Synthesis and spectroscopic characteristation of a combinatoiral library based on the fungal natural product 3-chloro-4-hydroxyphenylacetamide

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Author(s)
Davis, Rohan A
Pierens, Gregory K
Parsons, Peter G
Griffith University Author(s)
Year published
2007
Metadata
Show full item recordAbstract
Parallel solution-phase chemistry has yielded a series of secondary amide analogues of the fungal natural product 3-chloro-4-hydroxyphenylacetamide. 3-Chloro-4-hydroxyphenylacetic acid was coupled to a variety of primary amines using 1-ethyl-3-(3-dimethylamino- propyl)-carbodiimide hydrochloride. The desired products were obtained in good yield and high purity following rapid silica purification. All analogues were spectroscopically characterised using NMR, UV, IR and MS data. One compound displayed moderate cytotoxicity against the human melanoma and prostate cell lines, MM96L and DU145. Copyright 頲007 John Wiley & Sons, Ltd.Parallel solution-phase chemistry has yielded a series of secondary amide analogues of the fungal natural product 3-chloro-4-hydroxyphenylacetamide. 3-Chloro-4-hydroxyphenylacetic acid was coupled to a variety of primary amines using 1-ethyl-3-(3-dimethylamino- propyl)-carbodiimide hydrochloride. The desired products were obtained in good yield and high purity following rapid silica purification. All analogues were spectroscopically characterised using NMR, UV, IR and MS data. One compound displayed moderate cytotoxicity against the human melanoma and prostate cell lines, MM96L and DU145. Copyright 頲007 John Wiley & Sons, Ltd.
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Journal Title
Magnetic Resonance in Chemistry
Volume
45
Copyright Statement
© 2007 John Wiley & Sons, Ltd. This is the peer reviewed version of the following article: Synthesis and spectroscopic characteristation of a combinatoiral library based on the fungal natural product 3-chloro-4-hydroxyphenylacetamide, Magnetic Resonance in Chemistry, Vol. 45, pp. 442-445, 2007 which has been published in final form at http://dx.doi.org/10.1002/mrc.1984. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Self-Archiving (http://olabout.wiley.com/WileyCDA/Section/id-820227.html#terms)
Subject
Medicinal and biomolecular chemistry
Physical chemistry