Synthesis and antimicrobial activity of 1,5-diaryl-3-hydroxy-2-oxo-3-pyrroline4-carboxylic acids and their derivatives

In Silico Approach Towards the Prediction of Drug-likeness, in Vitro Microbial Investigation and Formation of Dihydropyrrolone Conjugates

“…The heterocyclic compounds containing three to six carbons in the ring are numerous; however, those containing five or six atoms are very important in the pharmaceutical world. Pyrroles demonstrate such flexibility ( Figure 1) with valuable substructure in a collection of pharmaceuticals, involving products potent against HIV [1,2], influenza [3], cytomegalovirus [4], anticancer agents [5,6] and compounds effective against microbiological infections [7][8][9] such as bacterial and fungal. In addition, pyrroles are known as building blocks in the synthesis of alkaloids [10][11][12][13] and intermediates including, 2,2'-bipyrroles, pyrroles, and pigments [14][15][16][17][18][19].…”

Organocatalyzed enantioselective aldol reaction of 1H-pyrrole-2,3-diones

“…1 Among the pyrrole derivatives, 3-hydroxy-1 H -pyrrol-2(5 H )-one (a tautomer of pyrrolidine-2,3-dione) shows many interesting biological activities, such as, enzyme-inhibiting, antiviral, and antibacterial activities. 2 For example, ethyl 1-benzyl-3-hydroxy-2(5 H )-oxopyrrole-4-carboxylate ( EBPC , Figure 1) is a highly specific aldose reductase inhibitor. 2c Since increased activity of aldose reductase is associated with increased resistance to chemotherapeutic drugs, recent studies have demonstrated that EBPC enhances the cytotoxic effects of the anticancer agents doxorubicin and cisplatin in HeLa cervical carcinoma cells.…”

“…2 For example, ethyl 1-benzyl-3-hydroxy-2(5 H )-oxopyrrole-4-carboxylate ( EBPC , Figure 1) is a highly specific aldose reductase inhibitor. 2c Since increased activity of aldose reductase is associated with increased resistance to chemotherapeutic drugs, recent studies have demonstrated that EBPC enhances the cytotoxic effects of the anticancer agents doxorubicin and cisplatin in HeLa cervical carcinoma cells. 2d In contrast, the double bond regioisomer of 3-hydroxy-1 H -pyrrol-2(5 H )-one, 3-hydroxy-1 H -pyrrol-2(3 H )-one, such as compound 1 (Figure 1), has been rarely studied.…”

“…2c Since increased activity of aldose reductase is associated with increased resistance to chemotherapeutic drugs, recent studies have demonstrated that EBPC enhances the cytotoxic effects of the anticancer agents doxorubicin and cisplatin in HeLa cervical carcinoma cells. 2d In contrast, the double bond regioisomer of 3-hydroxy-1 H -pyrrol-2(5 H )-one, 3-hydroxy-1 H -pyrrol-2(3 H )-one, such as compound 1 (Figure 1), has been rarely studied. To our knowledge, only Maghsoodlou and coworkers have reported a synthesis of these derivatives using isocyanides and methyl 2-acetylacetoacetate.…”