Novel compounds containing both benzothiazole and azelayl scaffolds were
synthesized through Schotten Baumann type reaction between azelayl chloride methyl ester
and a series of 2-aminobenzothiazole derivatives bearing different substituents on the
aromatic carbocyclic ring. The design of the new hybrids was inspired by their analogy
with the structure of some HDAC inhibitors, such as Vorinostat and 9-hydroxystearic
acid. Molecular docking on some compounds predicted an activity as inhibitors of HDAC,
and this prediction was confirmed by in vitro essays on a human colon cancer cells line
(HT 29). The antimicrobial activity against some representative human pathogens and
several Lactobacillus and Bifidobacterium strains isolated from human microbiotas was
also evaluated. The new hybrids showed antiproliferative activity on cancer cells while no
antimicrobial activity was observed in the range of concentrations used for cancer cells and this finding might
represent an important tool in the fight against cancer minimizing some side effects on the microbiotas typical
of an anticancer treatment.
Keywords: 2-Aminobenzothiazole, azelaic acid, schotten baumann, colon cancer, histone deacetylase inhibitors, 9-hydroxystearic acid, vorinostat.
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