Synthesis and evaluation of amino acid ester prodrugs of penciclovir

Dae Kee Kim; Namkyu Lee; Guang Jin Im; Young Woo Kim; Kieyoung Chang; Hun Taek Kim; Yong Baik Cho; Won Son Choi; Inho Jung; Key H. Kim

doi:10.1016/0960-894X(96)00329-0

Synthesis and evaluation of amino acid ester prodrugs of penciclovir

Dae Kee Kim, Namkyu Lee, Guang Jin Im, Young Woo Kim, Kieyoung Chang, Hun Taek Kim, Yong Baik Cho, Won Son Choi, Inho Jung, Key H. Kim

Department of Pharmaceutical Sciences

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

11 Scopus citations

Abstract

The synthesis, aqueous solubility and stability, in vitro antiviral activity, and oral bioavailability of the amino acid ester prodrugs of penciclovir, 13-20, 23, and 24, are described. All of the prodrugs were highly soluble (> 100 mg/mL) and sufficiently stable in aqueous solution. The oral bioavailability of O-acetyl-O-L-valylpenciclovir (13) (34%) in mice was comparable to that of famciclovir (33%) and approximately 4-fold higher than that of penciclovir.

Original language	English
Pages (from-to)	1849-1854
Number of pages	6
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	6
Issue number	15
DOIs	https://doi.org/10.1016/0960-894X(96)00329-0
State	Published - 6 Aug 1996

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title = "Synthesis and evaluation of amino acid ester prodrugs of penciclovir",

abstract = "The synthesis, aqueous solubility and stability, in vitro antiviral activity, and oral bioavailability of the amino acid ester prodrugs of penciclovir, 13-20, 23, and 24, are described. All of the prodrugs were highly soluble (> 100 mg/mL) and sufficiently stable in aqueous solution. The oral bioavailability of O-acetyl-O-L-valylpenciclovir (13) (34%) in mice was comparable to that of famciclovir (33%) and approximately 4-fold higher than that of penciclovir.",

author = "Kim, {Dae Kee} and Namkyu Lee and Im, {Guang Jin} and Kim, {Young Woo} and Kieyoung Chang and Kim, {Hun Taek} and Cho, {Yong Baik} and Choi, {Won Son} and Inho Jung and Kim, {Key H.}",

year = "1996",

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doi = "10.1016/0960-894X(96)00329-0",

language = "English",

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TY - JOUR

T1 - Synthesis and evaluation of amino acid ester prodrugs of penciclovir

AU - Kim, Dae Kee

AU - Lee, Namkyu

AU - Im, Guang Jin

AU - Kim, Young Woo

AU - Chang, Kieyoung

AU - Kim, Hun Taek

AU - Cho, Yong Baik

AU - Choi, Won Son

AU - Jung, Inho

AU - Kim, Key H.

PY - 1996/8/6

Y1 - 1996/8/6

N2 - The synthesis, aqueous solubility and stability, in vitro antiviral activity, and oral bioavailability of the amino acid ester prodrugs of penciclovir, 13-20, 23, and 24, are described. All of the prodrugs were highly soluble (> 100 mg/mL) and sufficiently stable in aqueous solution. The oral bioavailability of O-acetyl-O-L-valylpenciclovir (13) (34%) in mice was comparable to that of famciclovir (33%) and approximately 4-fold higher than that of penciclovir.

AB - The synthesis, aqueous solubility and stability, in vitro antiviral activity, and oral bioavailability of the amino acid ester prodrugs of penciclovir, 13-20, 23, and 24, are described. All of the prodrugs were highly soluble (> 100 mg/mL) and sufficiently stable in aqueous solution. The oral bioavailability of O-acetyl-O-L-valylpenciclovir (13) (34%) in mice was comparable to that of famciclovir (33%) and approximately 4-fold higher than that of penciclovir.

UR - http://www.scopus.com/inward/record.url?scp=0030572498&partnerID=8YFLogxK

U2 - 10.1016/0960-894X(96)00329-0

DO - 10.1016/0960-894X(96)00329-0

M3 - Article

AN - SCOPUS:0030572498

SN - 0960-894X

VL - 6

SP - 1849

EP - 1854

JO - Bioorganic and Medicinal Chemistry Letters

JF - Bioorganic and Medicinal Chemistry Letters

IS - 15

ER -

Synthesis and evaluation of amino acid ester prodrugs of penciclovir

Abstract

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