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Int. J. Mol. Sci. 2014, 15(6), 9566-9578; doi:10.3390/ijms15069566
Article

New Coumarins and Anti-Inflammatory Constituents from the Fruits of Cnidium monnieri

1,†
, 2,†
, 3
, 4
, 5
, 6
, 7
 and 2,*
1 Graduate Institute of Pharmacognosy, Taipei Medical University, Taipei 110, Taiwan 2 Department of Pharmacy & Graduate Institute of Pharmaceutical Technology, Tajen University, Pingtung 907, Taiwan 3 Graduate Institute of Natural Products, College of Medicine, Chang Gung University, Taoyuan 333, Taiwan 4 Department of Medical Education and Research, Kaohsiung Veterans General Hospital, Kaohsiung 813, Taiwan 5 National Museum of Marine Biology and Aquarium, Pingtung 944, Taiwan 6 School of Pharmacy, College of Pharmacy, China Medical University, Taichung 404, Taiwan 7 Chung-Jen College of Nursing, Health Science and Management, Chiayi 600, Taiwan These authors contributed equally to this work.
* Author to whom correspondence should be addressed.
Received: 3 March 2014 / Revised: 7 May 2014 / Accepted: 13 May 2014 / Published: 28 May 2014
(This article belongs to the Section Bioactives and Nutraceuticals)
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Abstract

The fruit of Cnidium monnieri is commercially used as healthcare products for the improvement of impotence and skin diseases. Three new coumarins, 3'-O-methylmurraol (1), rel-(1'S,2'S)-1'-O-methylphlojodicarpin (2), and (1'S,2'S)-1'-O-methylvaginol (3), have been isolated from the fruits of C. monnieri, together with 14 known compounds (417). The structures of these new compounds were determined through spectroscopic and MS analyses. Compounds 1, 412, and 1417 exhibited inhibition (IC50 ≤ 7.31 µg/mL) of superoxide anion generation by human neutrophils in response to formyl-l-methionyl-l-leucyl-l-phenylalanine/cytochalasin B (fMLP/CB). Compounds 7, 911, 15, and 17 inhibited fMLP/CB-induced elastase release with IC50 values ≤7.83 µg/mL. This investigation reveals that bioactive isolates (especially 6, 7, 14, and 17) could be further developed as potential candidates for the treatment or prevention of various inflammatory diseases.
Keywords: Cnidium monnieri; umbelliferae; isoflavones; structure elucidation; anti-inflammatory activity Cnidium monnieri; umbelliferae; isoflavones; structure elucidation; anti-inflammatory activity
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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Lee, T.-H.; Chen, Y.-C.; Hwang, T.-L.; Shu, C.-W.; Sung, P.-J.; Lim, Y.-P.; Kuo, W.-L.; Chen, J.-J. New Coumarins and Anti-Inflammatory Constituents from the Fruits of Cnidium monnieri. Int. J. Mol. Sci. 2014, 15, 9566-9578.

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