Penicindopene A, a new indole diterpene from the deep-sea fungus Penicillium sp. YPCMAC1

Abstract

A new indole diterpene, named penicindopene A (1), together with seven known compounds (2 – 8), was isolated from the deep-sea fungus Penicillium sp. YPCMAC1. The structure of penicindopene A was elucidated by extensive spectroscopic analyses (1 D and 2 D NMR, and HRESIMS data), in addition to the ECD calculations for the assignments of its absolute configuration. Penicindopene A represented the first example of indole diterpenes possessing a 3-hydroxyl-2-indolone moiety, and it exhibited moderate cytotoxicities against A549 and HeLa cell lines with IC₅₀ values of 15.2 and 20.5 µM, respectively.

Graphical Abstract

Keywords:

• Indole diterpene
• deep-sea fungus
• Penicillium sp. YPCMAC1
• cytotoxicity

Supplementary material

Supplementary material relating to this article is available online. The NMR spectra, HRESIMS spectrum, and the theoretical calculation details of ECD spectra of 1 are included.

Acknowledgements

We thank Dr. Wei Li in Sun Yat-Sen University for ECD calculations.

Disclosure statement

No potential conflict of interest was reported by the authors.

Additional information

Funding

This project was funded by National Key R&D Program of China [grant number: 2017YFD0600702-2], China Postdoctoral Science Foundation [grant number: 2018M630815], and National Standardization of Traditional Chinese Medicine of China [grant number: ZYBZH-Y-HEN-19].