Design and synthesis of novel hybrid sydnonimine and prodrug useful for glaucomatous optic neuropathy

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Abstract

Synthesis and bioactivity of novel dual acting nitric oxide releasing and reactive oxygen scavenging hybrid compound SA-2 is described. The hybrid molecule SA-2 significantly increased the superoxide dismutase enzyme level and protected the photoreceptor cells from H2O2 induced oxidative stress. Synthesis of ocular esterase sensitive aceloxy alkyl carbamate prodrug SA-4 with improved aqueous half-life is achieved to aid topical ocular formulation. This class of hybrid molecule and prodrug may have dual potential of improved IOP lowering and neuroprotection in glaucomatous optic neuropathy.

Original languageEnglish
Pages (from-to)1490-1494
Number of pages5
JournalBioorganic and Medicinal Chemistry Letters
Volume26
Issue number5
DOIs
Publication statusPublished - 1 Mar 2016

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Keywords

  • Aceloxy acyl carbamate prodrug
  • Catalytic anti-oxidant
  • Glaucoma
  • Nitric oxide
  • Optic neuropathy
  • SOD mimetic
  • Sydnonimine
  • TEMPOL

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