Officinalioside, a new lignan glucoside from Borago officinalis L.

Abstract

A new lignan glucoside, officinalioside (1), was isolated from n-BuOH fraction of the aerial parts of Borago officinalis L., together with four known compounds: actinidioionoside (2), roseoside (3), crotalionoside C (4) and kaempferol 3-O-β-D-galactopyranoside (5). The structure of the new compound was established by means of spectroscopic and chemical analyses. Compounds 1 and 2 showed a moderate DPPH radical scavenging activity (IC₅₀: 52.6 ± 1.70 and 41.3 ± 0.25 μM, respectively) comparable with that of the standard trolox (16.6 ± 2.2 μM) without any significant cytotoxicity towards human cell line A549 (IC₅₀ > 100 μM).

Graphical abstract

Keywords:

• Borago officinalis
• Boraginaceae
• lignan
• officinalioside
• DPPH
• cytotoxicity

Acknowledgements

The authors are grateful for access to the superconducting NMR instrument, UV and ESI-MS at the Analytical Center of Molecular Medicine, the Analysis Center of Life Science and the Natural Science Center for Basic Research and Development of the Graduate School of Biomedical and Health Sciences, Hiroshima University.

Disclosure statement

No potential conflict of interest was reported by the authors.

Funding

This work was supported by JSPS KAKENHI [grant number 26460122]. It was also supported by Ministry of Higher Education of Egypt through the Scientific Mission System.