ChemInform Abstract: Synthesis of New Substituted Azetidinoyl and Thiazolidinoyl‐1,3,4‐thiadiazino (6,5‐b) Indoles as Promising Antiinflammatory Agents.

Bhati, Sudhir Kumar; Kumar, Ashok

doi:10.1002/chin.200913164

Cited by 4 publications

(3 citation statements)

References 1 publication

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“…Nonsteroidal anti-inflammatory drugs (NSAIDs) were widely used to treat acute and/or chronic inflammation due to their ability to relief symptomatic pain [1,2]. Conventional NSAIDs are non-selective cyclooxygenases (COX) enzyme inhibitors; they are involved in the biosynthesis of prostaglandin (PGs) from arachidonic acid [3][4][5].…”

Section: Introductionmentioning

confidence: 99%

Design, Synthesis and Biological Screening of Aminoacetylenic Tetrahydrophthalimide Analogues as Novel Cyclooxygenase (Cox) Inhibitors

Basim

Eldeen

Al‐Kaissi

et al. 2017

Int J Pharm Pharm Sci

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Objective: To design and synthesise a new amino acetylenic tetrahydro phthalimide derivative and investigate their selective inhibitory activity to COXs. Methods:Aminoacetylenic tetrahydro phthalimide derivatives were synthesised by alkylation of tetrahydro phthalimide with propargyl bromide afforded 2-(prop-2-yn-1-yl)-2,3,3a,4,7,7a-hexahydro-1H-isoindole-1,3-dione. The alkylated tetrahydro phthalimide was subjected to Mannich reaction afforded the desired amino acetylenic tetra phthalimide derivatives (AZ 1-6). The elemental analysis was indicated by the EuroEA elemental analyzer and biological characterization was via IR, 1 H-NMR, 13 C-NMR, DSC was determined with the aid of Bruker FT-IR and Varian 300 MHz spectrometer and DMSO-d6 as a solvent, molecular docking was done using the Autodock Tool software (version 4.2). ChemBioDraw was used in the drawing of our schemes.Results: The IR, 1 H-NMR, 13 C-NMR, DSC and elemental analysis were consistent with the assigned structures. The designers of the compounds as COXs inhibitor activity were based on the nationalisation of the important criteria that provide effective inhibitory binding with COXs-receptor. The results indicated that the synthesised compounds (AZ1-6) showed a close similarity in the binding affinity to both COXs and may be more specific to COX-1. AZ-5 showed the highest % of inhibition for COX-1 even better than aspirin. Which may suggest that the aryl group is required for COX-2 inhibition. Conclusion:For the first time, we indicate the requirement of aromaticity in COX-2 structural inhibitory activity.

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Section: Introductionmentioning

confidence: 99%

Design, Synthesis and Biological Screening of Aminoacetylenic Tetrahydrophthalimide Analogues as Novel Cyclooxygenase (Cox) Inhibitors

Basim

Eldeen

Al‐Kaissi

et al. 2017

Int J Pharm Pharm Sci

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“…Among them, 1, 3, 4-thiadiazoles is a promising structure in medicinal chemistry and drug discovery [1] due to their diverse biological activities such as antihypertensive, anti-inflammatory, anti-bacterial, anti-amoebic [2], anti-HIV [3], antitumor and cytotoxic [4] activity. Moreover, they acts as a building block for the synthesis of various biologically active intermediates and derivatives [5,6]. Additionally, Schiff bases derived from amino-thiazoles have been shown to possess promising applications in various biological modeling and activities [7].…”

Section: Introductionmentioning

confidence: 99%

Facile Synthesis, Spectral Studies, DFT Calculations and Biological Activities of Novel Ni (Ii), Cu (Ii), and Pd (Ii) Complexes of Thiadiazole Analogs

