Lignan derivatives and a jasmonic acid derivative from the seeds of Orychophragmus violaceus

Abstract

A new lignan derivative, 11-deoxykompasinol A (1), together with six known compounds, including five lignan glycosides (2–6) and a jasmonic acid derivative (7), were isolated from the seeds of Orychophragmus violaceus. Structure of the new compound was elucidated on the basis of extensive spectroscopic techniques and ECD (electronic circular dichroism calculations). Since most komasinol derivatives were isolated as racemate, the absolute configuration of this type of compound was reported for the first time. The known compounds were identified by comparison with data reported in the literature. All compounds were tested for their cytotoxic activities against the Hela and HepG2 cell lines in vitro. The new compound 1 exhibited obvious cytotoxicity against the two cell lines with IC₅₀ values of 9.43 and 18.26 μM, respectively. Compounds 2, 5, and 7 were found to possess moderate cytotoxicity against the above cell lines.

Graphical Abstract

Keywords:

• Orychophragmus violaceus
• lignans
• jasmonic acid derivative
• cytotoxicity

Supplementary material

¹H and ¹³C NMR, ¹H-¹H COSY, HSQC, HMBC, NOESY, HR-ESI-MS and IR spectra of 1 associated with this article are available.

Disclosure statement

No potential conflict of interest was reported by the authors.

Additional information

Funding

The authors (G. J. Zhang and J. X. Dong) acknowledge the following agency for funding this project: National Natural Science Foundation of China (81903497).