Septosones A–C, in Vivo Anti-inflammatory Meroterpenoids with Rearranged Carbon Skeletons from the Marine Sponge Dysidea septosa

Three unusual meroterpenoids, septosones A–C (1–3), were isolated from the marine sponge Dysidea septosa. The structures were determined by analysis of spectroscopic data combined with single-crystal X-ray diffraction and ECD calculations. Septosone A (1) features an unprecedented “septosane” carbon...

Full description

Saved in:
Bibliographic Details
Published in:Organic letters 2019-02, Vol.21 (3), p.767-770
Main Authors: Gui, Yu-Han, Jiao, Wei-Hua, Zhou, Mi, Zhang, Yun, Zeng, De-Quan, Zhu, Hong-Rui, Liu, Ke-Chun, Sun, Fan, Chen, Hai-Feng, Lin, Hou-Wen
Format: Article
Language:English
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:Three unusual meroterpenoids, septosones A–C (1–3), were isolated from the marine sponge Dysidea septosa. The structures were determined by analysis of spectroscopic data combined with single-crystal X-ray diffraction and ECD calculations. Septosone A (1) features an unprecedented “septosane” carbon skeleton, whereas septosones B (2) and C (3) share a rare spiro[4.5]­decane motif. Septosone A showed in vivo anti-inflammatory activity in CuSO4-induced transgenic fluorescent zebrafish likely through inactivation of the NF-κB signaling pathway.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.8b04019