Cubitanoids and Cembranoids from the Soft Coral Sinularia nanolobata

Chih-Hua Chao; Chia-Yun Wu; Chiung-Yao Huang; Hui-Chun Wang; Chang-Feng Dai; Yang-Chang Wu; Jyh-Horng Sheu

doi:10.3390/md14080150

Cubitanoids and Cembranoids from the Soft Coral Sinularia nanolobata

Mar Drugs. 2016 Aug 9;14(8):150. doi: 10.3390/md14080150.

Authors

Chih-Hua Chao^{1

2}, Chia-Yun Wu³, Chiung-Yao Huang⁴, Hui-Chun Wang^{5

6

7}, Chang-Feng Dai⁸, Yang-Chang Wu^{9

10

11}, Jyh-Horng Sheu^{12

13

14

15}

Affiliations

¹ School of Pharmacy, China Medical University, Taichung 404, Taiwan. chchao@mail.cmu.edu.tw.
² Chinese Medicine Research and Development Center, China Medical University Hospital, Taichung 404, Taiwan. chchao@mail.cmu.edu.tw.
³ Department of Marine Biotechnology and Resources, National Sun Yat-sen University, Kaohsiung 804, Taiwan. eleahant111@yahoo.com.tw.
⁴ Department of Marine Biotechnology and Resources, National Sun Yat-sen University, Kaohsiung 804, Taiwan. huangcy@mail.nsysu.edu.tw.
⁵ Department of Marine Biotechnology and Resources, National Sun Yat-sen University, Kaohsiung 804, Taiwan. wanghc@kmu.edu.tw.
⁶ Ph.D. Program in Translational Medicine, College of Medicine and Ph.D. Program in Toxicology, College of Pharmacy, Kaohsiung Medical University, Kaohsiung 807, Taiwan. wanghc@kmu.edu.tw.
⁷ Graduate Institute of Natural Products, Kaohsiung Medical University, Kaohsiung 807, Taiwan. wanghc@kmu.edu.tw.
⁸ Institute of Oceanography, National Taiwan University, Taipei 112, Taiwan. corallab@ntu.edu.tw.
⁹ School of Pharmacy, China Medical University, Taichung 404, Taiwan. yachwu@mail.cmu.edu.tw.
¹⁰ Chinese Medicine Research and Development Center, China Medical University Hospital, Taichung 404, Taiwan. yachwu@mail.cmu.edu.tw.
¹¹ Center for Molecular Medicine, China Medical University Hospital, Taichung 404, Taiwan. yachwu@mail.cmu.edu.tw.
¹² Department of Marine Biotechnology and Resources, National Sun Yat-sen University, Kaohsiung 804, Taiwan. sheu@mail.nsysu.edu.tw.
¹³ Graduate Institute of Natural Products, Kaohsiung Medical University, Kaohsiung 807, Taiwan. sheu@mail.nsysu.edu.tw.
¹⁴ Department of Medical Research, China Medical University Hospital, China Medical University, Taichung 404, Taiwan. sheu@mail.nsysu.edu.tw.
¹⁵ Frontier Center for Ocean Science and Technology, National Sun Yat-sen University, Kaohsiung 804, Taiwan. sheu@mail.nsysu.edu.tw.

Abstract

Two new cubitanoids, nanoculones A and B (1 and 2), and three new cembranoids, nanolobols A-C (3-5), as well as six known compounds, calyculone I (6), sinulariuol A (7), sinulariols C, D, H, and J (8-11), were isolated from the soft coral Sinularia nanolobata, collected off the coast of the eastern region of Taiwan. Their structures were elucidated on the basis of extensive spectroscopic analysis. Cytotoxicity of compounds 1-11 was evaluated. The nitric oxide (NO) inhibitory activity of selected compounds was further measured by assay of lipopolysaccharide (LPS)-stimulated NO production in activated RAW264.7 cells. The results showed that none of 1-11 exhibited cytotoxicity against the tested cancer cell lines, whereas compound 8 was found to significantly reduce NO production.

Keywords: Sinularia; cubitane; nanoculones A and B; nanolobols A–C.

MeSH terms

Animals
Anthozoa / chemistry*
Antineoplastic Agents / chemistry*
Antineoplastic Agents / isolation & purification
Antineoplastic Agents / pharmacology*
Diterpenes / chemistry
Diterpenes / isolation & purification
Diterpenes / pharmacology*
Drug Screening Assays, Antitumor
HT29 Cells
Humans
K562 Cells
Lipopolysaccharides / metabolism
Mice
Molecular Structure
Nitric Oxide / metabolism*
RAW 264.7 Cells

Substances

Antineoplastic Agents
Diterpenes
Lipopolysaccharides
Nitric Oxide