Synthesis, characterization, and In Vitro antimycobacterial activity evaluation of phthalimide derivatives

• Main Author: Paraiso, West Kristian D.
• Format: text
• Language: English
• Published: Animo Repository 2012
• Subjects: Tuberculosis; Hybridization—Molecular aspects; Molecular genetics; Chemistry
• Online Access: https://animorepository.dlsu.edu.ph/etd_masteral/4111; https://animorepository.dlsu.edu.ph/context/etd_masteral/article/10949/viewcontent/CDTG005107_P.pdf
• Institution: De La Salle University

Phthalimide derivatives were synthesized using the concept of molecular hybridization or combination of two pharmacophores in one drug. Four new phthalimides were successfully prepared using a single-step condensation reaction between phthalic anhydride and four different sulfonamides. One previously reported phthalimide was also successfully synthesized from phthalic anhydride and isoniazid. IR and 1H NMR spectroscopic and mass spectrometric data verified the identity and structure of the synthesized compounds. There were attempts to prepare three other compounds, however, their structures remain unconfirmed. The antimycobacterial activity of the synthesized phthalimides was evaluated according to CLSI standard procedures using the agar proportion method. One of the four new compounds, 4-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)- -(1,3- thiazol-2-yl)benzenesulfonamide, showed significant activity against Mycobacterium tuberculosis H37Rv strain at 0.01 mg/mL, the lowest concentration at which it was tested.