Design, ultrasonic synthesis, antimicrobial activity and molecular docking studies of pyridine-2,6-dithiazole/dioxazole analogues

• Published in: Journal of molecular structure 2024-11, Vol.1316, p.139063, Article 139063
• Main Authors: A.C., Maria Sundari, Jha, Anjali, Amperayani, Karteek Rao, Chand, V. Mohan
• Format: Article
• Language: English
• Subjects: Antimicrobial studies; Molecular docking studies; Pyridine-2,6-dithiazole/dioxazole analogues; Schiff bases; Ultrasonic assisted synthesis
• ISSN: 0022-2860
• DOI: 10.1016/j.molstruc.2024.139063

•An efficient ultrasonic synthesis was developed for the synthesis of 5,5′-(pyridine-2,6-diyl)bis(1,3,4-thiadiazol-2-amine):S-6 and 5,5′-(pyridine-2,6-diyl)bis(1,3,4-oxaadiazol-2-amine):S-16.•Their structurally diverse schiff base analogues were also prepared.•The insilico and invitro anti-microbial studies of the synthesized compounds were performed.•The compounds S-18, S-21 and S-11 having a higher docking score of −10.8, −10.7 and −10 Kcal/mol had strong binding to 6-hydroxymethyl-7,8-dihydropterin pyrophos- phokinase.•The presence of halogens and OH group on phenyl ring in the structure of compounds makes them potential antimicrobial compounds. An efficient ultrasonic synthesis of structurally diverse Pyridine-2,6-dithiazole/ dioxazole analogues were designed and achieved by ultrasonic irradiation techniqueas well as by conventional method. The advantages of this eco-friendly ultrasonic irradiation method over conventional method are excellent yields, no metal catalyst, less toxic solvents, simple workup, no chromatographic column purifications. The precursor S-6 and S-16 and their Schiff base derivatives S-10 to S-15 and S-17 to S-22 were characterized by spectral means, found consistent for expected structure. To check their biological potential molecular docking and invitro antimicrobial studies were also performed. [Display omitted]