Synthesis and Structure-Activity Relationship of Some New Thiophene-Based Heterocycles as Potential Antimicrobial Agents

• Published in: Molecules (Basel, Switzerland) Vol. 21; no. 8; p. 1036
• Main Authors: Mabkhot, Yahia Nasser, Alatibi, Fatima, El-Sayed, Nahed Nasser E, Kheder, Nabila Abdelshafy, Al-Showiman, Salim S
• Format: Journal Article
• Language: English
• Published: Switzerland MDPI AG 09.08.2016; MDPI
• Subjects: Anti-Infective Agents - chemical synthesis; Anti-Infective Agents - chemistry; Anti-Infective Agents - pharmacology; antimicrobial activity; Antimicrobial agents; Aspergillus; Aspergillus fumigatus - growth & development; Chemistry; enaminone; Mucorales - growth & development; Pharmaceuticals; pyrazole; pyridine; Syncephalastrum racemosum; thiophene; Thiophenes - chemical synthesis; Thiophenes - chemistry; Thiophenes - pharmacology; Saudi Arabia; Egypt; pyrazole; pyridine; antimicrobial activity; enaminone; thiophene
• ISSN: 1420-3049; 1420-3049
• DOI: 10.3390/molecules21081036

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.