(±)-Involucrasins A and B, two pairs of flavanone enantiomers from Shuteria involucrata and their inhibitory effects on the proliferation of various cancer cell lines

Abstract

(±)-Involucrasins A (1) and B (2), two pairs of flavanone enantiomers were isolated from Shuteria involucrata. Structurally, both 1 and 2 are rare representatives of 5-dehydroxy/5-demethoxy 2’,3’,4’-trisubstituted flavanones. Their structures were elucidated on the basis of comprehensive spectroscopic data analysis and comparison with the literature data. Involucrasin B (2) exhibited moderate anti-proliferative activity against Caco-2, MCF-7, MDA-MB-468, and HCT116 cell lines with IC₅₀ values ranging from 7.9–22.7 μM. Involucrasin A (1) exhibited weak inhibitory activity against Caco-2 and MCF-7 cell lines with IC₅₀ values of 25.8 and 26.5 μM, respectively.

Keywords:

• Shuteria involucrata
• flavanone enantiomers
• cytotoxic activity
• involucrasin A
• involucrasin B
• natural
• products

Disclosure statement

No potential conflict of interest was reported by the authors.

Additional information

Funding

This work was financially supported by the National Natural Science Foundation of China (81960778) Applied Basic Research Project of Yunnan Province (2019FF002-009) and Engineering Research Center for health foods and cosmetics of Yunnan (2020YGG01).