Chemical constituents from the leaves of Sindora siamensis var. maritima and their antimicrobial and α-glucosidase inhibitory activities

Carbohydr Res. 2024 Mar:537:109074. doi: 10.1016/j.carres.2024.109074. Epub 2024 Mar 2.

Abstract

Two new glycosides, sindosides A-B (1-2), along with 11 previously identified metabolites (3-13), were isolated from an ethanolic extract of the leaves of Sindora siamensis var. maritima. The structures of the purified phytochemicals were elucidated by interpreting their spectroscopic data (IR, NMR, and HRMS). The absolute configuration of compound 1 was established by experimental and calculated ECD spectra. The antimicrobial results revealed that compound 8 selectively inhibited C. albicans fungal with a MIC value of 64 μg/mL, whereas 11 presented a weak inhibition toward E. faecalis, S. aureus, and B. cereus bacterial strains with the same MIC value of 128 μg/mL. Interestingly, compounds 1, 2, 8, 9, and 11 showed α-glucosidase inhibitory activity with IC50 values ranging from 14.42 ± 0.21 to 30.62 ± 0.18 μM, which were more active than the positive control (acarbose, with an IC50 value of 46.78 ± 1.37 μM). Enzyme kinetic analysis revealed that compounds 1, 2, and 11 behaved as uncompetitive inhibitors with Ki values of 8.60 ± 1.04, 5.16 ± 0.73, and 7.17 ± 0.98 μM, respectively.

Keywords: Antimicrobial activity; Fabaceae/Leguminosae; Kinetic analysis; Sindora siamensis var. maritima; Sindosides A-B; α-Glucosidase inhibitory.

MeSH terms

  • Anti-Infective Agents* / pharmacology
  • Glycoside Hydrolase Inhibitors / chemistry
  • Glycoside Hydrolase Inhibitors / pharmacology
  • Kinetics
  • Plant Extracts / chemistry
  • Staphylococcus aureus
  • alpha-Glucosidases* / metabolism

Substances

  • alpha-Glucosidases
  • Anti-Infective Agents
  • Plant Extracts
  • Glycoside Hydrolase Inhibitors