2024-03-29T13:21:42Zhttps://eprints.lib.hokudai.ac.jp/dspace-oai/requestoai:eprints.lib.hokudai.ac.jp:2115/385492022-11-17T02:08:08Zhdl_2115_20055hdl_2115_8527Stereochemical studies of hexylitaconic acid, an inhibitor of p53-HDM2 interactionNakahashi, AtsufumiMiura, NobuakiMonde, KenjiTsukamoto, SachikoVCDEnantiomersp53HDM2Enantioseparationα-Alkyl carboxylic acid491Hexylitaconic acid (1) is an intriguing natural product possessing a chiral carbon, and both its enantiomers have been found in nature. Enantiomeric pure (+)-(1) and (-)-(1) were successfully prepared by racemic synthesis followed by enantiomeric separation in a chiral HPLC system. Their absolute configurations were clarified by the vibrational circular dichroism technique using their methyl esters 2 and lactones 3. Their inhibitory activities against the interaction of p53-HDM2 were also examined.Elsevier Ltd.Journal Articleapplication/pdfapplication/mswordhttp://hdl.handle.net/2115/38549https://eprints.lib.hokudai.ac.jp/dspace/bitstream/2115/38549/1/19-11_p3027-3030.pdfhttps://eprints.lib.hokudai.ac.jp/dspace/bitstream/2115/38549/2/SupplementaryData.doc0960-894XBioorganic & Medicinal Chemistry Letters1911302730302009-06-01enginfo:pmid/19414261info:doi/10.1016/j.bmcl.2009.04.057author