(+)- and (−)-Spongiterpene, a pair of new valerenane sesquiterpene enantiomers from the marine sponge Spongia Sp.

Abstract

(+)- and (−)-Spongiterpene [(+)-1 and (−)-1], a pair of new valerenane sesquiterpene enantiomers, along with four known compounds (2-5) were isolated from the marine sponge Spongia sp. The structures of (+)-1 and (−)-1 including absolute configurations were determined by spectroscopic analysis, quantum chemical calculation and X-ray diffraction. Compounds (+)-1 and (−)-1 were the first examples of valerenane sesquiterpenes isolated from the marine sponges. The cytotoxic activities of (+)-1 and (−)-1 were also evaluated.

Graphical Abstract

Keywords:

• Isolation
• structural elucidation
• secondary metabolites

Disclosure statement

No conflict of interest was reported by the authors.

Additional information

Funding

This work was financially supported by the National Key Research and Development Plan of China [grant No. 2018YFC0310900]; the National Natural Science Foundation of China [grant Nos. 41876145, 21672084 and 81874292]; the Error! Hyperlink reference not valid. [grant No. 2018A030313152]; the Science and Technology Planning Project of Guangzhou [grant Nos. 201704030042 and 201710010088]; and the Scientific Research Cultivation and Innovation Fund Research Project of Jinan University [grant Nos. 21616113 and 21617472].