Synthesis, evaluation and modeling of some triazolothienopyrimidinones as anti-inflammatory and antimicrobial agents.

Bekhit, Adnan A; Farghaly, Ahmed M; Shafik, Ragab M; Elsemary, Mona Ma; El-Shoukrofy, Mai S; Bekhit, Alaa El-Din A; Ibrahim, Tamer M

Bekhit, Adnan A; Farghaly, Ahmed M; Shafik, Ragab M; Elsemary, Mona Ma; El-Shoukrofy, Mai S; Bekhit, Alaa El-Din A; Ibrahim, Tamer M.

Afiliación

Bekhit AA; Pharmaceutical Chemistry Department, Faculty of Pharmacy, Alexandria University, Alexandria 21521, Egypt.
Farghaly AM; Pharmaceutical Chemistry Department, Faculty of Pharmacy, Alexandria University, Alexandria 21521, Egypt.
Shafik RM; Pharmaceutical Chemistry Department, Faculty of Pharmacy, Alexandria University, Alexandria 21521, Egypt.
Elsemary MM; Pharmaceutical Chemistry Department, Faculty of Pharmacy, Alexandria University, Alexandria 21521, Egypt.
El-Shoukrofy MS; Pharmaceutical Chemistry Department, Faculty of Pharmacy, Alexandria University, Alexandria 21521, Egypt.
Bekhit AEA; Food Sciences, University of Otago, Dunedin, New Zealand.
Ibrahim TM; Pharmaceutical Chemistry Department, Faculty of Pharmacy, Kafrelsheikh University, Kafr El-Sheikh 33516, Egypt.

Future Med Chem ; 9(9): 881-897, 2017 06.

Article en En | MEDLINE | ID: mdl-28635307

RESUMEN

AIM: New triazolotetrahydrobenzothienopyrimidinone derivatives were synthesized. EXPERIMENTAL: Their structures were confirmed, and their anti-inflammatory, antimicrobial activities and ulcerogenic potentials were evaluated. RESULTS: Compounds 7a, 10a and 11a showed minimal ulcerogenic effect and high selectivity toward human recombinant COX-2 over COX-1 enzyme with IC50 values of 1.39, 1.22 and 0.56 µM, respectively. Their docking outcome correlated with their biological activity and confirmed the high selectivity binding toward COX-2. Compound 12b displayed antimicrobial activity comparable to that of ampicillin against Escherichia coli while compounds 6 and 11c were similar to ampicillin against Staphylococcus aureus. In addition, compounds 7a, 9a, 10b and 11c showed dual anti-inflammatory/antimicrobial activities. CONCLUSION: This work represents a promising matrix for developing new potential anti-inflammatory, antimicrobial and dual antimicrobial/anti-inflammatory candidates. [Formula: see text].

Asunto(s)

Antibacterianos/farmacología; Antiinflamatorios no Esteroideos/farmacología; Antiulcerosos/farmacología; Antifúngicos/farmacología; Animales; Antibacterianos/síntesis química; Antibacterianos/química; Antiinflamatorios no Esteroideos/síntesis química; Antiinflamatorios no Esteroideos/química; Antiulcerosos/síntesis química; Antiulcerosos/química; Antifúngicos/síntesis química; Antifúngicos/química; Candida albicans/efectos de los fármacos; Escherichia coli/efectos de los fármacos; Masculino; Pruebas de Sensibilidad Microbiana; Modelos Moleculares; Estructura Molecular; Ratas; Ratas Sprague-Dawley; Staphylococcus aureus/efectos de los fármacos; Úlcera Gástrica/tratamiento farmacológico

Palabras clave

dual anti-inflammatory antimicrobial activities; human COX-1 and COX-2 enzymatic assay; molecular modeling studies; pyrazole; triazolothienopyrimidinone derivatives

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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Antiinflamatorios no Esteroideos / Antiulcerosos / Antibacterianos / Antifúngicos Límite: Animals Idioma: En Revista: Future Med Chem Año: 2017 Tipo del documento: Article País de afiliación: Egipto Pais de publicación: Reino Unido

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