New Cytotoxic 24-Homoscalarane Sesterterpenoids from the Sponge Ircinia felix

Ya-Yuan Lai; Li-Chai Chen; Chug-Fung Wu; Mei-Chin Lu; Zhi-Hong Wen; Tung-Ying Wu; Lee-Shing Fang; Li-Hsueh Wang; Yang-Chang Wu; Ping-Jyun Sung

doi:10.3390/ijms160921950

New Cytotoxic 24-Homoscalarane Sesterterpenoids from the Sponge Ircinia felix

Int J Mol Sci. 2015 Sep 11;16(9):21950-8. doi: 10.3390/ijms160921950.

Authors

Ya-Yuan Lai^{1

2}, Li-Chai Chen^{3

4}, Chug-Fung Wu⁵, Mei-Chin Lu^{6

7}, Zhi-Hong Wen⁴, Tung-Ying Wu⁸, Lee-Shing Fang⁹, Li-Hsueh Wang^{10

11}, Yang-Chang Wu^{12

13

14

15}, Ping-Jyun Sung^{16

17

18

19

20}

Affiliations

¹ Graduate Institute of Marine Biology, National Dong Hwa University, Pingtung 944, Taiwan. spire0123456@yahoo.com.tw.
² National Museum of Marine Biology & Aquarium, Pingtung 944, Taiwan. spire0123456@yahoo.com.tw.
³ Department of Pharmacy of Zuoying Branch of Kaohsiung Armed Forces General Hospital, Kaohsiung 813, Taiwan. wzh@mail.nsysu.edu.tw.
⁴ Department of Marine Biotechnology and Resources, Asia-Pacific Ocean Research Center, National Sun Yat-sen University, Kaohsiung 804, Taiwan. wzh@mail.nsysu.edu.tw.
⁵ Division of Surgical Oncology, Department of Surgery, Kaohsiung Medical University Hospital, Kaohsiung 807, Taiwan. Hepatoma2003@yahoo.com.tw.
⁶ Graduate Institute of Marine Biology, National Dong Hwa University, Pingtung 944, Taiwan. jinx6609@nmmba.gov.tw.
⁷ National Museum of Marine Biology & Aquarium, Pingtung 944, Taiwan. jinx6609@nmmba.gov.tw.
⁸ Chinese Medicine Research and Development Center, China Medical University Hospital, Taichung 404, Taiwan. kuma0401@gmail.com.
⁹ Department of Sport, Health and Leisure, Cheng Shiu University, Kaohsiung 833, Taiwan. lsfang@csu.edu.tw.
¹⁰ Graduate Institute of Marine Biology, National Dong Hwa University, Pingtung 944, Taiwan. wanglh@nmmba.gov.tw.
¹¹ National Museum of Marine Biology & Aquarium, Pingtung 944, Taiwan. wanglh@nmmba.gov.tw.
¹² Chinese Medicine Research and Development Center, China Medical University Hospital, Taichung 404, Taiwan. yachwu@mail.cmu.edu.tw.
¹³ School of Pharmacy, College of Pharmacy, China Medical University, Taichung 404, Taiwan. yachwu@mail.cmu.edu.tw.
¹⁴ Center for Molecular Medicine, China Medical University Hospital, Taichung 404, Taiwan. yachwu@mail.cmu.edu.tw.
¹⁵ Graduate Institute of Natural Products, Kaohsiung Medical University, Kaohsiung 807, Taiwan. yachwu@mail.cmu.edu.tw.
¹⁶ Graduate Institute of Marine Biology, National Dong Hwa University, Pingtung 944, Taiwan. pjsung@nmmba.gov.tw.
¹⁷ National Museum of Marine Biology & Aquarium, Pingtung 944, Taiwan. pjsung@nmmba.gov.tw.
¹⁸ Department of Marine Biotechnology and Resources, Asia-Pacific Ocean Research Center, National Sun Yat-sen University, Kaohsiung 804, Taiwan. pjsung@nmmba.gov.tw.
¹⁹ Chinese Medicine Research and Development Center, China Medical University Hospital, Taichung 404, Taiwan. pjsung@nmmba.gov.tw.
²⁰ Graduate Institute of Natural Products, Kaohsiung Medical University, Kaohsiung 807, Taiwan. pjsung@nmmba.gov.tw.

Abstract

Two new 24-homoscalarane sesterterpenoids, felixins F (1) and G (2), were isolated from the sponge Ircinia felix. The structures of new homoscalaranes 1 and 2 were elucidated by extensive spectroscopic methods, particularly with one-dimensional (1D) and two-dimensional (2D) NMR, and, by comparison, the spectral data with those of known analogues. The cytotoxicity of 1 and 2 against the proliferation of a limited panel of tumor cell lines was evaluated and 1 was found to show cytotoxicity toward the leukemia K562, MOLT-4, and SUP-T1 cells (IC50 ≤ 5.0 μM).

Keywords: Ircinia felix; cytotoxicity; homoscalarane; sesterterpenoid; sponge.

Publication types

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

MeSH terms

Animals
Cell Line
Cell Proliferation / drug effects
Humans
Molecular Structure
Porifera / chemistry*
Sesterterpenes / chemistry*
Sesterterpenes / toxicity*

Substances

Sesterterpenes