 5(7)-R-1-aryl-9-phenylpyrrolo[3,4-b]quinolin-3-ones [13].…”