Synthesis and Molecular Docking of novel 1,3-Thiazole Derived 1,2,3-Triazoles and In vivo Biological Evaluation for their Anti anxiety and Anti inflammatory Activity

Ankali, Kariyappa N; Rangaswamy, Javarappa; Shalavadi, Mallappa; Naik, Nagaraja; Krishnamurthy, G.

doi:10.1016/j.molstruc.2021.130357

Cited by 40 publications

(15 citation statements)

References 30 publications

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“…Most drugs and biologically relevant compounds possess triazole nucleus privileged precise in their pharmacological purposes [1][2][3]. Triazole is a biologically imperious platform known to be related with significant pharmacological activities such as antidepressant [4], anticonvulsant [5,6], antioxidant [7,8], antimicrobial [9,10], antiviral [11][12][13], analgesic [14], anti-inflammatory [14,15], hypoglycemic [16], anticancer [17,18], antihistamine [19,20], pesticidal-insecticidal [21,22], CNS depressant [23], and antihypertensive properties [24,25]. The significant therapeutic values of triazoles combined with their efficient synthetic procedures made them very interesting units for biological investigation.…”

Section: Introductionmentioning

confidence: 99%

Biological Evaluation of 4-(1H-triazol-1-yl)benzoic Acid Hybrids as Antioxidant Agents: In Vitro Screening and DFT Study

et al. 2021

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Fourteen triazole benzoic acid hybrids were previously characterized. This work aimed to screen their in vitro antioxidant activity using different assays, i.e., DPPH (1,1-diphenyl-1-picrylhydrazyl), reducing the power capability, FRAP (ferric reducing antioxidants power) and ABTS (2,2′-azino-bis(3-ethylben zothiazoline-6-sulfonate) radical scavenging. The 14 compounds showed antioxidant properties in relation to standard BHA (butylated hydroxylanisole) and Trolox (6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxylic acid). Higher antioxidant activity was observed by the parent (1) at a concentration of 100 µg/mL (89.95 ± 0.34 and 88.59 ± 0.13%) when tested by DPPH and ABTS methods in relation to BHA at 100 µg/mL (95.02 ± 0.74 and 96.18 ± 0.33%). The parent (2) demonstrated remarkable scavenging activity when tested by ABTS (62.00 ± 0.24%), however, 3 was less active (29.98 ± 0.13%). Compounds 5, 6, 9, and 11 exhibited good scavenging activity compared to 1. DFT studies were performed using the B3LYP/6-311++g (2d,2p) level of theory to evaluate different antioxidant descriptors for the targets. Three antioxidant mechanisms, i.e., hydrogen atom transfer (HAT), sequential electron transfer proton transfer (SETPT) and sequential proton loss electron transfer (SPLET) were suggested to describe the antioxidant properties of 1–14. Out of the 14 triazole benzoic acid hybrids, 5, 9, 6, and 11 showed some good theoretical results, which were in agreement with some experimental outcomes. Based on the computed (PA and ETE) and (BDE and IP) values in (SPLET) and (HAT and SETPT) mechanisms, respectively, compound 9 emerged has having good antioxidant activity.

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Section: Introductionmentioning

confidence: 99%

Biological Evaluation of 4-(1H-triazol-1-yl)benzoic Acid Hybrids as Antioxidant Agents: In Vitro Screening and DFT Study

et al. 2021

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“…[19] Organic compounds known as 1H-1,2,3-triazole tethered-benzophenone derivatives, which feature both a methanone group and a 1,2,3-triazole ring in their chemical structure, have been the subject of increased interest in recent years due to their broad range of biological events, such as anti-cancer, anti-inflammatory and anti-microbial effects. [20,21] In the present work, the synthetic compound is consisting basic structure of 1,2,3-triazole group with including as a subclass of benzophenone. They encompass several subclasses, such as aurones, chalcones, coumarins, flavones and iso-flavones that serve as fundamental building blocks for many biologically active compounds with antioxidant, anti-inflammatory, and anticancer effects.…”

Section: Introductionmentioning

confidence: 99%

Design, Synthesis, and Cytotoxicity of 1H‐1,2,3‐Triazole Tethered‐Benzophenone Based Derivatives as Potent Candidate Anti‐Breast Cancer Agents

