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Int. J. Mol. Sci. 2014, 15(3), 3926-3951; doi:10.3390/ijms15033926
Article

Synthesis of Analogues of Gingerol and Shogaol, the Active Pungent Principles from the Rhizomes of Zingiber officinale and Evaluation of Their Anti-Platelet Aggregation Effects

1,†
, 2,†
, 3
, 1
, 4
, 1
, 5
 and 1,*
1 Department of Chemistry, National Cheng Kung University, Tainan 701, Taiwan 2 Department of Applied Chemistry, National Chiayi University, Chiayi 600, Taiwan 3 Department of Biotechnology, National Formosa University, Yunlin 632, Taiwan 4 Department of Biotechnology, Southern Taiwan University, Tainan 710, Taiwan 5 College of Medicine, Pharmacological Institute, National Taiwan University, Taipei 100, Taiwan These authors contributed equally to this work.
* Author to whom correspondence should be addressed.
Received: 2 January 2014 / Revised: 17 February 2014 / Accepted: 21 February 2014 / Published: 4 March 2014
(This article belongs to the Section Bioactives and Nutraceuticals)
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Abstract

The present study was aimed at discovering novel biologically active compounds based on the skeletons of gingerol and shogaol, the pungent principles from the rhizomes of Zingiber officinale. Therefore, eight groups of analogues were synthesized and examined for their inhibitory activities of platelet aggregation induced by arachidonic acid, collagen, platelet activating factor, and thrombin. Among the tested compounds, [6]-paradol (5b) exhibited the most significant anti-platelet aggregation activity. It was the most potent candidate, which could be used in further investigation to explore new drug leads.
Keywords: Zingiber officinale; ginger; gingerol; shogaol; anti-platelet aggregation Zingiber officinale; ginger; gingerol; shogaol; anti-platelet aggregation
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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MDPI and ACS Style

Shih, H.-C.; Chern, C.-Y.; Kuo, P.-C.; Wu, Y.-C.; Chan, Y.-Y.; Liao, Y.-R.; Teng, C.-M.; Wu, T.-S. Synthesis of Analogues of Gingerol and Shogaol, the Active Pungent Principles from the Rhizomes of Zingiber officinale and Evaluation of Their Anti-Platelet Aggregation Effects. Int. J. Mol. Sci. 2014, 15, 3926-3951.

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