Isolation, X-ray crystal structure of the new diterpene and identification of others lignans and flavonoids from the fresh needles of Pinus massoniana

Abstract

Three new compounds, namely massonside C (1), massonianoside F (2), and 3, 8-dimethyl- herbacetin-7-O-β-D-glucopyranoside (3), together with five known compounds (4–8), were isolated from the fresh needles of Pinus massoniana. Their structures were established by 1D, 2D NMR, HRMS and comparison with the literature data. The absolute configuration of 1 was confirmed by a combination of X-ray single crystal analysis. All isolated compounds were evaluated for the protective effect of human umbilical vein endothelial cells against oxidative damage.

Graphical Abstract

Keywords:

• Pinaceae
• Pinus massoniana
• massonside C
• massonianoside F
• 3
• 8-dimethyl-herbacetin-7-O-β-D-glucopyranoside
• oxidative damage

Acknowledgements

The authors thank the Analytical and Testing Center of Sichuan University and China Measurement Technology Research Institute for the Spectral Measurements.

Disclosure statement

We are the employee of Chengdu Kanghong Pharmaceutical Co. Ltd. The fresh needles of Pinus massoniana Lamb. is a main component of Songling Xuemaikang capsule, which is the product of our company.

Additional information

Funding

This work was funded by Secondary development of Chinese patent drug (No. 2017SZ0035) and National Standardization of Traditional Chinese Medicine (No. ZYBZH-C-SC-54).