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 D Prasad, Alessandro Dalpiaz

Research output: Contribution to journalArticle

79 Citations (Scopus)

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 languageEnglish (US)
Pages (from-to)559-562
Number of pages4
JournalJournal of Medicinal Chemistry
Volume45
Issue number3
DOIs
StatePublished - Jan 31 2002

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Kynurenic Acid
Prodrugs
Ascorbic Acid
Pharmaceutical Preparations
Retinal Pigments
Brain
Epithelial Cells
Kinetics

ASJC Scopus subject areas

  • Molecular Medicine
  • Drug Discovery

Cite this

Design, synthesis and activity of ascorbic acid prodrugs of nipecotic, kynurenic and diclophenamic acids, liable to increase neurotropic activity. / Manfredini, Stefano; Pavan, Barbara; Vertuani, Silvia; Scaglianti, Martina; Compagnone, Donatello; Biondi, Carla; Scatturin, Angelo; Tanganelli, Sergio; Ferraro, Luca; Prasad, Puttur D; Dalpiaz, Alessandro.

In: Journal of Medicinal Chemistry, Vol. 45, No. 3, 31.01.2002, p. 559-562.

Research output: Contribution to journalArticle

Manfredini, S, Pavan, B, Vertuani, S, Scaglianti, M, Compagnone, D, Biondi, C, Scatturin, A, Tanganelli, S, Ferraro, L, Prasad, PD & 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
Manfredini, Stefano ; Pavan, Barbara ; Vertuani, Silvia ; Scaglianti, Martina ; Compagnone, Donatello ; Biondi, Carla ; Scatturin, Angelo ; Tanganelli, Sergio ; Ferraro, Luca ; Prasad, Puttur D ; Dalpiaz, Alessandro. / Design, synthesis and activity of ascorbic acid prodrugs of nipecotic, kynurenic and diclophenamic acids, liable to increase neurotropic activity. In: Journal of Medicinal Chemistry. 2002 ; Vol. 45, No. 3. pp. 559-562.
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