Synthesis and antituberculosis activity of new acylthiosemicarbazides designed by structural modification

Martı́nez, Roberto; Espitia-Pinzón, Clara; Silva-Miranda, Mayra; Chávez-Santos, Rosa María; Pretelín-Castillo, Gustavo; Ramos-Orea, Aldahir; Hernández-Báez, Ángela M; Cotlame-Pérez, Sandra; Pedraza-Rodríguez, Rogelio

doi:10.1002/ddr.21626

Cited by 3 publications

(2 citation statements)

References 19 publications

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“…Various drug-resistant TB occurs, and they are multi-drug resistant, pre-extensively drug-resistant TB, and extensively drug-resistant TB. The present study shows various mode behind the antitubercular activity of the designed hetero moiety derived from both naturally isolated phytoconstituents and chemical entities like furan, semicarbazides, phenylhydrazine, pyrimidine, chalconeand Guanidine [2][3][4][5] .…”

Section: Introduction: Mycobacterium Tuberculosis Is the Bacteria Tha...mentioning

confidence: 99%

Untitled

2023

IJPSR

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Tuberculosis (TB) is caused by a bacterium called Mycobacterium tuberculosis, identified as a global health emergency by the world health organization. The development of drug-resistance stains due to spontaneous gene mutation has been a major boost to research in the pathogenicity and biochemistry of Mtb. To combat drug resistance to tuberculosis, new drugs and methodologies are emerging. Since, starting itself mycobacterium complex cell wall has been a choice for widely selected targets for anti-TB drugs. Peptidoglycan, arabinogalactan, and mycolic acid are the basic layers supporting cell growth. The current work investigates virtual screening for optimal small molecule inhibitors targeted against selected mycolic acid targets (β-keto acyl ACP synthase, enoyl acyl ACPreductase and Polyketide synthase 13). A small library of 485 compounds was designed and docked into a selected target core to identify the potential inhibitor. The designed compounds were subjected to docking studies using Glide (Schrodinger). InhA was the most suitable mycolic acid inhibitor target for the designed compounds. Further, the effectiveness of the study was evaluated by comparing the docking score of known molecules against selected targets with the designed library.

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Section: Introduction: Mycobacterium Tuberculosis Is the Bacteria Tha...mentioning

confidence: 99%

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2023

IJPSR

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“…Hydrazine-1-carbothioamide (3-thiosemicarbazide) derivatives received considerable attention owing to their diverse chemotherapeutic activities [ 1 ]. Several mono- and di-substituted- N -hydrazine-1-carbothioamides were reported to possess marked anticancer [ 2 , 3 , 4 , 5 , 6 , 7 , 8 , 9 ], antifungal [ 10 , 11 , 12 ], antituberculous [ 13 , 14 , 15 ], antiviral [ 16 , 17 ], antibacterial [ 18 , 19 , 20 , 21 , 22 ], and antiprotozoan activities [ 23 , 24 , 25 , 26 ]. In addition, several hydrazine-1-carbothioamide derivatives were recognized as potent urease inhibitors [ 27 , 28 , 29 , 30 , 31 , 32 ].…”

Section: Introductionmentioning

confidence: 99%

X-ray Structures and Computational Studies of Two Bioactive 2-(Adamantane-1-carbonyl)-N-substituted Hydrazine-1-carbothioamides

et al. 2022

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Two biologically active adamantane-linked hydrazine-1-carbothioamide derivatives, namely 2-(adamantane-1-carbonyl)-N-(tert-butyl)hydrazine-1-carbothioamide) 1 and 2-(adamantane-1-carbonyl)-N-cyclohexylhydrazine-1-carbothioamide 2, have been synthesized. X-ray analysis was conducted to study the effect of the t-butyl and cyclohexyl moieties on the intermolecular interactions and conformation of the molecules in the solid state. X-ray analysis reveals that compound 1 exhibits folded conformation, whereas compound 2 adopts extended conformation. The Hirshfeld surface analysis indicates that the contributions of the major intercontacts involved in the stabilization of the crystal structures do not change much as a result of the t-butyl and cyclohexyl moieties. However, the presence and absence of these contacts is revealed by the 2D-fingerprint plots. The CLP–Pixel method was used to identify the energetically significant molecular dimers. These dimers are stabilized by different types of intermolecular interactions such as N–H···S, N–H···O, C–H···S, C–H···O, H–H bonding and C–H···π interactions. The strength of these interactions was quantified by using the QTAIM approach. The results suggest that N–H···O interaction is found to be stronger among other interactions. The in vitro assay suggests that both compounds 1 and 2 exhibit urease inhibition potential, and these compounds also display moderate antiproliferative activities. Molecular docking analysis shows the key interaction between urease enzyme and title compounds.

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Introducing the NUATEI Consortium: A Mexican Research Program for the Identification of Natural and Synthetic Antimicrobial Compounds for Prevalent Infectious Diseases

Carrero,

Espinoza,

Huerta

et al. 2024

Pharmaceuticals

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The need for new drugs to treat human infections is a global health concern. Diseases like tuberculosis, trypanosomiasis, amoebiasis, and AIDS remain significant problems, especially in developing countries like Mexico. Despite existing treatments, issues such as resistance and adverse effects drive the search for new alternatives. Herein, we introduce the NUATEI research consortium, made up of experts from the Institute of Biomedical Research at UNAM, who identify and obtain natural and synthetic compounds and test their effects against human pathogens using in vitro and in vivo models. The consortium has evaluated hundreds of natural extracts and compounds against the pathogens causing tuberculosis, trypanosomiasis, amoebiasis, and AIDS, rendering promising results, including a patent with potential for preclinical studies. This paper presents the rationale behind the formation of this consortium, as well as its objectives and strategies, emphasizing the importance of natural and synthetic products as sources of antimicrobial compounds and the relevance of the diseases studied. Finally, we briefly describe the methods of the evaluation of the compounds in each biological model and the main achievements. The potential of the consortium to screen numerous compounds and identify new therapeutic agents is highlighted, demonstrating its significant contribution to addressing these infectious diseases.

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Synthesis and antituberculosis activity of new acylthiosemicarbazides designed by structural modification

Cited by 3 publications

References 19 publications

Untitled

Untitled

X-ray Structures and Computational Studies of Two Bioactive 2-(Adamantane-1-carbonyl)-N-substituted Hydrazine-1-carbothioamides

Introducing the NUATEI Consortium: A Mexican Research Program for the Identification of Natural and Synthetic Antimicrobial Compounds for Prevalent Infectious Diseases

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