Studies on the anti-psoriatic activity and spectroscopy of 10- benzylthio-anthralin and its deuterated analogs

研究成果: 雜誌貢獻文章

1 引文 (Scopus)

摘要

Antipsoriatic anthrones are among the most commonly used topical agents for the treatment of psoriasis. 10-Arylthio-derivatives of anthralin [dithranol; 1,8-dihydroxy-9(10H)-antracenone] are of interest in the search for new antipsoriatic agents. The synthesis of 10-benzylthio-1,8-dihydroxy- 9(10H)-antracenone and its deuterated analogs is described. The application of this information to the design of novel anthrones has resulted in compounds with diminished oxygen radical generating properties which may permit a separation of antipsoriatic and inflammatory effects. The structures of these compounds were confirmed on the basis of 13C NMR and DEPT experiment studies, which also led to the revised assignment of the 1H NMR spectrum. The compounds were evaluated for their ability to inhibit the growth of the human keratinocyte cell line HaCaT. Biological tests showed that 10-benzylthio-1,8-dihydroxy-9(10H)-antracenone slightly inhibited the HaCaT cells.
原文英語
頁(從 - 到)267-276
頁數10
期刊Chinese Pharmaceutical Journal
50
發行號5
出版狀態已發佈 - 十月 1998
對外發佈Yes

指紋

Anthracenes
Anthralin
Spectrum Analysis
Nuclear magnetic resonance
Spectroscopy
Keratinocytes
Psoriasis
Reactive Oxygen Species
Cells
Derivatives
Cell Line
Oxygen
Growth
Experiments

ASJC Scopus subject areas

  • Bioengineering
  • Pharmaceutical Science

引用此文

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title = "Studies on the anti-psoriatic activity and spectroscopy of 10- benzylthio-anthralin and its deuterated analogs",
abstract = "Antipsoriatic anthrones are among the most commonly used topical agents for the treatment of psoriasis. 10-Arylthio-derivatives of anthralin [dithranol; 1,8-dihydroxy-9(10H)-antracenone] are of interest in the search for new antipsoriatic agents. The synthesis of 10-benzylthio-1,8-dihydroxy- 9(10H)-antracenone and its deuterated analogs is described. The application of this information to the design of novel anthrones has resulted in compounds with diminished oxygen radical generating properties which may permit a separation of antipsoriatic and inflammatory effects. The structures of these compounds were confirmed on the basis of 13C NMR and DEPT experiment studies, which also led to the revised assignment of the 1H NMR spectrum. The compounds were evaluated for their ability to inhibit the growth of the human keratinocyte cell line HaCaT. Biological tests showed that 10-benzylthio-1,8-dihydroxy-9(10H)-antracenone slightly inhibited the HaCaT cells.",
keywords = "Anthralin, Anthrone, Antipsoriatic agents, DEPT experiment, HaCaT cells, Inflammatory effect, Keratinocyte cells, Psoriasis",
author = "Huang, {Hsu Shan}",
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AB - Antipsoriatic anthrones are among the most commonly used topical agents for the treatment of psoriasis. 10-Arylthio-derivatives of anthralin [dithranol; 1,8-dihydroxy-9(10H)-antracenone] are of interest in the search for new antipsoriatic agents. The synthesis of 10-benzylthio-1,8-dihydroxy- 9(10H)-antracenone and its deuterated analogs is described. The application of this information to the design of novel anthrones has resulted in compounds with diminished oxygen radical generating properties which may permit a separation of antipsoriatic and inflammatory effects. The structures of these compounds were confirmed on the basis of 13C NMR and DEPT experiment studies, which also led to the revised assignment of the 1H NMR spectrum. The compounds were evaluated for their ability to inhibit the growth of the human keratinocyte cell line HaCaT. Biological tests showed that 10-benzylthio-1,8-dihydroxy-9(10H)-antracenone slightly inhibited the HaCaT cells.

KW - Anthralin

KW - Anthrone

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KW - DEPT experiment

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KW - Inflammatory effect

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KW - Psoriasis

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