1,2,3‐Triazole derivatives of 3‐ferrocenylidene‐2‐oxindole: Synthesis, characterization, electrochemical and antimicrobial evaluation
- 27 February 2019
- journal article
- research article
- Published by Wiley in Applied Organometallic Chemistry
- Vol. 33 (4)
Abstract
A series of bioactive, triazole‐linked benzyl, aryl, sugar and aliphatic conjugates of 3‐ferrocenylidene‐oxindole have been synthesized. A facile 1,3‐dipolar‐Huisgen coupling reaction of the respective azides with the 3‐ferrocenylidene‐oxindole N‐propargyl moiety (3) gave the corresponding conjugates (5a–n). All the newly synthesized compounds (5a–n) were characterized by 1H‐NMR, 13C‐NMR, HRMS, Fourier transform‐infrared spectroscopy and elemental analysis. The UV–Vis and electrochemical studies of these compounds were performed in dimethylsulfoxide solutions. The structure of compound (3) was determined by single crystal X‐ray diffraction study. These compounds exhibited moderate to good antimicrobial activity against Gram‐positive and Gram‐negative strains.Keywords
This publication has 58 references indexed in Scilit:
- Synthesis, Crystal Structure, Electronic Spectroscopy, Electrochemistry and Biological Studies of Ferrocene–Carbohydrate ConjugatesEuropean Journal of Inorganic Chemistry, 2012
- Sandwich and Half-Sandwich Derivatives of Platensimycin: Synthesis and Biological EvaluationOrganometallics, 2012
- Click JAHAs: conformationally restricted ferrocene-based histone deacetylase inhibitorsMedChemComm, 2011
- Efficient synthesis, structural characterization and anti-microbial activity of chiral aryl boronate esters of 1,2- O -isopropylidene-α- d -xylofuranoseBioorganic & Medicinal Chemistry Letters, 2011
- 3‐Alkenyl‐oxindoles: Natural Products, Pharmaceuticals, and Recent Synthetic Advances in Tandem/Telescoped ApproachesEuropean Journal of Organic Chemistry, 2010
- Trioxaferroquines as New Hybrid Antimalarial DrugsJournal of Medicinal Chemistry, 2010
- Synthesis of antitumour (1H-1,2,3-triazol-4-yl)-4-hydroxycyclohexa-2,5-dien-1-ones by copper-catalysed Huisgen cycloadditionsOrganic & Biomolecular Chemistry, 2010
- Structural and biological investigation of ferrocene-substituted 3-methylidene-1,3-dihydro-2H-indol-2-onesDalton Transactions, 2008
- Ferrocifens and Ferrocifenols as New Potential Weapons against Breast CancerChimia, 2007
- Inhibition of carbonic anhydrase isozymes I, II and IX with benzenesulfonamides containing an organometallic moietyBioorganic & Medicinal Chemistry Letters, 2007