Browsing by Author "Patil, Shashank M."

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    Benzodioxole grafted spirooxindole pyrrolidinyl derivatives: synthesis, characterization, molecular docking and anti-diabetic activit
    (Royal Society of Chemistry, 2022-08-25) Nivetha, Narayanasamy; Martiz, Reshma Mary; Patil, Shashank M.; Ramu, Ramith; Sreenivasa, Swamy; Sivan, Velmathi
    A highly stereoselective, three-component method has been developed to synthesize pyrrolidine and pyrrolizidine containing spirooxindole derivatives. The interaction between the dipolarophile α,β-unsaturated carbonyl compounds and the dipole azomethine ylide formed in situ by the reaction of 1,2-dicarbonyl compounds and secondary amino acids is referred to as the 1,3-dipolar cycloaddition reaction. The reaction conditions were optimized to achieve excellent stereo- and regioselectivity. Shorter reaction time, simple work-up and excellent yields are the salient features of the present approach. Various spectroscopic methods and single crystal X-ray diffraction examinations of one example of compound 6i validated the stereochemistry of the expected products. The anti-diabetic activity of the newly synthesized spirooxindole derivatives was tested against the α-glucosidase and α-amylase enzymes. Compound 6i was found to exhibit potent inhibition activity against α-glucosidase and α-amylase enzymes which is further evidenced by molecular docking studies. © 2022 The Royal Society of Chemistry.
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    One-pot three-component synthesis of novel phenyl-pyrano-thiazol-2-one derivatives and their anti-diabetic activity studies
    (Elsevier B.V., 2022-07-12) Prabhakaran, Srinivasan; Nivetha, Narayanasamy; Patil, Shashank M.; Mary Martiz, Reshma; Ramu, Ramith; Sreenivasa, Swamy c; Velmathi, Sivan
    An easy and rapid synthetic approach for the synthesis of phenyl-pyrano-thiazol-2-one derivatives using base catalysed one-pot three-component reaction between substituted aromatic aldehyde, N-methyl-1-(methylthio)-2-nitroethamine (NMSM) and thiazolidinedione is reported. Among the bases tested, piperidine was proven to be the most efficient organo-base catalyst, when ethanol was used as a solvent. The product was obtained in good yields and confirmed using FT-IR, NMR and mass spectroscopic techniques. The electron withdrawing group substituted product was obtained in higher yield compared to the electron donating group substituted product. The strategy used involved mild reaction conditions, shorter reaction time and easy isolation of products. The reaction sequence involved Knoevenagel condensation, Michael addition followed by intramolecular O-cyclization. © 2022 The Authors