Stereochemically defined dipeptide esters of antiviral agents for enhanced ocular treatment

US7951774B2 · kind B2 · utility

Assignee

• The Curators of the University of Missouri · US

Inventors

• Ashim K. Mitra · Overland Park, US
• Swapan Kumar Samanta · Kanchinakote, IN
• Ravi Talluri · Navi Mumbai, IN

Key dates

• Filing date: Nov 25, 2008
• Grant date: May 31, 2011
• Expiry date: Jul 15, 2029

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07K5/06078
• WIPO field: Biotechnology
• WIPO sector: Chemistry

Abstract

Stereochemically defined dipeptide esters of nucleoside-analogous antiviral agents including acyclovir and ganciclovir are provided. Certain of these stereochemically defined dipeptide esters are found to have unexpectedly enhanced delivery to and uptake by ocular tissues, crossing the blood-ocular barrier more effectively than other stereochemically defined dipeptide esters. For example, (L-Val)-(D-Val)-acyclovir was found to be taken up more effectively into corneal tissue than were underivatized acyclovir, monoesters (L-Val)-acyclovir or (D-Val)-acyclovir, or diester (L-Val)-(L-Val)-acyclovir.