Antimicrobial secondary metabolites from the aerial parts of Perilla frutescens

Abstract

Phytochemical research of Perilla frutescens aerial parts led to isolation of 12 secondary metabolites, including one new 3-benzoxepin glucoside, perillafrutoside A (1), one new megastigmane glycoside, perillafrutoside B (2), and 10 known compounds. Their chemical structures were identified based on 1D/2D NMR, HRESIMS, and ECD spectroscopic analyses. The structure of 2 was elucidated based on revision of the previously reported stereoisomer, (6R,9R)-blumenyl α-L-rhamnopyranosyl-(1→6)-β-D-glucopyranoside. Evaluation of their antimicrobial effect revealed that compounds 1 and 5–11 inhibit Enterococcus faecalis growth, compounds 6, 7 and 9 suppress Staphylococcus aureus growth, whereas compounds 6 and 11 attenuate Candida albicans growth. This is the first report of the isolation of 3–5, 8–10 and 12 from the genus Perilla and the antimicrobial effect of compounds 3, 8 and 10.

Graphical Abstract

Keywords:

• Perilla frutescens
• Lamiaceae
• 3-benzoxepin glucoside
• megastigmane glycoside
• antimicrobial

Disclosure statement

No potential conflict of interest was reported by the authors.

Additional information

Funding

This study was financially supported by Vietnam Academy of Science and Technology (VAST) under the grant number KHCBHH.02/20-22.