Penicillin inhibitors of purple acid phosphatase

Faridoon, Hussein, Waleed M., Islam, Nazar Ul, Guddat, Luke W., Schenk, Gerhard and McGeary, Ross P. (2012) Penicillin inhibitors of purple acid phosphatase. Bioorganic and Medicinal Chemistry Letters, 22 7: 2555-2559. doi:10.1016/j.bmcl.2012.01.123

Author Faridoon
Hussein, Waleed M.
Islam, Nazar Ul
Guddat, Luke W.
Schenk, Gerhard
McGeary, Ross P.
Title Penicillin inhibitors of purple acid phosphatase
Journal name Bioorganic and Medicinal Chemistry Letters   Check publisher's open access policy
ISSN 0960-894X
Publication date 2012-04-01
Sub-type Article (original research)
DOI 10.1016/j.bmcl.2012.01.123
Volume 22
Issue 7
Start page 2555
End page 2559
Total pages 5
Place of publication Kidlington, Oxford, United Kingdom
Publisher Pergamon
Collection year 2013
Language eng
Abstract Purple acid phosphatases (PAPs) are binuclear metallohydrolases that have a multitude of biological functions and are found in fungi, bacteria, plants and animals. In mammals, PAP activity is linked with bone resorption and over-expression can lead to bone disorders such as osteoporosis. PAP is therefore an attractive target for the development of drugs to treat this disease. A series of penicillin conjugates, in which 6-aminopenicillanic acid was acylated with aromatic acid chlorides, has been prepared and assayed against pig PAP. The binding mode of most of these conjugates is purely competitive, and some members of this class have potencies comparable to the best PAP inhibitors yet reported. The structurally related penicillin G was shown to be neither an inhibitor nor a substrate for pig PAP. Molecular modelling has been used to examine the binding modes of these compounds in the active site of the enzyme and to rationalise their activities.
Keyword Purple acid phosphatase (PAP)
Inhibition assays
Q-Index Code C1
Q-Index Status Confirmed Code
Institutional Status UQ

Document type: Journal Article
Sub-type: Article (original research)
Collections: Official 2013 Collection
School of Chemistry and Molecular Biosciences
School of Pharmacy Publications
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Created: Tue, 17 Apr 2012, 11:48:04 EST by Lucy O'Brien on behalf of School of Chemistry & Molecular Biosciences