Synthesis, in silico and antifungal studies of novel thiophene analogues containing pyrazole ring

• Main Authors: Al-Maqtari, Helmi M., Jamalis, Joazaizulfazli, Chander, Subhash, M. Sirat, Hasnah, Naveen, Shivalingegowda, Lokanath, Neratur K., M. Bohari, Siti P., Bhagwat, Deepak P., Sankaranarayanan, Murugesan
• Format: Article
• Published: Bentham Science Publishers B.V. 2018
• Subjects: QD Chemistry
• Online Access: http://eprints.utm.my/id/eprint/85669/; http://dx.doi.org/10.2174/1570180815666180328144325
• Institution: Universiti Teknologi Malaysia

Background: In the current study, a series of novel thiophene chalcones (3a-g) and pyrazole containing thiophene derivatives (6a-g) were designed as potential anti-fungal agents and evaluated in silico for drug-likeness behavior. Methods: The titled compounds were synthesized using Claisen–Schmidt reaction of 3-methyl-2-thiophenecarboxaldehyde (1) with several acetophenone derivatives (2a-g) followed by cyclization reactions using hydrazine hydrate to form new compounds (6a-g) in good to excellent yield. All the synthesized compounds were characterized by IR, 1H NMR, 13C NMR and Mass spectral analysis. All the synthesized chalcones (3a-g) and pyrazole derivatives (6a-g) were screened for antifungal potency using Candida albicans (MTCC 3958) and Aspergillus niger (MTCC 9933) using fluconazole as standard drug. Results & Conclusion: The assay results revealed interesting finding that, compound 6c showed significant activity against both the tested fungal strains.