Phytochemical Profiling and Isolation of Bioactive Compounds from Leucosidea sericea (Rosaceae)

Abstract

In the study, ultraperformance liquid chromatography-quadrupole time-of-flight-mass spectrometry analysis of Leucosidea sericea leaf and stem extracts led to the identification of various classes of compounds. Further chromatographic purifications resulted in the isolation of 22 compounds that consisted of a new triterpenoid named leucosidic acid A (1), an acetophenone derivative 2, a phloroglucinol derivative 3, three chromones 4-6, seven pentacyclic triterpenoids 7-13, a phytosterol glucoside 14, a flavonoid 15, and seven flavonoid glycosides 16-22. Nineteen of these compounds including the previously undescribed triterpenoid 1 are isolated for the first time from L. sericea. The structures of the isolated compounds were assigned based on their high-resolution mass spectrometry and nuclear magnetic resonance data. Some of the isolated triterpenoids were evaluated for inhibitory activity against α-amylase, α-glucosidase, and pancreatic lipase. Of the tested compounds, 1-hydroxy-2-oxopomolic acid (7) and pomolic acid (13) showed higher potency on α-glucosidase than acarbose, which is used as a positive control in this study. The two compounds inhibited α-glucosidase with IC₅₀ values of 192.1 ± 13.81 and 85.5 ± 6.87 μM, respectively.

Figure 1

Structure of the new compound 1 isolated from the L. sericea extract.

Figure 2

MS spectra of compound 1. (A) Low collision energy spectrum and (B) high collision energy spectrum.

Figure 3

Key COSY (bold face) and HMBC (arrows) correlations of compound 1.