Synthesis, antioxidant, antifungal, molecular docking and ADMET studies of some thiazolyl hydrazones. Issue 16 (15th August 2017)

• Record Type: Journal Article
• Authors: Kauthale, Sushama; Tekale, Sunil; Damale, Manoj; Sangshetti, Jaiprakash; Pawar, Rajendra
• Is Part Of: Bioorganic & medicinal chemistry letters. Volume 27:Issue 16(2017)
• Page Start: 3891
• Page End: 3896
• Publication Date: 2017-08-15
• Subjects: Thiazolyl hydrazones -- Antioxidant -- Antifungal -- Molecular docking -- ADMET; Bioorganic chemistry -- Periodicals; Pharmaceutical chemistry -- Periodicals; 572
• DOI: 10.1016/j.bmcl.2017.06.043
• Languages: English
• ISSNs: 0960-894X

Abstract

Graphical abstract: Abstract: Some thiazolyl hydrazones were synthesized by one pot reaction of thiophene-2-carbaldehyde or 2, 4-dichlorobenzaldehyde, thiosemicarbazide and various phenacyl bromides which were preliminarily screened for in vitro antioxidant and antifungal activities. Excellent DPPH and H2 O2 radical scavenged antioxidant activities were observed with almost all the tested compounds. Compounds4a, 4b, 4c, 4e, 4f and4i showed comparable DPPH scavenged antioxidant potential (90.26–96.56%) whereas H2 O2 scavenged antioxidant activity (90.98–92.08%) was noticeable in case of4a and4f ; showing significant antioxidant potential comparable with the standard ascorbic acid (95.3%). In vitro antifungal activity of synthesized compounds against fungal species Candida albicance, Aspergillus niger and Aspergillus flavus was found to be moderate to good as compared with the standard fluconazole and MIC values were found in the range of 3.12–25 μg/mL. Molecular docking studies revealed that the compounds4a, 4b and4c have a potential to become lead molecules in drug discovery process. In silico ADMET study was also performed for predicting pharmacokinetic and toxicity profile of the synthesized antioxidants which expressed good oral drug like behaviour and non-toxic nature.