title: Synthesis and Antimycobacterial Activity of Symmetric Thiocarbohydrazone Derivatives against Mycobacterium bovis BCG.
abstract: In this work, we reported the synthesis and evaluation of antimycobacterial and antifungal activity of a series of thiocarbohydrazone derivatives which are thiacetazone congeners. The target compounds were synthesized in superior yields by reacting thiocarbohydrazide with different aromatic aldehydes and methyl ketones. Compounds 8, 19 and 25 were found to be the most potent derivatives, exhibiting acceptable activity against Mycobacterium bovis BCG compared to thiacetazone and ethambutol as reference substances. Compounds 8, 15 and 25 exhibited the highest activity against Candida albicans. The most active compounds had a completely different aromatic ring system with various electronic, steric and lipophilic natures. This is understandable in light of the fact that carbohydrazone derivatives must undergo a metabolic activation step before exerting their anti-TB activity and different SAR rules govern each one of these two processes.
authors.affiliation: Department of Medicinal Chemistry, School of Pharmacy, Shahid Beheshti University of Medical Sciences, Tehran, Iran.
authors.forename: Kamaleddin
authors.initials: K
authors.lastname: Haj Mohammad Ebrahim Tehrani
authors.forename: Farzad
authors.initials: F
authors.lastname: Kobarfard
authors.forename: Parisa
authors.initials: P
authors.lastname: Azerang
authors.forename: Maryam
authors.initials: M
authors.lastname: Mehravar
authors.forename: Zohreh
authors.initials: Z
authors.lastname: Soleimani
authors.forename: Ghazaleh
authors.initials: G
authors.lastname: Ghavami
authors.forename: Soroush
authors.initials: S
authors.lastname: Sardari
keywords: Antifungal; In silico; Mycobacterium bovis; Thiacetazone; Thiocarbohydrazone