Bhatt

Deepthi

Kumar

et al. 2017

Int J Pharm Pharm Sci

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Objective: A facile synthesis of some novel Schiff base derivatives of 2-substituted-5-amino-thiadiazoles along with their Ni (II), Cu (II), and Pd (II) complexes were achieved by sonication and the conventional method. In addition to establish the structure by DFT studies and to explore antimicrobial and anticancer activities of these novel compounds. Methods:The precursor 2-substituted-5-amino-thiadiazoles (T1-T3), target ligands and their metal complexes were synthesized by ultrasonication and conventional means. The isolated products were thoroughly characterized by physical and spectroscopic techniques including 1 H-NMR, 13 C-NMR and IR spectroscopy. All characterized compounds were screened for antimicrobial activities using well diffusion method, and MTT assay was performed for cytotoxicity.Results: All novel compounds were synthesized by a green route i.e. ultra sonication and a noticeable improvement in yield with shorter reaction time than the conventional method were observed. The octahedral geometry was proposed for Ni (II)/Cu (II) complexes whereas square planar for Pd (II) complexes on the basis of the spectral techniques which were supported by DFT analysis by Gaussian03. On the analysis of antimicrobial activities, the compound T7 and T10 showed maximum antibacterial and antifungal activities respectively. However, compounds T25, T37, T31 found to be a potential cytotoxic compound with IC50 value 0.469, 0.865 and 1.131 μM respectively. Conclusion:Analysis of synthetic protocol, it could be concluded that ultra-sonication is the better method to synthesize these potential biological active moiety. On the whole Cu (II) and Ni (II) complexes showed promising activity towards all microorganisms while Pd (II) complex emerged an excellent moiety in carcinoma cell line.

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“…Further, It is evident that the C=N linkage in azomethine derivatives is essential structure requirement for biological activity (Vinusha, 2015) such as, antimicrobial (da Silva et al, 2011), antibacterial (Vashi and Naik, 2004), anticancer (Kuz'min et al, 2005). It has been reported that indole and its derivatives are an important class of bioactive molecules in the field of drugs and pharmaceuticals areas including, anti-inflammatory (Sondhi et al, 2006, Bhati andKumar, 2008;Hemalatha et al, 2013), antimalarial (Santos, 2015, antimicrobial (Karekal et al, 2013;Bhaskar et al, 2007), antiviral (Tichý et al, 2012), antibacterial (Tiwari et al, 2006), antifungal (Guiqing et al, 2016), anticancer (Kumar and Kumer, 2013;Macdonough et al, 2013) and antioxidant activities (Estevão et al, 2010).…”

Section: Introductionmentioning

confidence: 99%

Synthesis, bioactivity and Docking Study of Some New Indole-hydrazone Derivatives

El-Din¹,

Barseem²

2016

J App Pharm Sci

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In the present study, a series of new indole-hydrazone derivatives were synthesized. The structures of the synthesized compounds were established on the basis of elemental and spectral (IR and 1 H-NMR) studies. All synthesized compounds were screened for their anti-inflammatory against carrageenan induced oedema in albino rats at a dose of 0.2 mmol/kg using indomethacin as a standard drug. The reduction in oedema formation was ranged between 72.3 -89.3 % for all the synthesized compounds compared to indomethacin (46 % inhibition). Moreover, their anticancer activity against breast cancer cell line (MCF-7) at a dose of 100µg/ml was evaluated. The compounds 2f and 2j showed mild anticancer activity (61% and 68% inhibition, respectively) compared to doxorubicin. Furthermore, all molecules were docked to the active site of both cox-1 and cox-2 using the docking program Molego virtual docker. All prepared compounds showed high docking score against both cox-1 and cox-2. The dock scores and binding energy were found to be in good agreement with the pharmacological results. Finally, the drug likeness and bioactivity were predicted using Molinspiration software. The results revealed that all new compounds show good drug likeness score and bioactivity score.

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ChemInform Abstract: Synthesis of New Substituted Azetidinoyl and Thiazolidinoyl‐1,3,4‐thiadiazino (6,5‐b) Indoles as Promising Antiinflammatory Agents.

Cited by 4 publications

References 1 publication

Design, Synthesis and Biological Screening of Aminoacetylenic Tetrahydrophthalimide Analogues as Novel Cyclooxygenase (Cox) Inhibitors

Design, Synthesis and Biological Screening of Aminoacetylenic Tetrahydrophthalimide Analogues as Novel Cyclooxygenase (Cox) Inhibitors

Facile Synthesis, Spectral Studies, DFT Calculations and Biological Activities of Novel Ni (Ii), Cu (Ii), and Pd (Ii) Complexes of Thiadiazole Analogs

Synthesis, bioactivity and Docking Study of Some New Indole-hydrazone Derivatives

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