Skin Damages—Structure Activity Relationship of Benzimidazole Derivatives Bearing a 5-Membered Ring System
Ernestine Nicaise Djuidje,
Elisa Durini,
Sabrina Sciabica,
Elena Serra,
Jan Balzarini,
Sandra Liekens,
Stefano Manfredini,
Silvia Vertuani,
Anna Baldisserotto
Affiliations
Ernestine Nicaise Djuidje
Department of Life Sciences and Biotechnology, Master Course in Cosmetic Science and Technologies, University of Ferrara, 44121 Ferrara, Italy
Elisa Durini
Department of Life Sciences and Biotechnology, Master Course in Cosmetic Science and Technologies, University of Ferrara, 44121 Ferrara, Italy
Sabrina Sciabica
Department of Chemical and Pharmaceutical Sciences, University of Ferrara, 44121 Ferrara, Italy
Elena Serra
Aptuit, An Evotec Company, 37135 Verona, Italy
Jan Balzarini
Department of Microbiology and Immunology, KU Leuven, University of Leuven, Rega Institute for Medical Research, Laboratory of Virology and Chemotherapy, B-3000 Leuven, Belgium
Sandra Liekens
Department of Microbiology and Immunology, KU Leuven, University of Leuven, Rega Institute for Medical Research, Laboratory of Virology and Chemotherapy, B-3000 Leuven, Belgium
Stefano Manfredini
Department of Life Sciences and Biotechnology, Master Course in Cosmetic Science and Technologies, University of Ferrara, 44121 Ferrara, Italy
Silvia Vertuani
Department of Life Sciences and Biotechnology, Master Course in Cosmetic Science and Technologies, University of Ferrara, 44121 Ferrara, Italy
Anna Baldisserotto
Department of Life Sciences and Biotechnology, Master Course in Cosmetic Science and Technologies, University of Ferrara, 44121 Ferrara, Italy
In the search for scaffolds for multifunctional compounds we investigated the structure activity relationship of a class of benzimidazole derivatives bearing 5-membered ring. The newly synthesized and the already known compounds were divided into three classes that present different substituent at 5 position of the benzimidazole ring (-H, -COOH or –SO3H) and different heterocycle at position 2 (thiophene, furan or pyrrole). All the derivatives were synthesized and tested to determine their photoprotective profile against UV rays, in vitro antioxidant capacity against different radicals (DPPH and FRAP test), antifungal inhibitory activity (dermatophytes and Candida albicans), antiviral and antiproliferative activity. A Structure-Activity Relationship study indicated compound 10, bearing a pyrrole heterocycle on the benzimidazole ring, as the best multifunctional derivative of the series and as potential candidate for the development of drugs especially in case of melanoma.
