Two new glucoside derivatives of truxinic and cinnamic acids from Lavandula angustifolia mill

Abstract

A phytochemical investigations on the n-butanol fraction of Lavandula angustifolia Mill. residues resulted in the isolation of ten compounds, including two new ones, 4,4′dimethoxy-2,2′di-O-β-d-glucopyranosyl-truxinate (1) and 2-(β-d-glucosyloxy)-trans-cinnamic acid butyl ester (2), along with eight known compounds. The structures of compounds were confirmed by NMR and HR-ESI-MS techniques and comparison with published data. The NMR data for 3 were attributed for the first time. Compound 2 was proofed to be a natural compound in plant rather than a butyl ester artifact formed by esterification reaction with butanol by comparative HPLC-DAD analysis with the ethanol extract which was obtained prior to the application of butanol. All isolated compounds were evaluated for their antioxidant and anti-hypoglycaemic activities. Among them, compounds 4 and 5 showed strong anti-oxidant activities against DPPH with IC₅₀ values of 12.99 and 31.74 μM, respectively. Compound 5 exhibited moderate inhibitory activity against PTP1B with an IC₅₀ value of 31.28 μM.

Graphical Abstract

Keywords:

• Lavandula angustifolia Mill.
• chemical constituents
• structure elucidation
• antioxidant activity
• PTP1B
• truxinic acid derivative
• cinnamic acid esters

Disclosure statement

No potential conflict of interest was reported by the authors.

Additional information

Funding

This research was financially supported by grants from the Xinjiang Agricultural University Pre-funding Project (XJAU201715) and the Central Asian Drug Discovery & Development Center of Chinese Academy of Sciences.