Please use this identifier to cite or link to this item: http://hdl.handle.net/1959.14/140650
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- Title
- A One-pot synthesis and biological activity of ageladine A and analogues
- Related
- Journal of medicinal chemistry, Vol. 54, No. 7, (2011), p.2492-2503
- DOI
- 10.1021/jm200039m
- Publisher
- American Chemical Society
- Date
- 2011
- FoR/RFCD Code(s)
-
111500 Pharmacology and Pharmaceutical Sciences
030400 Medicinal and Biomolecular Chemistry
- Author/Creator
- Shengule, Sudhir R
- Author/Creator
- Loa-Kum-Cheung, Wendy L
- Author/Creator
- Parish, Christopher R
- Author/Creator
- Blairvacq, Mélina
- Author/Creator
- Meijer, Laurent
- Author/Creator
- Nakao, Yoichi
- Author/Creator
- Karuso, Peter
- Description
- A one-pot synthesis of ageladine A and analogues is reported. The key Pictet−Spengler reaction between 2-aminohistamine and aryl aldehydes has been successfully utilized for the synthesis of the natural product and 14 analogues. These compounds were screened for their matrix metalloprotease (MMP) and kinase inhibition to develop the first structure−activity relationship of ageladine A analogues. One compound, which showed significant kinase activity but little MMP inhibitory activity, was found to be highly active in an antiangiogenic screen, suggesting that the angiogenic activity of ageladine A is not associated with MMP inhibition but rather kinase inhibitory activity. Cytotoxicity was excluded as a mode of action by the assay of ageladine A and an analogue against 60 human cell lines.
- Description
- 12 page(s)
- Subject Keyword
- 111500 Pharmacology and Pharmaceutical Sciences
- Subject Keyword
- 030400 Medicinal and Biomolecular Chemistry
- Resource Type
- journal article
- Organisation
- Macquarie University. Dept. of Chemistry and Biomolecular Sciences
- Identifier
- http://hdl.handle.net/1959.14/140650
- Identifier
- ISSN:0022-2623
- Identifier
- mq-rm-2010006897
- Language
- eng
- Reviewed
