Synthesis of Mannich N-bases based on benzimidazole derivatives using SiO2OAlCl2 catalyst and their potential as antioxidant, antibacterial, and anticancer agents

This research aimed to synthesis of N-base compounds based on benzimidazole derivatives and their potential as antibacterials, antioxidants, and anticancer. The synthesis was conducted in two stages, namely the intermediate (benzimidazole derivatives) and the final product (N-mannich base), using fi...

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Main Authors: Antonius Herry Cahyana, Ikrimah Desta, Laely Amaliyah, Aida Nadia, Hilna Diana Sahaya, Dicky Annas, Bayu Ardiansah, Mohammad Jihad Madiabu, Inda Mapiliandari, Kang Hyun Park
Format: Article
Language:English
Published: Elsevier 2025-01-01
Series:South African Journal of Chemical Engineering
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Online Access:http://www.sciencedirect.com/science/article/pii/S1026918524001318
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author Antonius Herry Cahyana
Ikrimah Desta
Laely Amaliyah
Aida Nadia
Hilna Diana Sahaya
Dicky Annas
Bayu Ardiansah
Mohammad Jihad Madiabu
Inda Mapiliandari
Kang Hyun Park
author_facet Antonius Herry Cahyana
Ikrimah Desta
Laely Amaliyah
Aida Nadia
Hilna Diana Sahaya
Dicky Annas
Bayu Ardiansah
Mohammad Jihad Madiabu
Inda Mapiliandari
Kang Hyun Park
author_sort Antonius Herry Cahyana
collection DOAJ
description This research aimed to synthesis of N-base compounds based on benzimidazole derivatives and their potential as antibacterials, antioxidants, and anticancer. The synthesis was conducted in two stages, namely the intermediate (benzimidazole derivatives) and the final product (N-mannich base), using five variations of organic acids and SiO2OAlCl2 as catalyst. The results showed that the catalyst was successfully synthesized and characterized by The Fourier transform infrared (FTIR), X-ray diffraction (XRD), and Scanning electron microscopy with energy dispersive X-ray spectroscopy (SEM-EDS). The purity of the synthesized compounds was monitored by Thin layer chromatography (TLC), melting point test, Ultraviolet-visible (UV–Vis), and Liquid chromatography-Mass spectrometry (LC-MS). The five intermediate compounds and five mannich base products yield 77 %-89 % and 65 %-85 %, respectively. The final products were applied through antibacterial testing against Staphylococcus aureus (Gram-positive bacteria) and Escherichia coli (Gram-negative bacteria) by disc diffusion. Mannich base compounds have potential antibacterial agents, but only 4A and 4E gave the best inhibition zone diameter. Meanwhile, the antioxidant testing result using the 1,1-diphenyl-2-picrylhydrazyl (DPPH) method showed the best activity in the mannich base compound 4E. The anticancer test result showed that the five mannich base compounds had potential as anticancer agents.
