2-Substitiuted thio- and amino-5,8-dimethoxy-1,4-naphthoquinones as a novel class of acyl-CoA: Cholestrol acyltransferase inhibitors

Gui Nan Shen, Jung Ho Choi, Kondaji Gajulapati, Jee Hyun Lee, Young Kook Kim, Mun Chal Rho, Sang Hun Jung, Kyeong Lee, Sung Sik Han, Gyu Yong Song, Yongseok Choi

Research output: Contribution to journalArticle

5 Citations (Scopus)

Abstract

A series of 2-alkyl or 2-arylthio-5,8-dimethoxy-1,4-naphthoquinones (2-Thio-DMNQ, 5a-s) and 2-alkylamino-5,8-dimethoxy-1,4-naphthoquinones (2-Amino-DMNQ, 6a-k) was synthesized and evaluated for their ACAT inhibitory activities. Among them, the 2-dodecylthio-DMNQ 5l and 2-isobutylamidoundodecylthio-DMNQ 5r showed the most potent ACAT inhibitory activities with IC50 value of 22.8 and 24.4 μM, respectively. In a structure-activity relationship study, 2-thio-DMNQs with side chains of carbon number 11 ~ 15 exhibited significant ACAT inhibitory activities.

Original languageEnglish
Pages (from-to)1088-1092
Number of pages5
JournalBulletin of the Korean Chemical Society
Volume30
Issue number5
DOIs
Publication statusPublished - 2009

Keywords

  • Acyl CoA: Cholestrol acyl transferase (ACAT)
  • Mast cells
  • Naphthoquinones
  • Structure-activity relationship

ASJC Scopus subject areas

  • Chemistry(all)

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    Shen, G. N., Choi, J. H., Gajulapati, K., Lee, J. H., Kim, Y. K., Rho, M. C., Jung, S. H., Lee, K., Han, S. S., Song, G. Y., & Choi, Y. (2009). 2-Substitiuted thio- and amino-5,8-dimethoxy-1,4-naphthoquinones as a novel class of acyl-CoA: Cholestrol acyltransferase inhibitors. Bulletin of the Korean Chemical Society, 30(5), 1088-1092. https://doi.org/10.5012/bkcs.2009.30.5.1088