Isolation and characterization of a novel flavanone glycoside from an endemic plant Haplanthodes neilgherryensis

Abstract

The chemical characterization study of an endemic plant, Haplanthodes neilgherryensisis (Wight) R.B. Majumdar from Western Ghats of India, resulted in to the isolation of a new flavanone glycoside, 5-hydroxy-7-methoxy-8-O-β-D-glucopyranosyl-2S-flavanone (1), along with 3 known flavonoids, 7-O-methyl dihydrowogonin (2), 7-O-methyl wogonin (3), andrographidine C (4). The structure of 1 was elucidated by using 1 D and 2 D NMR and HRMS experimental data, while for the known compounds, ¹H NMR and mass spectrometry data were compared with the reported literature. Compound 1 was tested in vitro to check the improvement in uptake of glucose by the L6 rat skeletal muscle tissues and the observed EC₅₀ value was 5.8 µM, while rosiglitazone showed EC₅₀ of 2.7 µM.

Graphical abstract

KEYWORDS:

• Haplanthodes neilgherryensis
• glucose uptake
• flavanone glycoside

Acknowledgements

The authors are thankful to Piramal Enterprises Limited, Mumbai, India, for their support and providing the infrastructure needed for carrying out the research work reported in this paper. The authors would also like to thank Dr. Asha Almeida and Ms. Vaishali Bhattacharya from HTS Department, Piramal Enterprises Limited, for providing guidance for performing in-vitro antidiabetic assay and its analysis.

Disclosure statement

No potential conflict of interest was reported by the authors.