Studies on anti-Candida agents with a pyrrole moiety. Synthesis and microbiological activity of some 3-aminomethyl-1,5-diaryl-2-methyl-pyrrole derivatives

Cerreto, F.; Villa, A.; Retico, A; Scalzo, M.

doi:10.1016/0223-5234(92)90090-n

Cited by 20 publications

(13 citation statements)

References 4 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…On the basis of the biological results obtained with the tested compounds and previous reports [50,51], the following remarks on SAR could be made: i) the presence of a basic group in the structure enhanced the microbial profile; ii) the introduction of a second basic group decreased the activity; iii) the presence of the phenyl ring at position C5 of the pyrrole influenced the antibacterial activity. Thus, 1,5diarylpyrrole derivatives were more active than the corresponding 1,4 ones; iv) derivatives containing the phenyl ring at position N1 were more active than compounds with the heteroaryl group at the same position; v) the simultaneous presence of a basic group at position C3 and the aryl ring at position C5 increased the antimicrobial activity.…”

Section: Synthesis Of Pyrroles As Antifungal Agentsmentioning

confidence: 85%

See 1 more Smart Citation

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

Biava¹,

Porretta²,

Poce³

et al. 2007

COC

View full text Add to dashboard Cite

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

show abstract

Section: Synthesis Of Pyrroles As Antifungal Agentsmentioning

confidence: 85%

“…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

View full text Add to dashboard Cite

show abstract

“…In addition to this, pyrrole derivatives exhibit remarkable activities such as antitumor [3], anti-HIV [4], anti-inflammatory [5,6], antioxidant [7], antibacterial [8,9], anticandida [10], and antifungal [11]. Therefore, considerable attention has been paid to develop efficient methods for the synthesis of these privileged molecules.…”

Section: Introductionmentioning

confidence: 98%

Solvent-free synthesis of polysubstituted pyrroles catalyzed by ZnO nanorods

et al. 2015

View full text Add to dashboard Cite

An efficient zinc oxide nanorod-catalyzed onepot strategy has been developed for the synthesis of polysubstituted pyrroles in very good yields. The present approach provides a three-component reaction between primary alkylamines, dialkyl acetylenedicarboxylates, and 2-chloro-1,3-dicarbonyl compounds with several advantages such as short reaction time, high yields, solvent free, and little catalyst loading. After reaction course, ZnO nanorods can be recycled and reused without any apparent loss of activity which makes this process cost effective and hence eco-friendly. Graphical abstract

show abstract

“…A large number of diarylpyrrole derivatives have been synthesized in order to develop new fungicides against Candida strains (Scalzo, Biava, Porretta & Cerreto, 1991;Cerreto, Villa, Retico & Scalzo, 1992). In the course of this study, the compound 5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-3-(dimethylamino)-2-methylpyrrole, (1), along with some of its analogs, was found to be remarkably active.…”

Section: Commentmentioning

confidence: 99%

“…The title compound was prepared as described by Cerreto, Villa, Retico & Scalzo (1992). (Toupet, Mazari, Texier & Carrie, 1991); (e) MMNDC is methyl 1-methyl-2-nitrophenyl-4,5-diphenyl-3-pyrrolecarboxylate (Toupet, Mazari, Texier & Carrie, 1991); (f) present work.…”

Section: Methodsmentioning

confidence: 99%