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Synthesis, Configuration, and Antimicrobial Properties of Novel Substituted and Cyclized ‘2′,3″‐Thiazachalcones’
Author(s) -
Usta Asu,
Yaşar Ahmet,
Yılmaz Nagihan,
Güleç Canan,
Yaylı Nuran,
Karaoğlu Şengül Alpay,
Yaylı Nurettin
Publication year - 2007
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.200790154
Subject(s) - chemistry , antimicrobial , dimer , antifungal , staphylococcus aureus , yeast , bacteria , stereochemistry , fungus , alkylation , antibacterial activity , combinatorial chemistry , organic chemistry , microbiology and biotechnology , biochemistry , catalysis , botany , genetics , biology
Nine new thiazachalcone‐based drugs, compounds 1 – 9 , were prepared and fully characterized. The configurations of the photochemical‐dimerization products 7 – 9 were rationalized by semi‐empirical calculations. Both the experimental data and the theoretical calculations showed that the δ ‐truxinic acid type dimer is the most stable isomer of all. All compounds were tested for their antibacterial and antifungal activities. The N ‐alkylated congeners 4 – 6 showed strong antimicrobial activities against various bacteria and a yeast‐like fungus. The MIC and MBC values were as low as 0.1 μg/ml. All the compounds were active against the Gram ‐positive bacterium Staphylococcus aureus.
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