TY - JOUR
T1 - Synthesis of Mannich N-bases based on benzimidazole derivatives using SiO2[sbnd]OAlCl2 catalyst and their potential as antioxidant, antibacterial, and anticancer agents
AU - Cahyana, Antonius Herry
AU - Desta, Ikrimah
AU - Amaliyah, Laely
AU - Nadia, Aida
AU - Sahaya, Hilna Diana
AU - Annas, Dicky
AU - Ardiansah, Bayu
AU - Madiabu, Mohammad Jihad
AU - Mapiliandari, Inda
AU - Park, Kang Hyun
N1 - Publisher Copyright:
© 2024 The Authors
PY - 2025/1
Y1 - 2025/1
N2 - 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[sbnd]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.
AB - 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[sbnd]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.
KW - Antibacterial
KW - Anticancer
KW - Antioxidant
KW - Benzimidazole
KW - N-mannich base
KW - SiO-OAlCl
UR - http://www.scopus.com/inward/record.url?scp=85209085713&partnerID=8YFLogxK
U2 - 10.1016/j.sajce.2024.11.003
DO - 10.1016/j.sajce.2024.11.003
M3 - Article
AN - SCOPUS:85209085713
SN - 1026-9185
VL - 51
SP - 95
EP - 111
JO - South African Journal of Chemical Engineering
JF - South African Journal of Chemical Engineering
ER -