Design, synthesis and spectroscopic characterisation of a focused library based on the polyandrocarpamine natural product scaffold
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Neve, Juliette E
Camp, David
Suraweera, Lekha
Lam, Ann
Lai, John
Jovanovic, Lidija
Nelson, Colleen
Davis, Rohan A
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Abstract
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) were 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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Magnetic Resonance in Chemistry
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51
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© 2013 John Wiley & Sons, Ltd. This is the pre-peer reviewed version of the following article: Design, synthesis and spectroscopic characterisation of a focused library based on the polyandrocarpamine natural product scaffold, Magnetic Resonance in Chemistry, Volume 51, Issue 6, 2013, pages 358–363, which has been published in final form at dx.doi.org/10.1002/mrc.3958.
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Medicinal and biomolecular chemistry
Biologically active molecules
Physical chemistry
Oncology and carcinogenesis not elsewhere classified