Synthesis and antimycobacterial activity of some phthalimide derivatives.
Structurally modified phthalimide derivatives were prepared through condensation of phthalic and tetrafluorophthalic anhydride with selected sulfonamides with variable yields. All compounds were screened for their antimycobacterium activity against Mycobacterium tuberculosis H37Ra (ATCC 25177) using a micro broth dilution technique. The fluorinated derivatives (compounds 2c, 2d, 2f and 2h) had antimycobacterium activity comparable with classical sulfonamide drugs. The minimum inhibitory concentration (MIC) of compounds 2c, 2d, 2f and 2h was greater than that of isoniazid (MIC<0.02 μg/mL) and in vitro activity was greater than that of pyrazinamide, another first line antimycobacterium drug (MIC 50-100 μg/mL). The new compounds could be considered new lead compounds in the treatment of multi-drug resistant tuberculosis.
Yeditepe University, Faculty of Pharmacy, Department of Pharmaceutical Chemistry, Kayisdagi Cad., 34755 Istanbul, Turkey. hakgun@yeditepe.edu.tr
Hülya
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Akgün
Irem
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Karamelekoğlu
Barkın
B
Berk
Işıl
I
Kurnaz
Gizem
G
Sarıbıyık
Sinem
S
Oktem
Tanıl
T
Kocagöz
D000818:Animals; D000995:Antitubercular Agents / Q000138:chemical synthesis* / Q000494:pharmacology / Q000633:toxicity; D002460:Cell Line; D002470:Cell Survival / Q000187:drug effects; D024901:Drug Resistance, Multiple, Bacterial / Q000187:drug effects; D007538:Isoniazid / Q000494:pharmacology; D051379:Mice; D008826:Microbial Sensitivity Tests; D009169:Mycobacterium tuberculosis / Q000187:drug effects; D010797:Phthalimides / Q000737:chemistry* / Q000494:pharmacology / Q000633:toxicity; D011718:Pyrazinamide / Q000494:pharmacology
D000995:Antitubercular Agents; D010797:Phthalimides; C037431:phthalimide; D011718:Pyrazinamide; D007538:Isoniazid