6-Deoxycarbovir: A Xanthine Oxidase Activated Prodrug Of Carbovir

Robert Vince; Jay Brownell; Scott A. Beers

doi:10.1080/15257779508014651

6-Deoxycarbovir: A Xanthine Oxidase Activated Prodrug Of Carbovir

Robert Vince, Jay Brownell, Scott A. Beers

Center for Drug Design

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

10 Scopus citations

Abstract

(-)-(cis)-4-(2-Amino-9H-purin-9-yl)-2-cyclopentenyl carbinol (6-deoxycarbovir) was prepared in order to evaluate prodrug approaches to increased bioavailability of the anti-HIV agent, (-)-carbovir. Incubation experiments demonstrated that 6-deoxycarbovir was rapidly converted to (-)-carbovir by the enzyme, xanthine oxidase. Since xanthine oxidase activity is present in both the intestine and liver, a high first pass conversion to carbovir would be expected in vivo.

Original language	English (US)
Pages (from-to)	39-44
Number of pages	6
Journal	Nucleosides and Nucleotides
Volume	14
Issue number	1-2
DOIs	https://doi.org/10.1080/15257779508014651
State	Published - Feb 1 1995

Bibliographical note

Funding Information:
Acknowledgment. This work was supported by Public Health Service Grant CA23263 from the National Cancer Institute.

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

Access

10.1080/15257779508014651

OpenUrl availability

Full text

Cite this

@article{127a03bbfd0840aba89d4a3a299bb3fe,

title = "6-Deoxycarbovir: A Xanthine Oxidase Activated Prodrug Of Carbovir",

abstract = "(-)-(cis)-4-(2-Amino-9H-purin-9-yl)-2-cyclopentenyl carbinol (6-deoxycarbovir) was prepared in order to evaluate prodrug approaches to increased bioavailability of the anti-HIV agent, (-)-carbovir. Incubation experiments demonstrated that 6-deoxycarbovir was rapidly converted to (-)-carbovir by the enzyme, xanthine oxidase. Since xanthine oxidase activity is present in both the intestine and liver, a high first pass conversion to carbovir would be expected in vivo.",

author = "Robert Vince and Jay Brownell and Beers, {Scott A.}",

note = "Funding Information: Acknowledgment. This work was supported by Public Health Service Grant CA23263 from the National Cancer Institute.",

year = "1995",

month = feb,

day = "1",

doi = "10.1080/15257779508014651",

language = "English (US)",

volume = "14",

pages = "39--44",

journal = "Nucleosides and Nucleotides",

issn = "0732-8311",

publisher = "Taylor and Francis Ltd.",

number = "1-2",

}

TY - JOUR

T1 - 6-Deoxycarbovir

T2 - A Xanthine Oxidase Activated Prodrug Of Carbovir

AU - Vince, Robert

AU - Brownell, Jay

AU - Beers, Scott A.

N1 - Funding Information: Acknowledgment. This work was supported by Public Health Service Grant CA23263 from the National Cancer Institute.

PY - 1995/2/1

Y1 - 1995/2/1

N2 - (-)-(cis)-4-(2-Amino-9H-purin-9-yl)-2-cyclopentenyl carbinol (6-deoxycarbovir) was prepared in order to evaluate prodrug approaches to increased bioavailability of the anti-HIV agent, (-)-carbovir. Incubation experiments demonstrated that 6-deoxycarbovir was rapidly converted to (-)-carbovir by the enzyme, xanthine oxidase. Since xanthine oxidase activity is present in both the intestine and liver, a high first pass conversion to carbovir would be expected in vivo.

AB - (-)-(cis)-4-(2-Amino-9H-purin-9-yl)-2-cyclopentenyl carbinol (6-deoxycarbovir) was prepared in order to evaluate prodrug approaches to increased bioavailability of the anti-HIV agent, (-)-carbovir. Incubation experiments demonstrated that 6-deoxycarbovir was rapidly converted to (-)-carbovir by the enzyme, xanthine oxidase. Since xanthine oxidase activity is present in both the intestine and liver, a high first pass conversion to carbovir would be expected in vivo.

UR - http://www.scopus.com/inward/record.url?scp=0028913187&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0028913187&partnerID=8YFLogxK

U2 - 10.1080/15257779508014651

DO - 10.1080/15257779508014651

M3 - Article

AN - SCOPUS:0028913187

SN - 0732-8311

VL - 14

SP - 39

EP - 44

JO - Nucleosides and Nucleotides

JF - Nucleosides and Nucleotides

IS - 1-2

ER -

6-Deoxycarbovir: A Xanthine Oxidase Activated Prodrug Of Carbovir

Abstract

Bibliographical note

UN SDGs

Access

OpenUrl availability

Other files and links

Fingerprint

Cite this