skip to main content

Synthesis and Antibacterial Testing of Imina Derivative Compounds from Piperonal and Anilin

Chemistry Department, Faculty of Sciences and Mathematics, Diponegoro University, Indonesia

Published: 31 Jan 2018.
Open Access Copyright 2018 Jurnal Kimia Sains dan Aplikasi under http://creativecommons.org/licenses/by-sa/4.0.

Citation Format:
Abstract
Synthesis of Imine derivates used as antibacterial activity has been done. Synthesis was conducted by condensation reaction between piperonal and aniline. The product synthesis was characterized by melting point, LC-MS, FTIR and 1H-NMR, then application of the product as antibacterial towards bacteria Staphylococcus aureus and Escherichia coli. The product of synthesis was pale-brown solid, and had melting point at 56-61 0C. Identification by LC-MS showed the compound molecular weight was 225.30 gram/mol, identification by FTIR showed a compound contained imine C=N at 1620.21 cm-1, C-H aromatic at 1581.63 cm-1, Csp3-H at 2962.37 cm-1 from CH2, and C-O at 1265.30 cm-1, Identification by 1H-NMR showed a compound had a singlet peak at δ=6 ppm that proton was from the CH2, multiplet peak at δ=6.9-7.7 ppm proton from two aromatics and singlet peak at δ=8.4 ppm from proton imine. The minimum inhibitory concentration of the product towards Staphylococcus aureus and Escherichia coli was 1 mg/mL with diameter inhibition zone 2 mm and 3 mm. From these data it could be concluded that the compound 3,4- methlenedioxybenzilyimine was formed and it had ability as an antibacterial agent.
Fulltext View|Download
Keywords: synthesis; imine; piperonal; aniline; antibacterial

Article Metrics:

  1. JM Gibson, Mikrobiologi dan Patologi Modern untuk perawat, Terjemahan dan Modern Microbiology and Pathologi for Nurses, oleh Soma Prasada. EGC, Jakarta, (1996)
  2. Neeraj Kumar Fuloria, Vijender Singh, M. Shaharyar, Mohammed Ali, Synthesis, characterization and antimicrobial evaluation of novel imines and thiazolidinones, Acta Poloniae Pharmaceutica & Drug Research, 66, 1, (2009) 141-146
  3. Amjid Iqbal, Hamid Latif Siddiqui, CM Ashraf, Matloob Ahmad, George W Weaver, Synthesis, Characterization and Antibacterial Activity of Azomethine Derivatives Derived from 2-Formylphenoxyacetic Acid, Molecules, 12, 2, (2007) 245-254 http://dx.doi.org/10.3390/12020245
  4. Sandra S Konstantinović, Budimir V Konstantinović, Jasmina M Jovanović, Synthesis and structure of vanillin azomethines, Chemical Industry and Chemical Engineering Quarterly/CICEQ, 15, 4, (2009) 279-281 http://dx.doi.org/10.2298/CICEQ0904279K
  5. B Soekardjo, S Hardjono, R Sondakh, Hubungan struktur-aktivitas obat antibiotika. Dalam: Siswandono & Soekardjo. B, Kimia Medisinal, 2, (2000)
  6. Jens Schmeyers, Fumio Toda, Juergen Boy, Gerd Kaupp, Quantitative solid–solid synthesis of azomethines, Journal of the Chemical Society, Perkin Transactions 2, 4, (1998) 989-994
  7. Majed M Hania, Synthesis of some imines and investigation of their biological activity, Journal of Chemistry, 6, 3, (2009) 629-632
  8. RJ Fessenden, JS Fessenden, Kimia Organik, diterjemahkan oleh Pudjaatmaka, AH, jilid, 1, (1994) 209-210
  9. Sayed Alam, Synthesis, antibacterial and antifungal activity of some derivatives of 2-phenyl-chromen-4-one, Journal of Chemical Sciences, 116, 6, (2004) 325-331

Last update:

  1. Piperonal: The Journey so Far

    Jain Akash, Chaudhary Dushyant, Chaudhary Jasmine. Mini-Reviews in Medicinal Chemistry, 20 (18), 2020. doi: 10.2174/1389557520666200711173149
  2. Synthesis of derivatives azomethine compounds bonded to alkoxylated benzene and their antibacterial activity tests

    I Ismiyarto, N Rizki, N Ngadiwiyana, P R Sarjono, N B A Prasetya. Journal of Physics: Conference Series, 1524 (1), 2020. doi: 10.1088/1742-6596/1524/1/012090

Last update: 2024-11-20 13:34:24

No citation recorded.