Two new spongian diterpene derivatives from the aquaculture sponge Spongia officinalis Linnaeus, 1759

Abstract

2β,3α,19-Triacetoxy-17-hydroxyspongia-13(16),14-diene (1), a novel acetoxy diterpenoid, and 18-nor-2,17-hydroxyspongia-1,4,13(16),14-quaien-3-one (2), belonging to the rare 18-nor-spongian carbon skeleton, together with six related known metabolites (3‒8), were isolated from the aquaculture Spongia officinalis Linnaeus, 1759. Their structures were elucidated by comprehensive spectroscopic analysis, quantum chemical calculation of NMR parameters, and electronic circular dichroism (ECD). Compounds 3, 4, and 5 exhibited moderate inhibition against STAT3/NF-κB, HIF-1, Wnt signalling pathways. Compounds 1, 3, and 5 showed cytotoxicity activities against K562 cell line with IC₅₀ values of 7.3, 3.5, and 6.4 μM, respectively.

Graphical Abstract

Keywords:

• Spongian diterpenes
• Spongia officinalis Linnaeus
• 1759
• cytotoxicity
• signalling pathways inhibition

Acknowledgements

Special thanks are given to Dr. Zhang Xinxin (School of Medicine and Pharmacy, Ocean University of China) for signalling pathway activity tests.

Disclosure statement

No potential conflict of interest was reported by the authors.

Additional information

Funding

This work was supported by the National Natural Science Foundation of China (Nos. 41776136, 41876161, U2006204, 2181101213, and 81991522), the National Key Research and Development Program of China (No. 2018YFC0310903), National Science and Technology Major Project for Significant New Drugs Development (No. 2018ZX09735-004), Hainan Province Key Research and Development Plan for Science and Technology Cooperation Projects (No. K33A9002).