A new pair of cytotoxic enantiomeric isoprenylated chromone derivatives from Pestalotiopsis sp.

Abstract

A new pair of enantiomeric isoprenylated chromone derivatives, (±)-pestaloficiol X [(±)-1], along with a known compound pestaloficiol J (2), were isolated from the plant endophytic fungus Pestalotiopsis sp. The racemic mixture 1 was separated through chiral HPLC. The structures of new compounds (±)-1 were elucidated on the basis of extensive spectroscopic data and their absolute configurations were further configured through computational analysis of their electronic circular dichroism (ECD) spectra. Compound (+)-1 showed significant inhibitory potency against HL-60 and HEP-3B cell lines, with IC₅₀ values of 1.35 ± 0.15 and 3.70 ± 0.33 μM, respectively, while compound (–)-1 showed significant inhibitory potency against HL-60 and HEP-3B cell lines, with IC₅₀ values of 2.39 ± 0.26 and 2.99 ± 0.35 μM, respectively.

Keywords:

• Fungus
• Pestalotiopsis sp.
• enantiomers
• ECD calculation
• cytotoxicity

Acknowledgements

We thank the Analytical and Testing Centre at the Huazhong University of Science and Technology for measuring UV, IR and HRESIMS data.

Disclosure statement

No potential conflict of interest was reported by the authors.

Additional information

Funding

This work is financially supported by the National Natural Science Foundation for Distinguished Young Scholars (No. 81725021), the Changjiang Scholars of Ministry of Education of China (No. T2016088), the Innovative Research Groups of the National Natural Science Foundation of China (No. 81721005), and the National Natural Science Foundation of China (No. 81573316).