Han, L. C., Stanley, P. A., Wood, P. J., Sharma, P., Kuruppu, A. I., Bradshaw, T. D., Moses, J. E. (August 2016) Horner-Wadsworth-Emmons approach to piperlongumine analogues with potent anti-cancer activity. Org Biomol Chem, 14 (31). pp. 7585-93. ISSN 1477-0520
Abstract
Natural products with anti-cancer activity play a vital role in lead and target discovery. We report here the synthesis and biological evaluation of the plant-derived alkaloid, piperlongumine and analogues. Using a Horner-Wadsworth-Emmons coupling approach, a selection of piperlongumine-like compounds were prepared in good overall yield from a novel phosphonoacetamide reagent. A number of the compounds displayed potent anti-cancer activity against colorectal (HCT 116) and ovarian (IGROV-1) carcinoma cell lines, via a mechanism of action which may involve ROS generation. Contrary to previous reports, no selective action in cancer cell (MRC-5) was observed for piperlongumine analogues.
| Item Type: | Paper |
|---|---|
| Additional Information: | Organic & biomolecular chemistry |
| CSHL Authors: | |
| Communities: | CSHL labs > Moses lab |
| Depositing User: | Matthew Dunn |
| Date: | 21 August 2016 |
| Date Deposited: | 08 Jan 2021 18:34 |
| Last Modified: | 08 Jan 2021 18:34 |
| URI: | https://repository.cshl.edu/id/eprint/39566 |
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