Regiospecific Reduction of 4,6‐Dinitrobenzimidazoles: Synthesis, Characterization, and Biological Evaluation

The regiospecific reduction of 4,6‐dinitrobenzimidazole derivatives leading to the corresponding 4‐amino‐6‐nitrobenzimidazoles was studied. The identification of the formed product structures was accomplished by spectroscopic and X‐ray diffraction data. The anticancer and antiparasitic activities of...

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Published in:Chemistry & biodiversity 2023-07, Vol.20 (7), p.e202300191-n/a
Main Authors: Abouelhaoul, El Alami, El Kihel, Abdellatif, Ahbala, Mustapha, Sdassi, Hamid, Köhler, Leonhard H. F., Bauchat, Patrick, Roisnel, Thierry, Khan, Tariq A., Al Nasr, Ibrahim S., Koko, Waleed S., Schobert, Rainer, Biersack, Bernhard
Format: Article
Language:English
Subjects:
4,6-dinitrobenzimidazole
4-amino-6-nitrobenzimidazoles
anticancer agents
Anticancer properties
Antiparasitic agents
Antiparasitic Agents - chemistry
Antiparasitic Agents - pharmacology
Chemical Sciences
Colon cancer
Leishmania major
Parasites
Reduction
regiospecific reduction
Toxoplasma
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Summary:The regiospecific reduction of 4,6‐dinitrobenzimidazole derivatives leading to the corresponding 4‐amino‐6‐nitrobenzimidazoles was studied. The identification of the formed product structures was accomplished by spectroscopic and X‐ray diffraction data. The anticancer and antiparasitic activities of the synthesized compounds were examined, and promising activities against Toxoplasma gondii and Leishmania major parasites were discovered for certain 4,6‐dinitrobenzimidazoles in addition to moderate anticancer activities of the 4‐amino‐6‐nitrobenzimidazole derivatives against T. gondii cells. However, the tumor cell experiments revealed a promising sensitivity of p53‐negative colon cancer cells to these compounds.
ISSN:1612-1872
1612-1880
DOI:10.1002/cbdv.202300191