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Synthesis and antidiabetic evaluation of some new coumarin coupled 4-thiazolidinone derivatives

A series of new 4-thiazolidinone derivatives were synthesized by reacting various coumarinyl schiff bases with thioglycollic acid. The intermediate coumarinyl schiff bases were synthesized by reacting 4-hydroxyl coumarin with various substituted anilines in alcohol medium. All the newly synthesized compounds were characterized on the basis of IR, 1H NMR and mass spectral data. All the newly synthesized compounds were evaluated for in-vitro antidiabetic activity by alpha-glucosidase inhibition assay. Most of the synthesised compounds showed good antidiabetic activity.

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1H and 13C NMR study on some substituted azolidine derivatives

The 1H and 13C NMR spectra carried out on (where for R = H, X = NH, NMe, NEt, CH2, S, O; for R = Me, X = NMe, CH2; for R = Et, X = NEt) are reported.The comparison of these results with those obtained for the thionic and selonic isologues shows that sulphur and selenium have a greater deshielding effect on the ring than oxygen.The resonance of the carbons not involved in the ? system have been correlated with the ? charges calculated by the DEL RE method.

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Benzothiazole derivatives as anticancer agents

Benzothiazole (BTA) belongs to the heterocyclic class of bicyclic compounds. BTA derivatives possesses broad spectrum biological activities such as anticancer, antioxidant, anti-inflammatory, anti-tumour, antiviral, antibacterial, anti-proliferative, anti-diabetic, anti-convulsant, analgesic, anti-tubercular, antimalarial, anti-leishmanial, anti-histaminic and anti-fungal among others. The BTA scaffolds showed a crucial role in the inhibition of the metalloenzyme carbonic anhydrase (CA). In this review an extensive literature survey over the last decade discloses the role of BTA derivatives mainly as anticancer agents. Such compounds are effective against various types of cancer cell lines through a multitude of mechanisms, some of which are poorly studied or understood. The inhibition of tumour associated CAs by BTA derivatives is on the other hand better investigated and such compounds may serve as anticancer leads for the development of agents effective against hypoxic tumours.

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Synthetic heterocyclic candidates as promising alpha-glucosidase inhibitors: An overview

alpha-Glucosidase enzyme inhibition is an effective therapeutic decorum in the treatment of type 2 diabetes mellitus. Since 1990, three alpha-glucosidase inhibitors are known to exist clinically, Acarbose, Voglibose and Miglitol. Side effects and long synthetic routes to access them forced the researchers to move their focus to discover simple and small heterocyclic motifs that work as promising alpha-glucosidase inhibitors and may eventually lead to the management of postprandial hyperglycemic condition in T2DM. In this regards, this review deals with recently discovered heterocyclic molecules that have been evaluated to exhibit inhibition of alpha-glucosidase enzyme.

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Discovery of Thiazolidin-2-one

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Synthesis and in vitro anti-breast cancer evaluation of some novel benzimidazole ?pyridine conjugates

A new series of benzimidazole bearing pyridine derivatives were synthesized by condensation of 1,2-phenylenediamine with 2-oxo-1,2-dihydro-pyridine-3-carboxylic acid derivative 2 in phosphoric acid to give 3-(1Hbenzo[ d]imidazol-2-yl)-pyridin-2(1H)-one derivative 3. Compound 3 on further reaction with a mixture of phosphorus oxychloride and phosphorus pentachloride gave 2-(2-chloro-) pyridin-3-yl)-1H-benzo[d] imidazole derivative 4. Moreover, 4 were reacted with different amines to give 3-(1H-benzo[d]imidazol-2-yl)-N-(substituted) pyridin-2-amine derivatives 5a-c. Meanwhile, N-(N-(substituted) sulfamoyl) pyridin-3-yl)-1H-benzo[d]imidazole-1-carboxamide derivatives 7a,b were synthesized by reaction of 5c with chlorosulfonyl isocyanate to give 2-(pyridin-3-yl)-1H-benzo [d]imidazole-1-carbonyl) sulfamoyl chloride derivative followed by reaction of the latter with different amines. On the other hand, upon treatment compound 4 with hydrazine hydrate gave the hydrazide derivative 8. The reaction of compound 8 with different alkyl/arylisothiocyanates gave the corresponding thiosemicarbazide derivatives 9a-d, while their cyclo condensation reaction with ethyl chloro acetate gave the corresponding thiazolidin-4-one derivatives 10a-c. Moreover, condensation of 10a,c with aromatic aldehydes afforded the corresponding 5-arylidine-thiazolidin-4-one derivatives 11a,b. Cytotoxic evaluation of some of the newly synthesized compounds against human breast carcinoma cell line MCF-7 revealed that, these compounds showed promising activity compared with Doxorubicin as positive control.

