Anti-Dengue Virus Constituents from Formosan Zoanthid Palythoa mutuki

  • Mar Drugs. 2016 Aug 9;14(8):151. doi: 10.3390/md14080151.
Jin-Ching Lee  1  2  3 Fang-Rong Chang  4  5  6 Shu-Rong Chen  7 Yu-Hsuan Wu  8  9 Hao-Chun Hu  10 Yang-Chang Wu  11  12  13  14 Anders Backlund  15 Yuan-Bin Cheng  16  17  18
Affiliations
  • 1. Graduate Institute of Natural Products, College of Pharmacy, Kaohsiung Medical University, Kaohsiung 807, Taiwan. [email protected].
  • 2. Department of Biotechnology, College of Life Science, Kaohsiung Medical University, Kaohsiung 807, Taiwan. [email protected].
  • 3. Research Center for Natural Products and Drug Development, Kaohsiung Medical University, Kaohsiung 807, Taiwan. [email protected].
  • 4. Graduate Institute of Natural Products, College of Pharmacy, Kaohsiung Medical University, Kaohsiung 807, Taiwan. [email protected].
  • 5. Department of Marine Biotechnology and Resources, National Sun Yat-sen University, Kaohsiung 804, Taiwan. [email protected].
  • 6. Cancer Center, Kaohsiung Medical University Hospital, Kaohsiung 807, Taiwan. [email protected].
  • 7. Graduate Institute of Natural Products, College of Pharmacy, Kaohsiung Medical University, Kaohsiung 807, Taiwan. [email protected].
  • 8. Institute of Basic Medical Sciences, College of Medicine, National Cheng Kung University, Tainan 701, Taiwan. [email protected].
  • 9. Center of Infectious Disease and Signaling Research, College of Medicine, National Cheng Kung University, Tainan 701, Taiwan. [email protected].
  • 10. Graduate Institute of Natural Products, College of Pharmacy, Kaohsiung Medical University, Kaohsiung 807, Taiwan. [email protected].
  • 11. School of Pharmacy, College of Pharmacy, China Medical University, Taichung 404, Taiwan. [email protected].
  • 12. Chinese Medicine Research and Development Center, China Medical University Hospital, Taichung 404, Taiwan. [email protected].
  • 13. Center for Molecular Medicine, China Medical University Hospital, Taichung 404, Taiwan. [email protected].
  • 14. Research Center for Chinese Herbal Medicine, China Medical University, Taichung 404, Taiwan. [email protected].
  • 15. Division of Pharmacognosy, Department of Medicinal Chemistry, Uppsala University, BMC Box 574, S-751 23 Uppsala, Sweden. [email protected].
  • 16. Graduate Institute of Natural Products, College of Pharmacy, Kaohsiung Medical University, Kaohsiung 807, Taiwan. [email protected].
  • 17. Research Center for Natural Products and Drug Development, Kaohsiung Medical University, Kaohsiung 807, Taiwan. [email protected].
  • 18. Center for Infectious Disease and Cancer Research, Kaohsiung Medical University, Kaohsiung 807, Taiwan. [email protected].
Abstract

A new marine ecdysteroid with an α-hydroxy group attaching at C-4 instead of attaching at C-2 and C-3, named palythone A (1), together with eight known compounds (2-9) were obtained from the ethanolic extract of the Formosan zoanthid Palythoa mutuki. The structures of those compounds were mainly determined by NMR spectroscopic data analyses. The absolute configuration of 1 was further confirmed by comparing experimental and calculated circular dichroism (CD) spectra. Anti-dengue virus 2 activity and cytotoxicity of five isolated compounds were evaluated using virus infectious system and [3-(4,5-dimethylthiazol-2-yl)-5-(3-carboxymethoxyphenyl)-2-(4-sulfophenyl)-2H-tetrazolium, inner salt (MTS) assays, respectively. As a result, peridinin (9) exhibited strong Antiviral activity (IC50 = 4.50 ± 0.46 μg/mL), which is better than that of the positive control, 2'CMC. It is the first carotene-like substance possessing anti-dengue virus activity. In addition, the structural diversity and bioactivity of the isolates were compared by using a ChemGPS-NP computational analysis. The ChemGPS-NP data suggested natural products with anti-dengue virus activity locate closely in the chemical space.

Keywords
ChemGPS–NP; Palythoa mutuki; antiviral activity; ecdysteroid.
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