Journal
MENDELEEV COMMUNICATIONS
Volume 29, Issue 6, Pages 613-615Publisher
ELSEVIER
DOI: 10.1016/j.mencom.2019.11.002
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Funding
- Russian Science Foundation [17-73-10136]
- Russian Foundation for Basic Research [17-43-020502]
- Russian Science Foundation [17-73-10136] Funding Source: Russian Science Foundation
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New macrodiolides incorporating 1Z,5Z-diene and 1,3-diyne moieties were obtained in 55-79% yields and with >98% stereoselectivity by Hf(OTf)(4)-catalyzed intermolecular cyclo-condesation of (5Z,9Z)-tetradeca-5,9-diene-1,14-dioic acid with alpha,omega-diols. Alternative route included intramolecular oxidative coupling of alpha,omega-diynes, esterification products of (5Z,9Z)-tetradeca-5,9-diene-1,14-dioic acid with alkynols. The macrodiolides synthesized exhibit in vitro cytotoxic activity toward Jurkat, K562, U937, HL-60, HeLa and Hek293 cell lines.
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