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

被引:3
作者
Abouelhaoul, El Alami [1 ]
El Kihel, Abdellatif [1 ]
Ahbala, Mustapha [1 ]
Sdassi, Hamid [1 ]
Koehler, Leonhard H. F. [2 ]
Bauchat, Patrick [2 ,3 ]
Roisnel, Thierry [4 ]
Khan, Tariq A. [5 ]
Al Nasr, Ibrahim S. [6 ,7 ]
Koko, Waleed S. [7 ]
Schobert, Rainer
Biersack, Bernhard [2 ]
机构
[1] Chouaib Doukkali Univ, Fac Sci, BioOrgan Chem Lab, BP20, El Jadida 24000, Morocco
[2] Univ Bayreuth, Organ Chem Lab, Univ Str 30, D-95447 Bayreuth, Germany
[3] Rennes 1 Univ, Ciblage Fonct Autoassemblages, Gen Leclerc Ave, F-35042 Rennes, France
[4] Rennes 1 Univ, Chem Sci Inst, Gen Leclerc Ave, F-35042 Rennes, France
[5] Qassim Univ, Coll Appl Hlth Sci, Dept Clin Nutr, Ar Rass 51921, Saudi Arabia
[6] Qassim Univ, Coll Sci & Arts, Dept Biol, Unaizah 51911, Saudi Arabia
[7] Qassim Univ, Coll Sci & Arts, Dept Sci Labs, Ar Rass 51921, Saudi Arabia
关键词
regiospecific reduction; 4; 6-dinitrobenzimidazole; 4-amino-6-nitrobenzimidazoles; anticancer agents; antiparasitic agents; BENZIMIDAZOLE DERIVATIVES; ANTICANCER ACTIVITY; NITRATION; AGENTS;
D O I
10.1002/cbdv.202300191
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
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.
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收藏
页数:6
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