Anti-inflammatory secondary metabolites from the leaves of Rosa laevigata

作者：Yan, Min; Zhu, Yan; Zhang, Hong-Jun; Jiao, Wei-Hua; Han, Bing-Nan; Liu, Zhao-Xi; Qiu, Feng^*; Chen, Wan-Sheng; Lin, Hou-Wen

来源：Bioorganic & Medicinal Chemistry, 2013, 21(11): 3290-3297.

DOI：10.1016/j.bmc.2013.03.018

• Rosa laevigata Michx.
• Laevigins A-D
• Geranylmethylbenzoate
• Triterpenoids
• Anti-inflammatory

Bioassay-guided fractionation of a n-BuOH-soluble extract of the leaves of Rosa laevigata led to the isolation of three new 19-oxo-18,19-seco-ur-sane-type triterpenoids, laevigins A-C (1-3), a new oleanane-type triterpenoid saponin, laevigin D (4), a new geranylmethylbenzoate, 5-[(2 '' E,6 '' S)-6 '',7 ''-dihydroxy-3 '',7 ''-dimethyl-2 ''-octen-1 ''-yl]-2-(beta-D-glucopyranosyloxy)-methyl benzoate (5), together with 9 known compounds (6-14). Their structures were elucidated by spectroscopic and chemical methods. Compounds 4, 9, 11, and 12 significantly suppressed the LPS-stimulated NF-kappa B transcriptional activity and the release of TNF alpha, IL-1 beta, IL-6, and IL-10 in mouse RAW 264.7 macrophages. The compound 12 exhibited moderate inhibition on NF-kappa B transcriptional activity with an IC50 value of 23.21 mu M. The IC50 values of compound 12 were measured as 14.32, 8.53, 8.04, and 10.38 mu M for the inhibitory activity on TNF alpha-release, IL-1 beta-release, IL-6-release, and IL-10-release, respectively.

• 出版日期2013-6-1
• 单位上海交通大学; 沈阳药科大学; 天津市中医药研究院附属医院; 中国人民解放军第二军医大学