Research on antibacterial and antifungal agents. VIII. synthesis and antimicrobial activity of 1,4-diarylpyrroles

Porretta, Giulio Cesare; Biava, Mariangela; Fioravanti, Rossella; Fischetti, Margherita; Melino, C; Venza, F; Bolle, P.; Tita, B.

doi:10.1016/0223-5234(92)90092-f

Cited by 10 publications

(5 citation statements)

References 4 publications

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“…(13). 1,4-or 1,5-diaryl-3-ethoxycarbonyl-2-methylpyrroles (26a), (26c) and 1,4-or 1,5-diaryl-3-aminocarbonyl-2-methylpyrroles (26b), (26d) were obtained as previously reported [47][48][49]. Fig.…”

Section: Synthesis Of Pyrroles As Antifungal Agentssupporting

confidence: 53%

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New Pyrroles with Potential Antimycobacterial, Antifungal and Selective COX-2 Inhibiting Activities. Synthetic Methodologies

Biava¹,

Porretta²,

Poce³

et al. 2007

COC

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Tuberculosis (TB) and fungal diseases are opportunistic infections that very often complicate the immunological response in HIV-infected individuals [1][2][3]. During our studies on novel antimycobacterial and antifungal agents we synthesized a number of new pyrrole derivatives and among them some proved very active against both fungi and mycobacteria. Some others instead were very selective against mycobacteria only. So we pursued a program aimed at individuating the chemical groups or their association, responsible for the particular activity. Moreover, many other pyrroles we synthesized showed to be very active as COX-2 selective inhibitors. In this review we describe our approaches to the synthesis of the pyrrolic structures studied. N CH 3 N N C H 3 Cl Cl N Cl H NO 2 Cl

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Section: Synthesis Of Pyrroles As Antifungal Agentssupporting

confidence: 53%

“…Halogen atoms in the para position of the phenyl rings at C4, C5 and Fig. [20,21,24,25,[33][34][35][47][48][49][50][51]. The transition state of the electrophilic attack.…”

Section: Synthesis Of Pyrroles As Antifungal Agentsmentioning

confidence: 99%

New Pyrroles with Potential Antimycobacterial, Antifungal and Selective COX-2 Inhibiting Activities. Synthetic Methodologies

Biava¹,

Porretta²,

Poce³

et al. 2007

COC

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“…The reaction of anilines and an equivalent of the appropriate bromoacetophenones in dry acetonitrile at room temperature gave anilinoacetophenones 1 – 3 in 81–87% yields, respectively. Anilinoacetophenones 1 and 2 are new compounds, while 3 is a known compound, prepared previously by a similar method [ 23 , 24 ]; however, its single-crystal X-ray structure has not been reported previously. Acylation of anilinoacetophenones 1 – 3 with the appropriate acid chlorides in 1,2-dichloroethane at reflux led to the N -aryl- N -arylamidoacetophenones 4 – 6 and N -aryl- N -cinnamidoacetophenones 7 – 9 in 76–91% yields, as shown in Scheme 1 .…”

Section: Resultsmentioning

confidence: 99%

Synthesis and Single Crystal Structures of N-Substituted Benzamides and Their Chemoselective Selenation/Reduction Derivatives

Hua

Carpenter‐Warren²,

Cordes³

et al. 2021

Molecules

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“…After the milling was stopped, the reaction mixture was purified by column chromatography on silica gel with petroleum ether/ethyl acetate (12-16:1, v/v) as the eluent to afford the pure product. All the known products were characterized by comparing the NMR spectral data with those reported in the literature [36][37][38][39][40][41][42][43].…”

Section: General Procedures For the Synthesis Of Polysubstituted Pyrr...mentioning

confidence: 99%

Catalyst‐free one‐pot three‐component rapid synthesis of polysubstituted pyrroles by liquid‐assisted grinding

Jiang

Yan

Dong

et al. 2022

Journal of Heterocyclic Chem

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A series of polysubstituted pyrroles were rapidly synthesized in moderate to good yields via catalyst‐free one‐pot three‐component reaction of 1,3‐dicarbonyl compounds with primary amines and nitrostyrenes by using liquid‐assisted grinding. This protocol provides several advantages over the conventional chemical synthesis, such as simple work‐up procedure, wide substrate scope, short reaction time, and environmental friendliness. Structures of polysubstituted pyrroles were confirmed by 1H NMR, 13C NMR, and ESI‐MS studies.

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Research on antibacterial and antifungal agents. VIII. synthesis and antimicrobial activity of 1,4-diarylpyrroles

Cited by 10 publications

References 4 publications

New Pyrroles with Potential Antimycobacterial, Antifungal and Selective COX-2 Inhibiting Activities. Synthetic Methodologies

New Pyrroles with Potential Antimycobacterial, Antifungal and Selective COX-2 Inhibiting Activities. Synthetic Methodologies

Synthesis and Single Crystal Structures of N-Substituted Benzamides and Their Chemoselective Selenation/Reduction Derivatives

Catalyst‐free one‐pot three‐component rapid synthesis of polysubstituted pyrroles by liquid‐assisted grinding

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