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    Antimicrobial activity evalution of newly synthesized N,N-disubstituted taurinamidobenzenesulfonamide derivatives
    (Turkish Chemical Society, 2021) Akgül Ö.; Ateş A.; Ermertcan Ş.
    Herein we synthesized 6 new N,N-disubstituted taurinamidobenzenesulfonamide derivatives and characterized their structures by means of1H and13C NMR, HR-MS analysis. In addition, their in vitro antibacterial and antifungal activities were tested against two gram-positive, two gram-negative bacteria, and two fungal strains by using broth microdilution method. Compounds 1 (methoxy substitution) and 2 (methyl substitution) displayed the best antibacterial activity against Escherichia coli and Staphylococcus aureus, respectively. E. faecalis was affected by compounds 1, 2, 4, and 6, becoming the most susceptible pathogen compared to other tested bacterial and fungal strains. Interestingly, changing fluoro atom in compound 6 with the chloro atom, as in compound 5, deteriorated the antibacterial activity against all bacterial strains. As a result, these results provide us to investigate the relationship between structural changes and antibacterial/antifungal activity, which can be further used to develop more effective taurine derivatives. © 2021, Turkish Chemical Society. All rights reserved.
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    Phototransformations of (+)-tazettine
    (2005) Akgül Ö.; Gözler B.
    The sunlight irradiation of a methanolic solution of (+)-tazettine afforded a series of alkaloidal and nonalkaloidal photolysis products, the structures of five of which were elucidated by spectral analysis, including 2D NMR experiments. N-methylcrinasiadine and trisphaeridine, two already known Amaryllidaceae alkaloids, result from the photoconversion of the tazettine skeleton into the phenanthridine nucleus. 11-Oxo-N-formyl-3,4-dihydro-N-norgraciline and 11, 12-dioxo-3,4-dihydro-N-norgraciline reveal that the tazettine nucleus undergoes a conversion to form the more recently established subgroup of Amaryllidaceae alkaloids, the gracilines. The fifth compound retains the tazettine nucleus, but C-6 is oxidized to form a five membered lactam. Thus, this compound is properly named as 6-oxotazettine.
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    Synthesis and antimicrobial activity of some taurinamide derivatives [Bazı taurinamit türevi bileşiklerin sentezi ve antimikrobiyel etkileri]
    (Marmara University, 2017) Akgül Ö.; Öztürk I.; Aygül A.; Ermertcan S.
    In this study, a series of taurinamide derivatives were synthesized and screened for their antimicrobial activity. The structures of the newly synthesized compounds 11-15 were evaluated by 1H NMR, IR, MS-APCI and elemental analysis. Compounds (1-15) were tested against standard strains of Gram(+), Gram(-) bacteria and fungi by using disc diffusion and broth microdilution methods. Although disc diffusion method did not show any comparable results due to the solubility properties of the compounds; microdilution method results indicated that title compounds showed from poor to good activity against only Enterococcus faecalis. It can be concluded that phtalimido moiety, secondary aryl sulphonamide group and electrondonating group substitution on phenyl ring are essential for the antibacterial activity. Among the tested compounds, para substituted methyl and methoxy derivatives of N-phenyl-2- phthalimidotaurinamide (4, 7), displayed equipotent activity compared to standard drug gentamicin. © 2017, Marmara University. All rights reserved.