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Recent advances in the synthetic and medicinal perspective of quinolones: A review

In the modern scenario, the quinolone scaffold has emerged as a very potent motif considering its clinical significance. Quinolones possess wide range of pharmacological activities such as anticancer, antibacterial, antifungal, antiprotozoal, antiviral, anti-inflammatory, carbonic anhydrase inhibitory and diuretic activity etc. The versatile synthetic approaches have been successfully applied and several of the resulted synthesized compounds exhibit fascinating biological activities in numerous fields. This has prompted to discover quinolone-based analogues among the researchers due to its great diversity in biological activities. In the past few years, various new, efficient and convenient synthetic approaches (including green chemistry and microwave-assisted synthesis) have been designed and developed to synthesize diverse quinolone-based scaffolds which represent a growing area of interest in academic and industry as well as to explore their biological activities. In this review, an attempt has been made by the authors to summarize (1) One of the most comprehensive listings of quinolone-based drugs or agents in the market or under various stages of clinical development; (2) Recent advances in the synthetic strategies for quinolone derivatives as well as their biological implications including insight of mechanistic studies. (3) Further, the biological data is correlated with structure-activity relationship studies to provide an insight into the rational design of more active agents.

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Selective cyclooxygenase-2 inhibitors: A review of recent chemical scaffolds with promising anti-inflammatory and COX-2 inhibitory activities

Selective cyclooxygenase-2 (COX-2) inhibitors have exhibited notable medicinal importance. In recent years, the discovery of new anti-inflammatory agents as selective COX-2 inhibitors has acquired more attention. This is due to the fact that currently available COX-2 inhibitors are linked with adverse effects. Various new organic scaffolds are being explored as new COX-2 inhibitors. In this review, we have mainly described different chemical scaffolds which have been investigated for COX-2 inhibition and anti-inflammatory activity. In the current review, literature from the last 10 years has been included. It will be helpful for organic and medicinal chemists to scrutinize new agents with minimum side effects.

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Synthesis and characterization of novel anti-inflammatory poly(spiro thiazolidinone)s

Abstract: A new series of spirothiazolidinone polymers has been accomplished by solution polycondensation of 4,12-dioxa-1,9-dithiadispiro[4.2.4.2]tetradecane-3,11-dione (3) with different aliphatic and aromatic diamines. A model compound 4 was prepared by the reaction of spiro-monomer 3 with benzyl amine and was characterized by elemental and spectral analyses. These polymers were characterized by elemental and spectral analyses. The thermal properties of these polymers were investigated by thermogravimetric analysis and differential thermal analysis measurements. The morphological properties of selected polymers 5c and 5e were tested using scanning electron microscope to study their surface morphology. The molar masses of polymers 5a, 5b, and 5d were determined by gel permeation chromatography. In addition, the anti-inflammatory activities were studied for these spiro-polymers in comparison with the model compound by determination in vivo using acute carrageenan-induced paw edema in rats.

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Synthesis, characterization, biological evaluation and molecular docking studies of 2-(1H-benzo[d]imidazol-2-ylthio)-N-(substituted 4-oxothiazolidin-3-yl) acetamides

Background: A series of 2-(1H-benzo[d]imidazol-2-ylthio)-N-(substituted 4-oxothiazolidin-3-yl) acetamides was synthesized and characterized by physicochemical and spectral means. The synthesized compounds were evaluated for their in vitro antimicrobial activity against Staphylococcus aureus, Bacillus subtilis, Escherichia coli, Candida albicans and Aspergillus niger by tube dilution method. The in vitro cytotoxicity study of the compounds was carried out against human colorectal (HCT116) cell line. The most promising anticancer derivatives (5l, 5k, 5i and 5p) were further docked to study their binding efficacy to the active site of the cyclin-dependent kinase-8. Results: All the compounds possessed significant antimicrobial activity with MIC in the range of 0.007 and 0.061 muM/ml. The cytotoxicity study revealed that almost all the derivatives were potent in inhibiting the growth of HCT116 cell line in comparison to the standard drug 5-fluorouracil. Compounds 5l and 5k (IC50 = 0.00005 and 0.00012 muM/ml, respectively) were highly cytotoxic towards HCT116 cell line in comparison to 5-fluorouracil (IC50 = 0.00615 muM/ml) taken as standard drug. Conclusion: The molecular docking studies of potent anticancer compounds 5l, 5k, 5i and 5p showed their putative binding mode and significant interactions with cyclin-dependent kinase-8 as prospective agents for treating colon cancer.

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Nonlinear optical properties of thiazolidinone derivatives

Thiazolidinone derivatives were synthesized and their physicochemical properties are determined by absorption, H NMR spectroscopies. The third order nonlinear optical properties of thiazolidinone containing compounds were investigated in solutions using degenerate four wave mixing (DFWM) method at 532 nm.

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