Design, synthesis and spectroscopic characterisation of a focused library based on the polyandrocarpamine natural product scaffold
Baron, Paul S., Neve, Juliette E., Camp, David, Suraweera, Lekha, Lam, Ann, Lai, John, Jovanovic, Lidija, Nelson, Colleen, & Davis, Rohan A. (2013) Design, synthesis and spectroscopic characterisation of a focused library based on the polyandrocarpamine natural product scaffold. Magnetic Resonance in Chemistry, 51(6), pp. 358-363.
A focused library based on the marine natural products polyandrocarpamines A (1) and B (2) has been designed and synthesised using parallel solution-phase chemistry. In silico physicochemical property calculations were performed on synthetic candidates in order to optimise the library for drug discovery and chemical biology. A library of ten 2-aminoimidazolone products (3–12) was prepared by coupling glycocyamidine and a variety of aldehydes using a one-step stereoselective aldol condensation reaction under microwave conditions. All analogues were characterised by NMR, UV, IR and MS. The library was evaluated for cytotoxicity towards the prostate cancer cell lines, LNCaP, PC-3 and 22Rv1.
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|Item Type:||Journal Article|
|Keywords:||focused library, natural product scaffold, polyandrocarpamine, microwave chemistry, physichemical parameters, 2-aminoimidazolone|
|Subjects:||Australian and New Zealand Standard Research Classification > CHEMICAL SCIENCE (030000) > MEDICINAL AND BIOMOLECULAR CHEMISTRY (030400)
Australian and New Zealand Standard Research Classification > CHEMICAL SCIENCE (030000) > MEDICINAL AND BIOMOLECULAR CHEMISTRY (030400) > Biologically Active Molecules (030401)
Australian and New Zealand Standard Research Classification > TECHNOLOGY (100000) > MEDICAL BIOTECHNOLOGY (100400)
Australian and New Zealand Standard Research Classification > MEDICAL AND HEALTH SCIENCES (110000) > ONCOLOGY AND CARCINOGENESIS (111200)
|Divisions:||Current > Schools > School of Biomedical Sciences
Current > QUT Faculties and Divisions > Faculty of Health
Current > Institutes > Institute of Health and Biomedical Innovation
|Copyright Owner:||Copyright 2013 John Wiley & Sons, Ltd.|
|Copyright Statement:||The definitive version is available at www3.interscience.wiley.com|
|Deposited On:||31 Jan 2014 02:11|
|Last Modified:||03 Feb 2014 00:50|
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