Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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2-Substitiuted Thio- and Amino-5,8-dimethoxy-1,4-naphthoquinones as a Novel Class of Acyl-CoA: Cholestrol Acyltransferase Inhibitors

  • Shen, Gui-Nan (College of Pharmacy, Chungnam National University) ;
  • Choi, Jung-Ho (Korea Research Institute of Biosciences and Biotechnology) ;
  • Gajulapati, Kondaji (School of Life Sciences and Biotechnology, Korea University) ;
  • Lee, Jee-Hyun (College of Pharmacy, Chungnam National University) ;
  • Kim, Young-Kook (Korea Research Institute of Biosciences and Biotechnology) ;
  • Rho, Mun-Chal (Korea Research Institute of Biosciences and Biotechnology) ;
  • Jung, Sang-Hun (College of Pharmacy, Chungnam National University) ;
  • Lee, Kyeong (Korea Research Institute of Biosciences and Biotechnology) ;
  • Han, Sung-Sik (School of Life Sciences and Biotechnology, Korea University) ;
  • Song, Gyu-Yong (College of Pharmacy, Chungnam National University) ;
  • Choi, Yong-Seok (School of Life Sciences and Biotechnology, Korea University)
  • Published : 2009.05.20
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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 $IC_{50}$ value of 22.8 and 24.4 ${\mu}M$, respectively. In a structure-activity relationship study, 2-thio-DMNQs with side chains of carbon number 11 $\sim$ 15 exhibited significant ACAT inhibitory activities.

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References

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