Anti-inflammatory Grayanane Diterpenoids from the Leaves of Rhododendron molle,Journal of Natural Products

当前位置： X-MOL 学术 › J. Nat. Prod. › 论文详情

Our official English website, www.x-mol.net, welcomes your feedback! (Note: you will need to create a separate account there.)

Anti-inflammatory Grayanane Diterpenoids from the Leaves of Rhododendron molle
Journal of Natural Products ( IF 3.3 ) Pub Date : 2017-12-22 00:00:00 , DOI: 10.1021/acs.jnatprod.7b00799
Junfei Zhou ₁ , Tingting Liu ₁ , Hanqi Zhang ₁ , Guijuan Zheng ₁ , Yue Qiu ₁ , Mengyi Deng ₁ , Chun Zhang ₁ , Guangmin Yao ₁

Affiliation

Thirteen new grayanane diterpenoids (1–13), a new dimeric grayanane diterpenoid, bimollfoliagein A (14), and 15 known analogues (15–29) were isolated from the leaves of Rhododendron molle. The structures of the new compounds (1–14) were determined by extensive spectroscopic data interpretation. The absolute configurations of 1–3, 7, 8, 16, 18, and 24 were defined by single-crystal X-ray diffraction analysis. Mollfoliagein A (1) represents the first example of a 2,3:11,16-diepoxy grayanane diterpenoid, featuring a cis/trans/cis/cis/trans-fused 3/5/7/6/5/5 hexacyclic ring system with a 7,13-dioxahexacyclo[10.3.3.0^1,11.0^4,9.0^6,8.0^14,17]octadecane scaffold. Diterpenoids 1–29 were evaluated for their anti-inflammatory activities in vitro, and 15, 16, 18, 19, 23–26, 28, and 29 exhibited significant inhibitory activities against nitric oxide production in lipopolysaccharide-induced RAW264.7 mouse macrophages with IC₅₀ values ranging from 2.8 to 35.4 μM. A preliminary structure–activity relationship for the anti-inflammatory activity of diterpenoids 1–29 is discussed.

中文翻译：

杜鹃花叶片的消炎灰质二萜类化合物

13个新grayanane二萜类化合物（1 - 13），一个新的二聚二萜grayanane，bimollfoliagein A（14）和15个的已知类似物（15 - 29）从叶中分离杜鹃。通过广泛的光谱数据解释确定了新化合物的结构（1 – 14）。的绝对构型1 - 3，7，8，16，18，和24是由单晶X射线衍射分析确定。苜蓿叶甲素A（1）代表2,3：11,16-双环氧戊烷二萜类化合物的第一个实例，其特征在于具有7、7的顺/反/顺/顺/顺/反/稠合3/5/7/6/5/5六环系统13-二氧六环[10.3.3.0 ^1,11 .0 ^4,9 .0 ^6,8 .0 ^14,17 ]十八烷骨架。二萜类化合物1 - 29被用于体外其抗炎活性评价，15，16，18，19，23 - 26，28，和29在脂多糖诱导的RAW264.7小鼠巨噬细胞中表现出显着的抑制一氧化氮产生的活性，IC ₅₀值为2.8至35.4μM。讨论了二萜类化合物1 – 29的抗炎活性的初步构效关系。

更新日期：2017-12-22

点击分享查看原文

点击收藏

阅读更多本刊最新论文本刊介绍/投稿指南11