A new group of potential antituberculotics: N-(2-pyridylmethyl)salicylamides and N-(3-pyridylmethyl)salicylamides
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Eva Petrlíková
,
Karel Waisser
Abstract
As a part of our systematic study of antimycobacterially active derivatives of salicylamides, a series of nineteen derivatives of N-(2-pyridylmethyl)salicylamides and N-(3-pyridylmethyl)salicylamides was synthesised. The compounds exhibited in vitro activity against Mycobacterium tuberculosis and M. avium. Their lipophilicity, R M, was measured by thin layer chromatography on silica gel impregnated with trioctadecylsilane and the logarithm of the partition coefficient (octanol-water), logP, was calculated. Both the parameters of lipophilicity correlated. The quantitative relationship between the structure and antimycobacterial activity was calculated. Antimycobacterial activity increased with an increase in lipophilicity. The N-(2-pyridylmethyl)salicylamide derivatives were more active than the derivatives of isomeric N-(3-pyridylmethyl)salicylamides. The geometry of compounds was calculated and the calculation was verified by measuring the length of the hydrogen bond between hydroxyl and carbonyl groups on the salicylic moiety.
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© 2011 Institute of Chemistry, Slovak Academy of Sciences
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Articles in the same Issue
- Application of polyaniline as an efficient and novel adsorbent for azo dyes removal from textile wastewaters
- Enzymatic synthesis and analytical monitoring of terpene ester by 1H NMR spectroscopy
- Effect of fiber modification with carboxymethyl cellulose on the efficiency of a microparticle flocculation system
- Synthesis, crystal structure, and thermal analysis of a copper(II) complex with imidazo[4,5-f]1,10-phenantroline
- Hydrothermal synthesis of core-shell structured PS@GdPO4:Tb3+/Ce3+ spherical particles and their luminescence properties
- Optical characterisation of organosilane-modified nanocrystalline diamond films
- Synthesis, optical, and spectroscopic characterisation of substituted 3-phenyl-2-arylacrylonitriles
- A new group of potential antituberculotics: N-(2-pyridylmethyl)salicylamides and N-(3-pyridylmethyl)salicylamides
- Synthesis and antimicrobial properties of new 2-((4-ethylphenoxy)methyl)benzoylthioureas
- Synthesis, characterisation, and biological activity of three new amide prodrugs of lamotrigine with reduced hepatotoxicity
- Comparative study of CTAB adsorption on bituminous coal and clay mineral
- Density of the systems (NaF/AlF3)—AlPO4 and (NaF/AlF3)—NaVO3
- Semiquinol and phenol compounds from seven Senecio species
- Determination of the enthalpy of fusion of K3NbO2F4
