ChemInform Abstract: Novel Imidazo[2,1‐b][1,3,4]thiadiazole Carrying Rhodanine‐3‐acetic Acid as Potential Antitubercular Agents.

Alegaon, Shankar G.; Alagawadi, K. R.; Sonkusare, Pranali V.; Chaudhary, Sagar M.; Dadwe, Dilip H.; Shah, Amol S.

doi:10.1002/chin.201229146

Cited by 3 publications

(4 citation statements)

References 1 publication

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“…Next, Knoevenagel condensation of aldehydes with malonic acid afforded pure (E)-acrylic acids. Finally, condensation of acrylic acids with various amines yielded ITDs (1)(2)(3)(4)(5)(6)(7)(8)(9)(10)(11)(12)(13). Further, compound 13 was oxidized with m-CPBA and Oxone ® to yield sulfoxide 14 and sulfone 15.…”

Section: Synthesismentioning

confidence: 99%

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Structure–activity relationship of imidazothiadiazole analogs for the binding to the ecdysone receptor of insect cells

Yokoi¹,

Minami²,

Nakagawa³

et al. 2015

Pesticide Biochemistry and Physiology

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Diacylhydrazines are the first non-steroidal ecdysone agonists, and five compounds are used as insecticides in agriculture. After the discovery of diacylhydrazine-type compounds, numerous non-steroidal structures were reported as ecdysone agonists. Among various ecdysone agonists, imidazothiadiazoles are reported to be very potent in vitro; however, the experimental detail for the structure identification and bioassays are not stated in the paper (Holmwood and Schindler, Bioorg. Med. Chem. 17, 4064-4070, 2009). In our present study, we synthesized 18 imidazothiadiazole-type compounds and confirmed the chemical structures by spectrometric analyses. The binding activity of the synthesized compounds to the ecdysone receptor was evaluated in terms of the concentration required for 50% inhibition of [(3)H]ponasterone A incorporation [IC50 (M)] into lepidopteran (Sf-9), coleopteran (BCRL-Lepd-SL1), and dipteran (NIAS-AeAl2) cells. 6-(2-Chlorophenyl)-2-(trifluoromethyl)imidazo[2,1-b] [1,3,4]-thiadiazol-5-yl)acrylamide analogs with CONHR (secondary amide) were very potent against Sf-9 cells, but further alkylation (tertiary amide: CONR2) decreased the activity dramatically. Additionally, a primary amide analog (CONH2) was inactive. The activity also decreased 150-fold by the saturation of olefin region of the acrylamide moiety. In addition, various substituents were introduced at the 2-position of the imidazothiadiazole ring to disclose the physicochemical properties of the substituents which are important for receptor binding. The activity increased by 7500-fold with the introduction of the CF2CF2CF3 group compared to the unsubstituted compound against Sf-9 cells. Quantitative structure-activity relationship analysis for these substituents indicated that hydrophobic and electron-withdrawing groups were favorable for binding. Some of the compounds with strong receptor binding activity showed good larvicidal activity against Spodoptera litura. In contrast, the binding affinity of imidazothiadiazole analogs was low or not observed against dipteran and coleopteran cells.

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Section: Synthesismentioning

confidence: 99%

“…Mp: 174-175°C. 1 Other acrylamide analogs (3)(4)(5)(6)(7)(8)(9)(10)(11)(12)(13) were synthesized in a similar manner to that described for compound 2. Analytical data for the compounds are shown below.…”

Section: Thiadiazole (Step A)mentioning

confidence: 99%

Structure–activity relationship of imidazothiadiazole analogs for the binding to the ecdysone receptor of insect cells

Yokoi¹,

Minami²,

Nakagawa³

et al. 2015

Pesticide Biochemistry and Physiology

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“…PSA is also involved in the calculation of percentage absorption (%ABS) as it is inversely proportional to %ABS. 14,15 %ABS = 109 − 0.345 PSA The present study was conducted to investigate the function of some medicinal plants as a powerful inhibitor of COVID-19 major protease.…”

Section: Introductionmentioning

confidence: 99%

Molecular Docking, Molecular Dynamic Simulation and ADME of Some Plant Extracts and their Effects on COVID-19 Patients

2022

TJNPR

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With the spread of media reports about the discovery of "innovative" drugs that could treat people infected with the virus, the World Health Organization rushed to refute such claim on February 6, 2020, stressing that there are no known effective treatments. This opened the door to alternative means of preventing the killer virus. One of these methods is to use medicinal plants with antiviral properties, such as garlic and Nigella sativa. These medicinal herbs have the advantage of containing effective anti-viral compounds. Molecular docking is a method for predicting the preferred binding location of one molecule, known as a ligand, to a second, known as a receptor. 3 Receptors are 3D protein structures that are usually published in the protein data bank. When the 3D structure of the test protein is not available, homology modeling is used instead. Docking is a computational method that has become a popular drug discovery tool, particularly in academic settings, due to its low cost and perceived ease of use. 4,5 The first crucial component of molecular techniques is the searching algorithm, and the second is the scoring function. These two components collaborate to identify the most stable binding conformation between the two partners. The searching algorithm component is in charge of exploring the searching space by making systematic adjustments to the orientation and conformation of the molecule. 6 Many searching algorithms have been developed to look for a more stable compound between the two partners within the conformational space. The scoring function, on the other hand, evaluates or, as the name implies, scores the ligand conformations generated by the search method. The searching function may appear overwhelming at first glance, but it is only the sum of the basic bonding and non-bonding characteristics of the two molecules that comprise the complex.

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“…These compounds are known to exhibit a wide variety of biological activities such as antibacterial [1,2], antitubercular [3], anticancer [4], Antidiabetic [5] , insecticidal [6] herbicidal [7], anthelmatics [8], cardiovascular [9], antiviral [10], hypnotic [11][12][13], antifungal [14][15][16], antitumor [17], anticonvulsant [18], local anesthetic [19] and antimicrobial [20][21] etc.…”

Section: Introductionmentioning

confidence: 99%

Evaluation of some Thiazolidinone derivatives for antibacterial activities against different gram negative and gram positive bacterial strains

Baluja¹

2015

abp

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Thiazolidinones, belong to an important group of heterocyclic compounds. These compounds have been extensively explored for their pharmacological applications. In present study we have taken an attempt to evaluate some newly synthesized thiazolidinones against different gram positive and gram negative bacteria using DMF and DMSO as solvent systems. It was observed that DMF is efficient compared to DMSO. Further, S. typhimurium was found most resistant strain. The compound containing 3-nitrobenzaldehyde was found to be most effective in inhibiting the tested bacterial strains and it was concluded that the activity largely depends upon the pharmacophore of the compound, strain to be tested and the solvent system used.

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ChemInform Abstract: Novel Imidazo[2,1‐b][1,3,4]thiadiazole Carrying Rhodanine‐3‐acetic Acid as Potential Antitubercular Agents.

Cited by 3 publications

References 1 publication

Structure–activity relationship of imidazothiadiazole analogs for the binding to the ecdysone receptor of insect cells

Structure–activity relationship of imidazothiadiazole analogs for the binding to the ecdysone receptor of insect cells

Molecular Docking, Molecular Dynamic Simulation and ADME of Some Plant Extracts and their Effects on COVID-19 Patients

Evaluation of some Thiazolidinone derivatives for antibacterial activities against different gram negative and gram positive bacterial strains

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