<abstract xml:lang="en" xmlns="http://www.w3.org/1999/xhtml"><p>The aim of this work was to synthesize steroidal heterocycles and to elucidate the potential role of these compounds as antimicrobial agents. The synthesis of steroidal heterocycles containing the pyrazole, isoxazole, thiazole, pyrane, pyridine, pyridazine, or benzopyrane ring attached to the pregnene nucleus is reported. Progesterone (<bold>1</bold>) reacts with dimethyl formamide dimethyl acetal to form enamine <bold>2</bold>. Heterocyclization of <bold>2</bold> with hydrazines, hydroxylamine, glycine, ethyl acetoacetate or cyanomethylene afforded novel steroidal heterocyclic derivatives. The <italic>in vitro</italic> antimicrobial evaluation showed that all synthesized compounds show activity against the used strains of Gram positive bacteria and fungi.</p></abstract>

The aim of this work was to synthesize steroidal heterocycles and to elucidate the potential role of these compounds as antimicrobial agents. The synthesis of steroidal heterocycles containing the pyrazole, isoxazole, thiazole, pyrane, pyridine, pyridazine, or benzopyrane ring attached to the pregnene nucleus is reported. Progesterone (1) reacts with dimethyl formamide dimethyl acetal to form enamine 2. Heterocyclization of 2 with hydrazines, hydroxylamine, glycine, ethyl acetoacetate or cyanomethylene afforded novel steroidal heterocyclic derivatives. The in vitro antimicrobial evaluation showed that all synthesized compounds show activity against the used strains of Gram positive bacteria and fungi.

Synthesis of progesterone heterocyclic derivatives of potential antimicrobial activity

Department of Organic Chemistry Faculty of Pharmacy, University of Modern Sciences and Arts (MSA), October City, Giza, Egypt

Hormone Department, National Research Centre, Dokki, Giza, Egypt

Acta Pharmaceutica

The aim of this work was to synthesize steroidal heterocycles and to elucidate the potential role of these compounds as antimicrobial agents. The synthesis of...

Synthesis of progesterone heterocyclic derivatives of potential antimicrobial activity

Publicado en línea: 12 mar 2008

Páginas: 29 - 42

DOI: https://doi.org/10.2478/v10007-007-0043-3

Palabras clave
progesteron, enamin, pirazol, piran, antimikrobno sredstvo

This content is open access.

Synthesis of progesterone heterocyclic derivatives of potential antimicrobial activity

Publicado en línea: 12 mar 2008

Páginas: 29 - 42

DOI: https://doi.org/10.2478/v10007-007-0043-3

Palabras claveprogesteron, enamin, pirazol, piran, antimikrobno sredstvo

This content is open access.

Palabras clave
progesteron, enamin, pirazol, piran, antimikrobno sredstvo