Bulletin of the Korean Chemical Society

  • 제30권5호
  • /
  • Pages.1088-1092
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  • 2009
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  • 0253-2964(pISSN)
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  • 1229-5949(eISSN)
대한화학회 (Korean Chemical Society)
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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)
  • 발행 : 2009.05.20
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초록

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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참고문헌

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피인용 문헌

  1. Synthesis of organosoluble and fluorescent aromatic polyketones bearing 1,1′-binaphthyl units through Suzuki–Miyaura coupling polymerization vol.72, pp.11, 2015, https://doi.org/10.1007/s00289-015-1443-z
  2. The compound 2-(naphthalene-2-thio)-5,8-dimethoxy-1,4-naphthoquinone induces apoptosis via reactive oxygen species-regulated mitogen-activated protein kinase, protein kinase B, and signal transducer and activator of transcription 3 signaling in human gast vol.79, pp.6, 2018, https://doi.org/10.1002/ddr.21442
  3. ChemInform Abstract: 2-Substituted Thio- and Amino-5,6-dimethoxy-1,4-naphthoquinones as a Novel Class of Acyl-CoA: Cholestrol Acyltransferase Inhibitors. vol.40, pp.39, 2009, https://doi.org/10.1002/chin.200939088
  4. 2-(4-methoxyphenylthio)-5,8-dimethoxy-1,4-naphthoquinone induces apoptosis via ROS-mediated MAPK and STAT3 signaling pathway in human gastric cancer cells vol.31, pp.4, 2019, https://doi.org/10.1080/1120009x.2019.1610832