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publishDate 2025-01-01
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series South African Journal of Chemical Engineering
spelling doaj-art-49a3f8ed9ad2457a915f5a01d2437b6b2025-01-19T06:24:17ZengElsevierSouth African Journal of Chemical Engineering1026-91852025-01-015195111Synthesis of Mannich N-bases based on benzimidazole derivatives using SiO2OAlCl2 catalyst and their potential as antioxidant, antibacterial, and anticancer agentsAntonius Herry Cahyana0Ikrimah Desta1Laely Amaliyah2Aida Nadia3Hilna Diana Sahaya4Dicky Annas5Bayu Ardiansah6Mohammad Jihad Madiabu7Inda Mapiliandari8Kang Hyun Park9Department of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Indonesia, Depok 16242, Indonesia; Corresponding authors.Department of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Indonesia, Depok 16242, IndonesiaDepartment of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Indonesia, Depok 16242, IndonesiaDepartment of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Indonesia, Depok 16242, IndonesiaDepartment of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Indonesia, Depok 16242, IndonesiaResearch Center for Chemistry, National Research and Innovation Agency (BRIN), B.J. Habibie Science and Technology Area, South Tangerang 15314, Indonesia; Corresponding authors.Department of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Indonesia, Depok 16242, IndonesiaDepartment of Analytical Chemistry, Politeknik AKA Bogor, Bogor 16154, IndonesiaDepartment of Analytical Chemistry, Politeknik AKA Bogor, Bogor 16154, IndonesiaDepartment of Chemistry, Pusan National University, Busan, 46241, Republic of KoreaThis research aimed to synthesis of N-base compounds based on benzimidazole derivatives and their potential as antibacterials, antioxidants, and anticancer. The synthesis was conducted in two stages, namely the intermediate (benzimidazole derivatives) and the final product (N-mannich base), using five variations of organic acids and SiO2OAlCl2 as catalyst. The results showed that the catalyst was successfully synthesized and characterized by The Fourier transform infrared (FTIR), X-ray diffraction (XRD), and Scanning electron microscopy with energy dispersive X-ray spectroscopy (SEM-EDS). The purity of the synthesized compounds was monitored by Thin layer chromatography (TLC), melting point test, Ultraviolet-visible (UV–Vis), and Liquid chromatography-Mass spectrometry (LC-MS). The five intermediate compounds and five mannich base products yield 77 %-89 % and 65 %-85 %, respectively. The final products were applied through antibacterial testing against Staphylococcus aureus (Gram-positive bacteria) and Escherichia coli (Gram-negative bacteria) by disc diffusion. Mannich base compounds have potential antibacterial agents, but only 4A and 4E gave the best inhibition zone diameter. Meanwhile, the antioxidant testing result using the 1,1-diphenyl-2-picrylhydrazyl (DPPH) method showed the best activity in the mannich base compound 4E. The anticancer test result showed that the five mannich base compounds had potential as anticancer agents.http://www.sciencedirect.com/science/article/pii/S1026918524001318BenzimidazoleN-mannich baseSiO2-OAlCl2AntibacterialAntioxidantAnticancer
spellingShingle Antonius Herry Cahyana
Ikrimah Desta
Laely Amaliyah
Aida Nadia
Hilna Diana Sahaya
Dicky Annas
Bayu Ardiansah
Mohammad Jihad Madiabu
Inda Mapiliandari
Kang Hyun Park
Synthesis of Mannich N-bases based on benzimidazole derivatives using SiO2OAlCl2 catalyst and their potential as antioxidant, antibacterial, and anticancer agents
South African Journal of Chemical Engineering
Benzimidazole
N-mannich base
SiO2-OAlCl2
Antibacterial
Antioxidant
Anticancer
title Synthesis of Mannich N-bases based on benzimidazole derivatives using SiO2OAlCl2 catalyst and their potential as antioxidant, antibacterial, and anticancer agents
title_full Synthesis of Mannich N-bases based on benzimidazole derivatives using SiO2OAlCl2 catalyst and their potential as antioxidant, antibacterial, and anticancer agents
title_fullStr Synthesis of Mannich N-bases based on benzimidazole derivatives using SiO2OAlCl2 catalyst and their potential as antioxidant, antibacterial, and anticancer agents
title_full_unstemmed Synthesis of Mannich N-bases based on benzimidazole derivatives using SiO2OAlCl2 catalyst and their potential as antioxidant, antibacterial, and anticancer agents
title_short Synthesis of Mannich N-bases based on benzimidazole derivatives using SiO2OAlCl2 catalyst and their potential as antioxidant, antibacterial, and anticancer agents
title_sort synthesis of mannich n bases based on benzimidazole derivatives using sio2oalcl2 catalyst and their potential as antioxidant antibacterial and anticancer agents
topic Benzimidazole
N-mannich base
SiO2-OAlCl2
Antibacterial
Antioxidant
Anticancer
url http://www.sciencedirect.com/science/article/pii/S1026918524001318
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