New 1,4-Dienonesteroids from the Octocoral Dendronephthya sp

Thanh-Hao Huynh; Pei-Chin Chen; San-Nan Yang; Feng-Yu Lin; Tung-Pin Su; Lo-Yun Chen; Bo-Rong Peng; Chiung-Chin Hu; You-Ying Chen; Zhi-Hong Wen; Tung-Ying Wu; Ping-Jyun Sung

doi:10.3390/md17090530

New 1,4-Dienonesteroids from the Octocoral Dendronephthya sp

Mar Drugs. 2019 Sep 11;17(9):530. doi: 10.3390/md17090530.

Authors

Thanh-Hao Huynh^{1

2}, Pei-Chin Chen³, San-Nan Yang⁴, Feng-Yu Lin^{2

5}, Tung-Pin Su^{1

2}, Lo-Yun Chen^{2

6}, Bo-Rong Peng^{2

3

7}, Chiung-Chin Hu², You-Ying Chen^{2

8}, Zhi-Hong Wen⁸, Tung-Ying Wu⁹, Ping-Jyun Sung^{10

11

12

13

14}

Affiliations

¹ Graduate Institute of Marine Biology, National Dong Hwa University, Pingtung 944, Taiwan.
² National Museum of Marine Biology and Aquarium, Pingtung 944, Taiwan.
³ Doctoral Degree Program in Marine Biotechnology, National Sun Yat-sen University, Kaohsiung 804, Taiwan.
⁴ Department of Pediatrics, E-DA Hospital, School of Medicine, College of Medicine, I-SHOU University, Kaohsiung 804, Taiwan.
⁵ Department of Applied Chemistry, National Pingtung University, Pingtung 900, Taiwan.
⁶ Department of Chemistry, National Sun Yat-sen University, Kaohsiung 804, Taiwan.
⁷ Doctoral Degree Program in Marine Biotechnology, Academia Sinica, Taipei 115, Taiwan.
⁸ Department of Marine Biotechnology and Resources, National Sun Yat-sen University, Kaohsiung 804, Taiwan.
⁹ Chinese Medicine Research and Development Center, China Medical University Hospital, Taichung 404, Taiwan. kuma0401@gmail.com.
¹⁰ Graduate Institute of Marine Biology, National Dong Hwa University, Pingtung 944, Taiwan. pjsung@nmmba.gov.tw.
¹¹ National Museum of Marine Biology and Aquarium, Pingtung 944, Taiwan. pjsung@nmmba.gov.tw.
¹² Department of Marine Biotechnology and Resources, National Sun Yat-sen University, Kaohsiung 804, Taiwan. pjsung@nmmba.gov.tw.
¹³ Chinese Medicine Research and Development Center, China Medical University Hospital, Taichung 404, Taiwan. pjsung@nmmba.gov.tw.
¹⁴ Graduate Institute of Natural Products, Kaohsiung Medical University, Kaohsiung 807, Taiwan. pjsung@nmmba.gov.tw.

Abstract

Two new steroids, dendronesterones D (1) and E (2), featuring with 1,4-dienone moiety, along with three known steroids, methyl 3-oxochola-4,22-diene-24-oate (3), 5α,8α-epidioxy-24(S)- methylcholesta-6,22-dien-3β-ol (4), and 5α,8α-epidioxy-24(S)-methylcholesta-6,9(11),22-trien-3β-ol (5), were isolated from an octocoral Dendronephthya sp. The structures of steroids 1 and 2 were elucidated by using spectroscopic methods and steroid 1 was found to exhibit significant in vitro anti-inflammatory activity in lipopolysaccharides (LPS)-induced RAW264.7 macrophage cells by inhibiting the expression of the iNOS protein.

Keywords: Dendronephthya; anti-inflammatory; dendronesterone; iNOS; steroid.

MeSH terms

Animals
Anthozoa / chemistry*
Anti-Inflammatory Agents / isolation & purification
Anti-Inflammatory Agents / pharmacology*
Mice
Molecular Structure
Nitric Oxide Synthase Type II / antagonists & inhibitors
RAW 264.7 Cells
Steroids / isolation & purification
Steroids / pharmacology*

Substances

Anti-Inflammatory Agents
Steroids
Nitric Oxide Synthase Type II
Nos2 protein, mouse