New cembranoid diterpenes from the cultured octocoral Nephthea columnaris

Ting-Hsi Hsiao; Ching-Hsiao Cheng; Tung-Ying Wu; Mei-Chin Lu; Wu-Fu Chen; Zhi-Hong Wen; Chang-Feng Dai; Yang-Chang Wu; Ping-Jyun Sung

doi:10.3390/molecules200713205

New cembranoid diterpenes from the cultured octocoral Nephthea columnaris

Molecules. 2015 Jul 21;20(7):13205-15. doi: 10.3390/molecules200713205.

Authors

Ting-Hsi Hsiao^{1

2}, Ching-Hsiao Cheng³, Tung-Ying Wu⁴, Mei-Chin Lu^{5

6}, Wu-Fu Chen^{7

8

9}, Zhi-Hong Wen⁹, Chang-Feng Dai¹⁰, Yang-Chang Wu^{11

12

13

14}, Ping-Jyun Sung^{15

16

17

18

19}

Affiliations

¹ Graduate Institute of Marine Biology, National Dong Hwa University, Pingtung 94450, Taiwan. hsiaoinon@gmail.com.
² National Museum of Marine Biology & Aquarium, Pingtung 94450, Taiwan. hsiaoinon@gmail.com.
³ Department of Neurosurgery, Kaohsiung Chang Gung Memorial Hospital and Chang Gung University College of Medicine, Kaohsiung 83301, Taiwan. ma4200@cgmh.org.tw.
⁴ Chinese Medicine Research and Development Center, China Medical University Hospital, Taichung 40447, Taiwan. kuma0401@gmail.com.
⁵ Graduate Institute of Marine Biology, National Dong Hwa University, Pingtung 94450, Taiwan. jinx6609@nmmba.gov.tw.
⁶ National Museum of Marine Biology & Aquarium, Pingtung 94450, Taiwan. jinx6609@nmmba.gov.tw.
⁷ Department of Neurosurgery, Kaohsiung Chang Gung Memorial Hospital and Chang Gung University College of Medicine, Kaohsiung 83301, Taiwan. wzh@mail.nsysu.edu.tw.
⁸ Department of Neurosurgery, Xiamen Chang Gung Memorial Hospital, Xiamen 361028, China. wzh@mail.nsysu.edu.tw.
⁹ Department of Marine Biotechnology and Resources, Asia-Pacific Ocean Research Center, National Sun Yat-sen University, Kaohsiung 80424, Taiwan. wzh@mail.nsysu.edu.tw.
¹⁰ Institute of Oceanography, National Taiwan University, Taipei 10617, Taiwan. corallab@ntu.edu.tw.
¹¹ Chinese Medicine Research and Development Center, China Medical University Hospital, Taichung 40447, Taiwan. yachwu@mail.cmu.edu.tw.
¹² School of Pharmacy, College of Pharmacy, China Medical University, Taichung 40402, Taiwan. yachwu@mail.cmu.edu.tw.
¹³ Graduate Institute of Natural Products, Kaohsiung Medical University, Kaohsiung 80708, Taiwan. yachwu@mail.cmu.edu.tw.
¹⁴ Center for Molecular Medicine, China Medical University Hospital, Taichung 40447, Taiwan. yachwu@mail.cmu.edu.tw.
¹⁵ Graduate Institute of Marine Biology, National Dong Hwa University, Pingtung 94450, Taiwan. pjsung@nmmba.gov.tw.
¹⁶ National Museum of Marine Biology & Aquarium, Pingtung 94450, Taiwan. pjsung@nmmba.gov.tw.
¹⁷ Chinese Medicine Research and Development Center, China Medical University Hospital, Taichung 40447, Taiwan. pjsung@nmmba.gov.tw.
¹⁸ Department of Marine Biotechnology and Resources, Asia-Pacific Ocean Research Center, National Sun Yat-sen University, Kaohsiung 80424, Taiwan. pjsung@nmmba.gov.tw.
¹⁹ Graduate Institute of Natural Products, Kaohsiung Medical University, Kaohsiung 80708, Taiwan. pjsung@nmmba.gov.tw.

Abstract

Two new 15-hydroxycembranoid diterpenes, 2β-hydroxy-7β,8α-epoxynephthenol (1) and 2β-hydroxy-11α,12β-epoxynephthenol (2), were isolated from extracts of the octocoral Nephthea columnaris along with a new natural cembrane, epoxynephthenol (3) and a known sterol, nephalsterol A (4). The structures of cembranes 1-3 were elucidated by spectroscopic methods and comparison of the spectroscopic data with those of related analogues. The cytotoxicity of metabolites 1-4 against a panel of tumor cells is also described.

Keywords: Nephthea columnaris; cembrane; cytotoxicity; nephalsterol; octocoral.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Animals
Anthozoa
Cytotoxins* / chemistry
Cytotoxins* / isolation & purification
Cytotoxins* / pharmacology
Diterpenes* / chemistry
Diterpenes* / isolation & purification
Diterpenes* / pharmacology
Humans
MCF-7 Cells
Molecular Structure
Neoplasms / drug therapy
Neoplasms / metabolism*
U937 Cells

Substances

Cytotoxins
Diterpenes