Baka,

Kishore,

Sunkara

et al. 2024

ChemistrySelect

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The process of developing potential anticancer molecules comprises the cautious selection of core moiety and tethering pharmacologically active chemical functionalities to biologically active pharmacophores. Here, we report a library of ten 1H‐1,2,3‐triazole tethered‐benzophenone derivatives. Protein‐ligand interaction studies through molecular docking of our synthesised compounds were carried out with a novel epigenetic oncogene‐enhancer of zeste homolog2 (EZH2). Molecular docking studies disclosed that our synthesized compounds showed potent inhibition against EZH2 and in‐vitro validation assays through MTT assay, Trypan blue dye exclusion and in‐vitro methylation assays, these studies revealed the synthesized compounds‐9 c, 9 f, 9 i showed potent inhibition on EZH2. The anticipated anti‐cancer activity of library molecules was assessed in in‐vitro against breast and lung cancer (MCF7 and A549) cell lines, supported by in‐vitro assays and molecular docking binding studies. Among all ten compounds, 9 c, 9 f, 9 i are exerted potential anti‐cancer activity against the selected cancer cell line in in‐vitro. The results were supported by in‐silico docking studies. Further validation studies in in‐vivo models will pave a way for developing potent inhibitors against breast cancer and lung cancer.

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“…The 1,2,3‐triazole is one of the prominent scaffolds used for the development of the active compounds [24–27] . 1,2,3‐Triazole‐containing compounds received more attention due to their varied biological activities such as antifungal, [28–34] antimicrobial, [35,36] antivirals, [37,38] antimalarial, [39,40] anticancer [41–43] and anti‐inflammatory activities [44,45] . The isoxazole containing natural and synthetic compounds reported for a wide range of biological activities such as antimicrobial, [46,47] antibacterial, [48–50] antifungal, [51,52] antitubercular, [16,53–55] antiviral, [56,57] anticancer, [58–60] and anti‐inflammatory [61–63] …”

Section: Introductionmentioning

confidence: 99%

An Efficient Synthesis, Antimicrobial Evaluation and In Silico Studies of 1,2,3‐Triazolyl‐isoxazolyl‐ethanol Derivatives

Bhoye,

Latif Shaikh,

Walunj

et al. 2024

ChemistrySelect

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A series of 2‐(1‐substituted benzyl‐1H‐1,2,3‐triazol‐4‐yl)‐1‐(5‐arylisoxazol‐3‐yl)ethanol (8 a–p) have been designed and efficiently synthesized. The structure of the compounds 8 a–p was characterized by spectral methods. The newly synthesized 1,2,3‐triazolyl‐isoxazolyl‐ethanol (8 a–p) derivatives were evaluated for in vitro antimicrobial activity against P. mirabilis, E. coli, S. albus, B. subtilis, C. albicans and A. niger. Eleven derivatives showed good activity against the Gram‐negative strains. Compounds 8 b, 8 c, 8 d, 8 g, 8 h, 8 i, 8 j, 8 k, 8 n, 8 o, and 8 p showed good antibacterial against E. coli activity. Against P. mirabilis, compounds 8 a, 8 b, 8 d, 8 g, 8 h, 8 k, 8 l, 8 m, 8 n, 8 o, and 8 p showed good activity, compounds 8 o, and 8 p showed two‐fold less activity than the reference drug streptomycin. Against the Gram‐positive strain, B. subtilis, compounds 8 c, 8 d and 8 f showed good activity, from which the compounds 8 d and 8 f were found only two‐fold less potent than the reference drug streptomycin. Against fungal strains, C. albicans, compound 8 g and against A. niger, compounds 8 f, 8 h and 8 j showed good antifungal activity. Against A. niger strain, the compounds 8 f and 8 h reported only two‐fold less activity than the reference drug fluconazole. The active compounds were studied for molecular docking and molecular dynamics simulations.

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Synthesis and Molecular Docking of novel 1,3-Thiazole Derived 1,2,3-Triazoles and In vivo Biological Evaluation for their Anti anxiety and Anti inflammatory Activity

Cited by 40 publications

References 30 publications

Biological Evaluation of 4-(1H-triazol-1-yl)benzoic Acid Hybrids as Antioxidant Agents: In Vitro Screening and DFT Study

Biological Evaluation of 4-(1H-triazol-1-yl)benzoic Acid Hybrids as Antioxidant Agents: In Vitro Screening and DFT Study

Design, Synthesis, and Cytotoxicity of 1H‐1,2,3‐Triazole Tethered‐Benzophenone Based Derivatives as Potent Candidate Anti‐Breast Cancer Agents

An Efficient Synthesis, Antimicrobial Evaluation and In Silico Studies of 1,2,3‐Triazolyl‐isoxazolyl‐ethanol Derivatives

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