AI Article Synopsis

  • Researchers synthesized a series of fourteen compounds based on homodrimane carboxylic acids and tested their effectiveness against five fungi species and two bacteria strains.
  • The synthesis process included several chemical reactions, such as decarboxylative cyclization and condensation, leading to unexpected products whose structures and formation mechanisms were analyzed.
  • Some synthesized compounds demonstrated significantly higher antifungal and antibacterial activity than established standards, with specific compounds showing selective antifungal properties at low concentrations.

Article Abstract

Based on some homodrimane carboxylic acids and their acyl chlorides, a series of fourteen 2-homodrimenyl-1,3-benzothiazoles, -homodrimenoyl-2-amino-1,3-benzothiazoles, 4'-methyl-homodrimenoyl anilides and 4'-methyl-homodrimenthioyl anilides were synthesized and their biological activities were evaluated on five species of fungi (, , , , and ) and two strains of bacteria ( sp. and ). The synthesis involved the decarboxylative cyclization, condensation and thionation of the said acids, anhydrides or their derivatives with 2-aminothiophenol, 2-aminobenzothiazole, -toluidine and Lawesson's reagent. As a result, together with the desired compounds, some unexpected products , , and were obtained, and the structures and mechanisms for their formation have been proposed. Compounds , , and showed higher antifungal and antibacterial activity compared to the standards caspofungin (MIC = 1.5 μg/mL) and kanamycin (MIC = 3.0 μg/mL), while compound had comparable activities. In addition, compounds , , and showed selective antifungal activity at MIC = 2.0, 0.25, and 1.0 μg/mL, respectively.

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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC9414590PMC
http://dx.doi.org/10.3390/molecules27165082DOI Listing

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