title: Synthesis and Structure-Activity Relationship of Some New Thiophene-Based Heterocycles as Potential Antimicrobial Agents.
abstract: Several new pyrazole, pyridine, [1,2,4]triazolo[1,5-α]pyrimidine, benzimidazo[1,2-a]pyrimidine and 1,2,4-triazolo[3,4-c][1,2,4]triazine derivatives incorporating a thiophene moiety were synthesized from (E)-ethyl 5-(3-(dimethylamino)acryloyl)-4-phenyl-2-(phenylamino)thiophene-3-carboxylate (1). The structures of the newly synthesized compounds were confirmed by IR, ¹H-, (13)C-NMR, mass spectral data and elemental analysis. The antibacterial and antifungal activities of all the synthesized compounds were evaluated. The results indicated that compounds 9, 12, and 19 were found to be more potent than the standard drug Amphotericin B against Aspergillus fumigates. Additionally, compound 12 exhibited higher activity than the standard drug Amphotericin B against Syncephalastrum racemosum.
authors: Department of Chemistry, College of Science, King Saud University, P.O. Box 2455, Riyadh 11451, Saudi Arabia. yahia@ksu.edu.sa.
authors: Yahia Nasser
authors: YN
authors: Mabkhot
authors: Department of Chemistry, College of Science, King Saud University, P.O. Box 2455, Riyadh 11451, Saudi Arabia. fatmah-alotaibi@hotmail.com.
authors: Fatima
authors: F
authors: Alatibi
authors: Department of Chemistry, College of Science, King Saud University, P.O. Box 2455, Riyadh 11451, Saudi Arabia. nelsayed@ksu.edu.sa.|National Organization for Drug Control and Research, Agouza, Giza 35521, Egypt. nelsayed@ksu.edu.sa.
authors: Nahed Nasser E
authors: NN
authors: El-Sayed
authors: Department of Pharmaceutical Chemistry, Faculty of Pharmacy, King Khalid University, Abha 61441, Saudi Arabia. nabila.abdelshafy@gmail.com.|Department of Chemistry, Faculty of Science, Cairo University, Giza 12613, Egypt. nabila.abdelshafy@gmail.com.
authors: Nabila Abdelshafy
authors: NA
authors: Kheder
authors: Department of Chemistry, College of Science, King Saud University, P.O. Box 2455, Riyadh 11451, Saudi Arabia. showiman@ksu.edu.sa.
authors: Salim S
authors: SS
authors: Al-Showiman
mesh_terms: D000890:Anti-Infective Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D001232:Aspergillus fumigatus / Q000254:growth & development*; D009090:Mucorales / Q000254:growth & development*; D013876:Thiophenes / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology
chemical_list: D000890:Anti-Infective Agents; D013876:Thiophenes
keywords: antimicrobial activity; enaminone; pyrazole; pyridine; thiophene