Evaluation of antimicrobial activity and retention behavior of newly synthesized vanilidene derivatives of Meldrum’s acids using QSRR approach

Background: Nitro-derivatives of heterocyclic compounds were used as active agents against pathogenic microorganisms. A set of 4- and 5-nitroimidazole derivatives exhibiting antimicrobial activity was analyzed with the use of Quantitative Structure-Activity Relationships (QSAR) method. The study included compounds used both in documented treatment and those described as experimental. Objective: The purpose of this study was to demonstrate the common and differentiating characteristics of the above-mentioned chemical compounds alike physicochemically as well as pharmacologically based on the quantum chemical calculations and microbiological activity data. Methods: During the study PCA and MLR analysis were performed, as the types of proposed chemometric approach. The semi-empirical and ab initio level of in silico molecular modeling was performed for calculations of molecular descriptors. Results: QSAR models were proposed based on chosen descriptors. The relationship between the nitro-derivatives structure and microbiological activity data was able to class and describe the antimicrobial activity with the use of statistically significant molecular descriptors. Conclusion: The applied chemometric approaches revealed the influential features of the tested structures responsible for the antimicrobial activity of studied nitro-derivatives.

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Novel Derivatives of 4-Methyl-1,2,3-Thiadiazole-5-Carboxylic Acid Hydrazide: Synthesis, Lipophilicity, and In Vitro Antimicrobial Activity Screening

Applied Sciences ◽

10.3390/app11031180 ◽

2021 ◽

Vol 11 (3) ◽

pp. 1180

Author(s):

Kinga Paruch ◽

Łukasz Popiołek ◽

Anna Biernasiuk ◽

Anna Berecka-Rycerz ◽

Anna Malm ◽

...

Keyword(s):

Antimicrobial Activity ◽

Carboxylic Acid ◽

Bacterial Infections ◽

Acid Hydrazide ◽

Antimicrobial Effect ◽

In Vitro Antimicrobial Activity ◽

Research Goal ◽

New Compounds ◽

Derivatives Of

Bacterial infections, especially those caused by strains resistant to commonly used antibiotics and chemotherapeutics, are still a current threat to public health. Therefore, the search for new molecules with potential antimicrobial activity is an important research goal. In this article, we present the synthesis and evaluation of the in vitro antimicrobial activity of a series of 15 new derivatives of 4-methyl-1,2,3-thiadiazole-5-carboxylic acid. The potential antimicrobial effect of the new compounds was observed mainly against Gram-positive bacteria. Compound 15, with the 5-nitro-2-furoyl moiety, showed the highest bioactivity: minimum inhibitory concentration (MIC) = 1.95–15.62 µg/mL and minimum bactericidal concentration (MBC)/MIC = 1–4 µg/mL.

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Antimicrobial activity of piperazine derivatives of chitosan

Carbohydrate Polymers ◽

10.1016/j.carbpol.2008.04.010 ◽

2008 ◽

Vol 74 (3) ◽

pp. 566-571 ◽

Cited By ~ 50

Author(s):

Már Másson ◽

Jukka Holappa ◽

Martha Hjálmarsdóttir ◽

Ögmundur V. Rúnarsson ◽

Tapio Nevalainen ◽

...

Keyword(s):

Antimicrobial Activity ◽

Piperazine Derivatives ◽

Derivatives Of

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Synthesis and biological activity of 4-thiazolidinone derivatives of phenothiazine

Journal of the Serbian Chemical Society ◽

10.2298/jsc100924152s ◽

2012 ◽

Vol 77 (1) ◽

pp. 17-26 ◽

Cited By ~ 9

Author(s):

Ritu Sharma ◽

Pushkal Samadhiya ◽

Savitri Srivastava ◽

Santosh Srivastava

Keyword(s):

Antimicrobial Activity ◽

Heterocyclic Compounds ◽

Thioglycolic Acid ◽

Cycloaddition Reaction ◽

Aromatic Aldehydes ◽

Knoevenagel Reaction ◽

Antituberculosis Activity ◽

Bacteria And Fungi ◽

Derivatives Of ◽

Anhydrous Zncl2

A new series of N-[3-(10H-phenothiazinyl)-propyl]-2-(substituted phenyl)-4-oxo-5-( substituted benzylidene)-1,3-thiazolidine-carboxamide, 5(as) have been synthesized. The cycloaddition reaction of thioglycolic acid with N-[3-(10H-phenothiazinyl)-propyl]-N?-[(substituted phenyl)-methylidene]- urea, 3(a-s) in the presence of anhydrous ZnCl2 afforded new heterocyclic compounds N-[3-(10H-phenothiazinyl)-propyl]-2-(substituted phenyl)-4-oxo- 1,3-thiazolidine-carboxamide, 4(a-s). The later product on treatment with several selected substituted aromatic aldehydes in the presence of C2H5ONa undergoes Knoevenagel reaction to yield 5(a-s). The structure of compounds 1, 2, 3(a-s), 4(a-s) and 5(a-s) were confirmed by IR, 1H NMR, 13C NMR, Fmass and chemical analysis. All above compounds were screened for their antimicrobial activity against some selected bacteria and fungi and for antituberculosis activity compounds have been screened against the bacterium M. tuberculosis.

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