title: Anti-Dengue Virus Constituents from Formosan Zoanthid Palythoa mutuki.
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.
authors: Graduate Institute of Natural Products, College of Pharmacy, Kaohsiung Medical University, Kaohsiung 807, Taiwan. jclee@kmu.edu.tw.|Department of Biotechnology, College of Life Science, Kaohsiung Medical University, Kaohsiung 807, Taiwan. jclee@kmu.edu.tw.|Research Center for Natural Products and Drug Development, Kaohsiung Medical University, Kaohsiung 807, Taiwan. jclee@kmu.edu.tw.
authors: Jin-Ching
authors: JC
authors: Lee
authors: Graduate Institute of Natural Products, College of Pharmacy, Kaohsiung Medical University, Kaohsiung 807, Taiwan. aaronfrc@kmu.edu.tw.|Department of Marine Biotechnology and Resources, National Sun Yat-sen University, Kaohsiung 804, Taiwan. aaronfrc@kmu.edu.tw.|Cancer Center, Kaohsiung Medical University Hospital, Kaohsiung 807, Taiwan. aaronfrc@kmu.edu.tw.
authors: Fang-Rong
authors: FR
authors: Chang
authors: Graduate Institute of Natural Products, College of Pharmacy, Kaohsiung Medical University, Kaohsiung 807, Taiwan. highshorter@hotmail.com.
authors: Shu-Rong
authors: SR
authors: Chen
authors: Institute of Basic Medical Sciences, College of Medicine, National Cheng Kung University, Tainan 701, Taiwan. windywingsy@gmail.com.|Center of Infectious Disease and Signaling Research, College of Medicine, National Cheng Kung University, Tainan 701, Taiwan. windywingsy@gmail.com.
authors: Yu-Hsuan
authors: YH
authors: Wu
authors: Graduate Institute of Natural Products, College of Pharmacy, Kaohsiung Medical University, Kaohsiung 807, Taiwan. drjcount@livemail.tw.
authors: Hao-Chun
authors: HC
authors: Hu
authors: School of Pharmacy, College of Pharmacy, China Medical University, Taichung 404, Taiwan. yachwu@mail.cmu.edu.tw.|Chinese Medicine Research and Development Center, China Medical University Hospital, Taichung 404, Taiwan. yachwu@mail.cmu.edu.tw.|Center for Molecular Medicine, China Medical University Hospital, Taichung 404, Taiwan. yachwu@mail.cmu.edu.tw.|Research Center for Chinese Herbal Medicine, China Medical University, Taichung 404, Taiwan. yachwu@mail.cmu.edu.tw.
authors: Yang-Chang
authors: YC
authors: Wu
authors: Division of Pharmacognosy, Department of Medicinal Chemistry, Uppsala University, BMC Box 574, S-751 23 Uppsala, Sweden. anders.backlund@fkog.uu.se.
authors: Anders
authors: A
authors: Backlund
authors: Graduate Institute of Natural Products, College of Pharmacy, Kaohsiung Medical University, Kaohsiung 807, Taiwan. jmb@kmu.edu.tw.|Research Center for Natural Products and Drug Development, Kaohsiung Medical University, Kaohsiung 807, Taiwan. jmb@kmu.edu.tw.|Center for Infectious Disease and Cancer Research, Kaohsiung Medical University, Kaohsiung 807, Taiwan. jmb@kmu.edu.tw.
authors: Yuan-Bin
authors: YB
authors: Cheng
mesh_terms: D000818:Animals; D037421:Anthozoa / Q000737:chemistry*; D000998:Antiviral Agents / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D002338:Carotenoids / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D002942:Circular Dichroism; D003562:Cytidine / Q000031:analogs & derivatives / Q000494:pharmacology; D003716:Dengue Virus / Q000187:drug effects*; D026461:Ecdysteroids / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D020128:Inhibitory Concentration 50; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D025341:Principal Component Analysis; D013778:Tetrazolium Salts / Q000737:chemistry; D013844:Thiazoles / Q000737:chemistry
chemical_list: D000998:Antiviral Agents; D026461:Ecdysteroids; D013778:Tetrazolium Salts; D013844:Thiazoles; C070380:3-(4,5-dimethylthiazol-2-yl)-5-(3-carboxymethoxyphenyl)-2-(4-sulfophenyl)-2H-tetrazolium; C513402:2'-C-methylcytidine; C016040:peridinin; D002338:Carotenoids; D003562:Cytidine
keywords: ChemGPS–NP; Palythoa mutuki; antiviral activity; ecdysteroid