Tropical Journal of Pharmaceutical Research

Original Research Article | OPEN ACCESS

Nematicidal, larvicidal and antimicrobial activities of some new mannich base imidazole derivatives

Xiangxiong Chen¹ , Seung Woo Lee¹, Akbar Idhayadhulla², Radhakrishnan Surendra Kumar³, Aseer Manilal⁴

¹School of Chemical Engineering, Yeungnam University, Gyeongsan, South Korea; ²Department of Chemistry, School of Basic Sciences, Vels Institute of Science, Technology and Advanced Studies - VELS University, Chennai-600117, Tamil Nadu, India; ³Department of Chemistry, Shivani Engineering College, (Affiliated to Anna University), Tiruchirappalli, Tamil Nadu, India; ⁴Department of Medical Laboratory Sciences, College of Medicine and Health sciences, Arba Minch University, Arba Minch, Ethiopia.

For correspondence:- Xiangxiong Chen Email: c.xiangxiong@yahoo.com

Received: 5 January 2015 Accepted: 30 June 2015 Published: 30 August 2015

Citation: Chen X, Lee SW, Idhayadhulla A, Kumar RS, Manilal A. Nematicidal, larvicidal and antimicrobial activities of some new mannich base imidazole derivatives. Trop J Pharm Res 2015; 14(8):1435-1443 doi: 10.4314/tjpr.v14i8.16

© 2015 The authors.
This is an Open Access article that uses a funding model which does not charge readers or their institutions for access and distributed under the terms of the Creative Commons Attribution License (http://creativecommons.org/licenses/by/4.0) and the Budapest Open Access Initiative (http://www.budapestopenaccessinitiative.org/read), which permit unrestricted use, distribution, and reproduction in any medium, provided the original work is properly credited..

Abstract

Purpose: To synthesize Mannich base imidazole derivatives, and evaluate their antimicrobial, nematicidal and larvicidal properties .

Methods: Compounds 1a-g and 2a-g were prepared using a Mannich condensation method. The chemical structures of compounds 2a-g were confirmed by Fourier transform infrared spectroscopy (IR), proton nuclear magnetic resonance (¹H-NMR), carbon nuclear magnetic resonance (¹³C-NMR), and mass spectrometry (MS) and elemental analyses. Compounds 1a-f and 2a-f were screened for antimicrobial properties using an agar diffusion method. The nematicidal activity of the compounds was evaluated against juvenile Meloidogyne javanica as test organism while larvicidal activity was assessed against the urban mosquito, Culex. Quinquefasciatus, using a standard bioassay protocol.

Results: Compounds 1b, 1g, 2e and 2g were highly active against a few bacterial organisms compared with the reference antibacterial, ciprofloxacin while the antifungal activity of compound 2d was high compared with the reference, clotrimazole. Compounds 1c, 1e, 1g, and 2e showed high toxicity levels of larvicidal activity based their half maximal lethal dose (LD₅₀) values. Compounds 1d, 1e, 1f, 1g, 2d and 2e were highly toxic to nematodes.

Conclusion: Compounds 1b, 1g, 2e and 2g may be useful as lead molecules for the development of new classes of larvicidal, nematicidal and antimicrobial agents.

Keywords: Imidazole, Thiosemicarbazide, Semicarbazide, Condensation, Antimicrobial, Nematicidal, Larvicidal, Structure-activity relationship.