Design, synthesis and activity of ascorbic acid prodrugs of nipecotic, kynurenic and diclophenamic acids, liable to increase neurotropic activity

Stefano Manfredini; Barbara Pavan; Silvia Vertuani; Martina Scaglianti; Donatello Compagnone; Carla Biondi; Angelo Scatturin; Sergio Tanganelli; Luca Ferraro; Puttur Prasad; Alessandro Dalpiaz

doi:10.1021/jm015556r

Design, synthesis and activity of ascorbic acid prodrugs of nipecotic, kynurenic and diclophenamic acids, liable to increase neurotropic activity

Stefano Manfredini, Barbara Pavan, Silvia Vertuani, Martina Scaglianti, Donatello Compagnone, Carla Biondi, Angelo Scatturin, Sergio Tanganelli, Luca Ferraro, Puttur Prasad, Alessandro Dalpiaz

Biochemistry and Molecular Biology

Research output: Contribution to journal › Article › peer-review

97 Scopus citations

Abstract

To improve the entry of certain drugs into brain, ascorbic acid (AA) conjugates of these drugs were synthesized and their capacity to interact with SVCT2 ascorbate transporters was explored. Kinetic studies clearly indicate that all of the conjugates were able to competitively inhibit ascorbate transport in human retinal pigment epithelial cells (HRPE). In vivo studies, in a mouse model system, demonstrate that conjugate 3 is better absorbed compared to the nonconjugated parent drug.

Original language	English (US)
Pages (from-to)	559-562
Number of pages	4
Journal	Journal of Medicinal Chemistry
Volume	45
Issue number	3
DOIs	https://doi.org/10.1021/jm015556r
State	Published - Jan 31 2002

ASJC Scopus subject areas

Molecular Medicine
Drug Discovery

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Manfredini, S., Pavan, B., Vertuani, S., Scaglianti, M., Compagnone, D., Biondi, C., Scatturin, A., Tanganelli, S., Ferraro, L., Prasad, P., & Dalpiaz, A. (2002). Design, synthesis and activity of ascorbic acid prodrugs of nipecotic, kynurenic and diclophenamic acids, liable to increase neurotropic activity. Journal of Medicinal Chemistry, 45(3), 559-562. https://doi.org/10.1021/jm015556r

Manfredini, S, Pavan, B, Vertuani, S, Scaglianti, M, Compagnone, D, Biondi, C, Scatturin, A, Tanganelli, S, Ferraro, L, Prasad, P & Dalpiaz, A 2002, 'Design, synthesis and activity of ascorbic acid prodrugs of nipecotic, kynurenic and diclophenamic acids, liable to increase neurotropic activity', Journal of Medicinal Chemistry, vol. 45, no. 3, pp. 559-562. https://doi.org/10.1021/jm015556r

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AU - Vertuani, Silvia

AU - Scaglianti, Martina

AU - Compagnone, Donatello

AU - Biondi, Carla

AU - Scatturin, Angelo

AU - Tanganelli, Sergio

AU - Ferraro, Luca

AU - Prasad, Puttur

AU - Dalpiaz, Alessandro

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Design, synthesis and activity of ascorbic acid prodrugs of nipecotic, kynurenic and diclophenamic acids, liable to increase neurotropic activity

Abstract

ASJC Scopus subject areas

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