<abstract xml:lang="en" xmlns="http://www.w3.org/1999/xhtml"><p>In an effort to establish new pyrroles and pyrrolo[2,3-<italic>d</italic>] pyrimidines with improved antimicrobial activity we report here the synthesis and <italic>in vitro</italic> microbiological evaluation of a series of pyrrole derivatives. A series of new 2-aminopyrrole-3-carbonitriles (<bold>1a-d</bold>) were synthesized from the reaction of benzoin, primary aromatic amines and malononitrile, from which a number of pyrrole derivatives (<bold>2a-d</bold> to <bold>5a-d</bold>) and pyrrolo[2,3-<italic>d</italic>]pyrimidines (<bold>6a-d</bold> to <bold>10a, d</bold>) were synthesized. The <italic>in vitro</italic> antimicrobial testing of the synthesized compounds was carried out against Gram-positive, Gram-negative bacteria and fungi. Some of the prepared compounds, [2-amino-1-(2-methylphenyl)-4,5-diphenyl-1<italic>H</italic>-pyrrole-3-carbonitriles (<bold>1b</bold>), 2-amino-3-carbamoyl-1-(3-methylphenyl)-4,5-diphenyl-1<italic>H</italic>-pyrroles (<bold>2b</bold>), <italic>N</italic>-(3-cyano-1-(2-methylphenyl)-4,5-diphenyl-1<italic>H</italic>-pyrrol-2-yl)-acetamides (<bold>3b</bold>), <italic>N</italic>-(3-cyano-1-(3-methylphenyl)-4,5-diphenyl-1<italic>H</italic>-pyrrol-2-yl)-acetamides (<bold>3c</bold>), 2-amino-1-(4-methoxyphenyl)-4,5-diphenyl-3-tetrazolo-1<italic>H</italic>-pyrroles (<bold>5d</bold>), <italic>7</italic>-(4-methoxyphenyl)-5,6-diphenyl-<italic>7H</italic>-pyrrolo [2,3-<italic>d</italic>]pyrimidin-4(3<italic>H</italic>)-ones (<bold>7d</bold>), 7-(3-methylphenyl)-5,6-diphenyl-<italic>7H</italic>-pyrrolo[2,3-<italic>d</italic>]pyrimidin-4(3<italic>H</italic>)-thione (<bold>9b</bold>) and <italic>N</italic>-(7-(2-methylphenyl)-5,6-diphenyl-<italic>7H</italic>-pyrrolo[2,3-<italic>d</italic>] pyrimidine)-<italic>N</italic>-aryl amines (<bold>10a</bold>)] showed potent antimicrobial activity.</p></abstract>

In an effort to establish new pyrroles and pyrrolo[2,3-d] pyrimidines with improved antimicrobial activity we report here the synthesis and in vitro microbiological evaluation of a series of pyrrole derivatives. A series of new 2-aminopyrrole-3-carbonitriles (1a-d) were synthesized from the reaction of benzoin, primary aromatic amines and malononitrile, from which a number of pyrrole derivatives (2a-d to 5a-d) and pyrrolo[2,3-d]pyrimidines (6a-d to 10a, d) were synthesized. The in vitro antimicrobial testing of the synthesized compounds was carried out against Gram-positive, Gram-negative bacteria and fungi. Some of the prepared compounds, [2-amino-1-(2-methylphenyl)-4,5-diphenyl-1H-pyrrole-3-carbonitriles (1b), 2-amino-3-carbamoyl-1-(3-methylphenyl)-4,5-diphenyl-1H-pyrroles (2b), N-(3-cyano-1-(2-methylphenyl)-4,5-diphenyl-1H-pyrrol-2-yl)-acetamides (3b), N-(3-cyano-1-(3-methylphenyl)-4,5-diphenyl-1H-pyrrol-2-yl)-acetamides (3c), 2-amino-1-(4-methoxyphenyl)-4,5-diphenyl-3-tetrazolo-1H-pyrroles (5d), 7-(4-methoxyphenyl)-5,6-diphenyl-7H-pyrrolo [2,3-d]pyrimidin-4(3H)-ones (7d), 7-(3-methylphenyl)-5,6-diphenyl-7H-pyrrolo[2,3-d]pyrimidin-4(3H)-thione (9b) and N-(7-(2-methylphenyl)-5,6-diphenyl-7H-pyrrolo[2,3-d] pyrimidine)-N-aryl amines (10a)] showed potent antimicrobial activity.

Synthesis of certain pyrrole derivatives as antimicro-bial agents

Organic Chemistry Department Faculty of Pharmacy, Helwan University, Cairo, Egypt

Microbiology and Immunology Department, Faculty of Pharmacy, Helwan University, Cairo, Egypt

Acta Pharmaceutica

{"article-title":"Synthesis of certain pyrrole derivatives as antimicro-bial agents"}

In an effort to establish new pyrroles and pyrrolo[2,3-d] pyrimidines with improved antimicrobial activity we report here the synthesis and in vitro...

Synthesis of certain pyrrole derivatives as antimicro-bial agents

Publicado en línea: 29 jun 2009

Páginas: 145 - 158

DOI: https://doi.org/10.2478/v10007-009-0016-9

Palabras clave
pirol, pirolopirimidin, antimikrobno djelovanje

This content is open access.

Synthesis of certain pyrrole derivatives as antimicro-bial agents

Publicado en línea: 29 jun 2009

Páginas: 145 - 158

DOI: https://doi.org/10.2478/v10007-009-0016-9

Palabras clavepirol, pirolopirimidin, antimikrobno djelovanje

This content is open access.

Palabras clave
pirol, pirolopirimidin, antimikrobno djelovanje