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Review
. 2023 Nov;84(7):1346-1375.
doi: 10.1002/ddr.22094. Epub 2023 Jul 26.

Phthalimide as a versatile pharmacophore scaffold: Unlocking its diverse biological activities

Guilherme F S Fernandes  1 , Juliana R Lopes  2 , Jean L Dos Santos  2 , Cauê B Scarim  2
Affiliations
Review

Phthalimide as a versatile pharmacophore scaffold: Unlocking its diverse biological activities

Guilherme F S Fernandes et al. Drug Dev Res. 2023 Nov.

Abstract

Phthalimide, a pharmacophore exhibiting diverse biological activities, holds a prominent position in medicinal chemistry. In recent decades, numerous derivatives of phthalimide have been synthesized and extensively studied for their therapeutic potential across a wide range of health conditions. This comprehensive review highlights the latest developments in medicinal chemistry, specifically focusing on phthalimide-based compounds that have emerged within the last decade. These compounds showcase promising biological activities, including anti-inflammatory, anti-Alzheimer, antiepileptic, antischizophrenia, antiplatelet, anticancer, antibacterial, antifungal, antimycobacterial, antiparasitic, anthelmintic, antiviral, and antidiabetic properties. The physicochemical profiles of the phthalimide derivatives were carefully analyzed using the online platform pkCSM, revealing the remarkable versatility of this scaffold. Therefore, this review emphasizes the potential of phthalimide as a valuable scaffold for the development of novel therapeutic agents, providing avenues for the exploration and design of new compounds.

Keywords: bioactive compounds; drug design; medicinal chemistry; new drugs; phthalimide; thalidomide.

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References

REFERENCES

    1. Abdel-Aziz, A. A. M., El-Azab, A. S., AlSaif, N. A., Alanazi, M. M., El-Gendy, M. A., Obaidullah, A. J., Alkahtani, H. M., Almehizia, A. A., & Al-Suwaidan, I. A. (2020). Synthesis, anti-inflammatory, cytotoxic, and COX-1/2 inhibitory activities of cyclic imides bearing 3-benzenesulfonamide, oxime, and β-phenylalanine scaffolds: A molecular docking study. Journal of Enzyme Inhibition and Medicinal Chemistry, 35, 610-621. https://doi.org/10.1080/14756366.2020.1722120
    1. Abdellattif, M., Shahbaaz, M., Arief, M., & Hussien, M. (2021). Oxazinethione derivatives as a precursor to pyrazolone and pyrimidine derivatives: Synthesis, biological activities, molecular modeling, ADME, and molecular dynamics studies. Molecules, 26, 5482. https://doi.org/10.3390/molecules26185482
    1. Akgün, H., Karamelekoğlu, I., Berk, B., Kurnaz, I., Sarıbıyık, G., Öktem, S., & Kocagöz, T. (2012). Synthesis and antimycobacterial activity of some phthalimide derivatives. Bioorganic & Medicinal Chemistry, 20(13), 4149-4154. https://doi.org/10.1016/j.bmc.2012.04.060
    1. Alanazi, A. M., El-Azab, A. S., Al-Suwaidan, I. A., ElTahir, K. E. H., Asiri, Y. A., Abdel-Aziz, N. I., & Abdel-Aziz, A. A. M. (2015). Structure-based design of phthalimide derivatives as potential cyclooxygenase-2 (COX-2) inhibitors: Anti-inflammatory and analgesic activities. European Journal of Medicinal Chemistry, 92(92), 115-123. https://doi.org/10.1016/j.ejmech.2014.12.039
    1. Ali, I., A. Wani, W., Saleem, K., & Haque, A. (2012). Thalidomide: A banned drug resurged into future anticancer drug. Current Drug Therapy, 7, 13-23. https://doi.org/10.2174/157488512800389164

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