Antimycobacterial evaluation of novel hybrid arylidene thiazolidine-2,4-diones

Ponnuchamy, Singanan; Kanchithalaivan, Selvaraj; Kumar, Raju Ranjith; Ali, Mohamed Ashraf; Choon, Tan Soo

doi:10.1016/j.bmcl.2014.01.007

Cited by 31 publications

(14 citation statements)

References 16 publications

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“…Further, the reaction of (I) with terephthalaldehyde yielded 4-((2,4-dioxothiazolidin-5-ylidene) methyl) benzaldehyde (II). Intermediate-II on further treatment with substituted anilines/amines yielded final 5-((E)-4-((E)-(substituted aryl/alkyl)methyl) benzylidene)thiazolidine-2,4-dione derivatives (1)(2)(3)(4)(5)(6)(7)(8)(9)(10)(11)(12)(13)(14)(15)(16)(17)(18)(19)(20). The physicochemical characterization and spectral analysis of the synthesized derivatives are given in Table 1.…”

Section: Chemistrymentioning

confidence: 99%

“…The physicochemical characterization and spectral analysis of the synthesized derivatives are given in Table 1. The molecular structures of the synthesized derivatives (1)(2)(3)(4)(5)(6)(7)(8)(9)(10)(11)(12)(13)(14)(15)(16)(17)(18)(19)(20) were established using elemental analysis and spectral studies [FT-IR (KBr, cm…”

Section: Chemistrymentioning

confidence: 99%

“…Step 3: Synthesis of various title compounds (1)(2)(3)(4)(5)(6)(7)(8)(9)(10)(11)(12)(13)(14)(15)(16)(17)(18)(19)(20) To the solution of compound II (0.01 mol) in methanol (50 mL), different substituted amines (0.01 mol) were added using catalytic amount of acetic acid (glacial) and refluxed for 4-18 h. The reaction mixture was then allowed to cool and finally recrystallized from methanol to give final compounds (1)(2)(3)(4)(5)(6)(7)(8)(9)(10)(11)(12)(13)(14)(15)(16)(17)(18)(19)(20).…”

Section: Synthesis Of 4-((24-dioxo-13-thiazolidin-5-ylidene)methyl)mentioning

confidence: 99%

“…Small heterocyclic rings having sulfur and nitrogen atoms like thiazolidine-2,4-dione (TZD) have been under study for a long time due to their synthetic variety and therapeutic relevance [4]. The TZD moiety is reported to possess extensive biological potential such as antifungal [5], analgesic, anti-inflammatory [6], hypoglycemic [7], antimalarial [8], antiproliferative [9], antitubercular [10], antioxidant [11], antiviral [12], hypolipidemic [13] and antibacterial [14][15][16] etc. The biological potential of TZD moiety is displayed in Fig.…”

Section: Introductionmentioning

confidence: 99%

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Design, synthesis, in silico studies and biological evaluation of 5-((E)-4-((E)-(substituted aryl/alkyl)methyl)benzylidene)thiazolidine-2,4-dione derivatives

2020

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Background: Looking at the extensive biological potential of thiazolidine-2,4-dione (TZD) moiety, a new series of thiazolidine-2,4-dione analogues was synthesized. Different spectral techniques (1 H-NMR, IR, MS etc.) were used to confirm the chemical structures of the synthesized analogues. These synthesized compounds were screened for their antioxidant and antimicrobial potential. Results and discussion: The antimicrobial screening was carried out against selected strains of fungi and bacteria using serial tube dilution method. The antioxidant potential was assessed using stable 2,2-diphenyl-1-picrylhydrazyl (DPPH) free radical scavenging method. Further, the interaction between synthesized thiazolidine-2,4-dione compounds and DNA gyrase was explored using molecular docking studies. Various ADME parameters were also studied to evaluate the drug likeness of the synthesized compounds. Conclusion: In antimicrobial evaluation, the compounds 4, 9, 11, 12, 13, 15 and 16 displayed promising activity against selected strains of microbes. Antioxidant evaluation found compound 6 having IC 50 = 9.18 μg/mL to be the most potent compound in the series. The molecular docking study revealed compounds 4 (dock score = − 4.73) and 7 (dock score = − 4.61) with decent docking score, possess good interaction inside the ATP binding pocket of DNA gyrase and therefore can be used as lead structure for further optimizing into potent antimicrobial molecule.

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Section: Chemistrymentioning

confidence: 99%

Section: Chemistrymentioning

confidence: 99%

Section: Synthesis Of 4-((24-dioxo-13-thiazolidin-5-ylidene)methyl)mentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Design, synthesis, in silico studies and biological evaluation of 5-((E)-4-((E)-(substituted aryl/alkyl)methyl)benzylidene)thiazolidine-2,4-dione derivatives

2020

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“…Derivatives of thiazolidinones are well reported to show anticancer activities 17,18 as well as antifungal 19 and antibacterial 20 activities. The awareness of broad spectrum of biological activities of thiazolidinones has led to the idea of synthesizing some new derivatives of thiazolidinones.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Characterisation and in Vitro Disease Oriented Anticancer and Antimicrobial Screening of some Novel Thiazolidinones

Singh¹

2018

IJRASET

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ChemInform Abstract: Antimycobacterial Evaluation of Novel Hybrid Arylidene Thiazolidine‐2,4‐diones.

et al. 2014

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nes. -17 Title compounds of type (V) are prepared and most of them show moderate to good antimycobacterial activity. Compound (Ve) exhibits maximum potency and is more active than the standard drug pyrimethamine. The X-ray structure of (Vb) is given. -(PONNUCHAMY, S.; KANCHITHALAIVAN, S.; RANJITH KUMAR*, R.; ASHRAF ALI, M.; SOO CHOON, T.; Bioorg. Med. Chem. Lett. 24 (2014) 4, 1089-1093, http://dx.doi.org/10.1016/j.bmcl.2014.01.007 ; Dep. Org. Chem., Madurai Kamaraj Univ., Madurai 625 021,Tamil Nadu, India; Eng.) -M. Bohle 31-134

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Antimycobacterial evaluation of novel hybrid arylidene thiazolidine-2,4-diones

Cited by 31 publications

References 16 publications

Design, synthesis, in silico studies and biological evaluation of 5-((E)-4-((E)-(substituted aryl/alkyl)methyl)benzylidene)thiazolidine-2,4-dione derivatives

Design, synthesis, in silico studies and biological evaluation of 5-((E)-4-((E)-(substituted aryl/alkyl)methyl)benzylidene)thiazolidine-2,4-dione derivatives

Synthesis, Characterisation and in Vitro Disease Oriented Anticancer and Antimicrobial Screening of some Novel Thiazolidinones

ChemInform Abstract: Antimycobacterial Evaluation of Novel Hybrid Arylidene Thiazolidine‐2,4‐diones.

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