Three new acenaphthene derivatives from rhizomes of Musa basjoo and their cytotoxic activity

Abstract

Three new acenaphthene derivatives cis-3-(4'-methoxyphenyl)-acenaphthene-1, 2-diol (1), trans-(1S, 2S)-3-phenyl-acenaphthene-1, 2-diol (2) and 8-(4-hydroxyphenyl)-2H-acenaphthylen-1-one (3) in company with six known compounds were isolated from the 70% ethanol extract of the rhizomes of Musa basjoo. Those chemical constituents were separated and purified by macroreticular resin, silica gel, Toyopearl HW-40F, SephadexLH-20 and other chromatographic methods, respectively. The chemical structures of new compounds were elucidated by HR-ESI-MS, ¹H NMR, ¹³C NMR, HMQC, HMBC spectrum and specific optical rotations. Compound 4 was isolated for the first time from the genus Musa and compound 7 was firstly assigned the carbon spectrum. Furthermore, the cytotoxic activity of compounds 1–9 against WM9, MDA-MB231, HeLa, K562, DU145 and PC3 was screened with cisplatin as a positive control. Compound 9 showed promising cytotoxic activities with IC₅₀ values of 2.65 ± 0.38 µM against the HeLa cell lines, while compound 8 possessed significant cytotoxicity with IC₅₀ values of 6.51 ± 0.44, 18.54 ± 0.68 and 7.98 ± 1.44 µM against the HeLa, MDA-MB231 and WM9 cell lines, respectively.

Graphical Abstract

Keywords:

• Rhizomes
• Musa basjoo
• acenaphthene derivatives
• structure elucidation
• cytotoxic activity

Disclosure statement

The authors proclaim that they have no competing financial interests.

Additional information

Funding

This work was supported by the National Natural Science Foundation of China (1812403), the Central Government Guides Local Science and Technology Special Projects (20184006), Project of the Education Bureau of Guizhou Province (201304, 2015040), Science and Technology Projects of Guiyang City (201505), Science and Technology Projects of Guizhou Province (20152002), Guizhou Province Project for Excellent Young Scholars (201511) and Innovation Talent Team Project of Guizhou Province (20165613, 20165677).