Journal
CHEMICAL COMMUNICATIONS
Volume 56, Issue 10, Pages 1529-1532Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c9cc09050a
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Funding
- Trinity College
- AstraZeneca
- EPSRC
- Downing College
- Woolf Fisher Trust
- EPSRC [1651727] Funding Source: UKRI
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The aplyronines are a family of highly cytotoxic marine natural products with potential application in targeted cancer chemotherapy. To address the severe supply issue, function-oriented molecular editing of their macrolactone scaffold led to the design of a series of simplified aplyronine analogues. Enabled by a highly convergent aldol-based route, the total synthesis of four analogues was achieved, with a significant improvement in step economy versus previous compounds, and their cancer cell growth inhibition in the HeLa cell line was determined. The modular strategy presented offers a means for significantly shortening their chemical synthesis to facilitate the continued development of this promising class of anticancer agent.
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