Stereochemical studies of hexylitaconic acid, an inhibitor of p53-HDM2 interaction

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS

卷:19

Article

Nakahashi, Atsufumi¹  Miura, Nobuaki¹  Monde, Kenji¹  Tsukamoto, Sachiko² 

[1] Hokkaido Univ, Grad Sch Adv Life Sci, Frontier Res Ctr Post Genome Sci & Technol, Kita Ku, Sapporo, Hokkaido 0010021, Japan

[2] Chiba Univ, Grad Sch Sci, Inage Ku, Chiba 2638522, Japan

关键词: VCD;    Enantiomers;    p53;    HDM2;    Enantioseparation;    alpha-Alkyl carboxylic acid;   

DOI  :  10.1016/j.bmcl.2009.04.057

来源: Elsevier

【 摘 要 】

Hexylitaconic 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. (C) 2009 Elsevier Ltd. All rights reserved.

【 授权许可】

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