Analgesic grayanoids from Craibiodendron henryi

IF 2.1 3区化学 Q2 CHEMISTRY, ORGANIC

Tetrahedron Pub Date : 2022-08-13 DOI:10.1016/j.tet.2022.132892

Shu-Meng Xiao, Yun-Bao Liu, Jing Qu, Shuang-Gang Ma, Yong Li, Shi-Shan Yu

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引用次数: 1

Abstract

Fourteen new grayanane-type diterpenes, and a known diterpene, 14β-O-(2S,3S-nilyl)-2α,3β,5β,6β,16α-pentahydroxygrayanane, were isolated from twigs of Craibiodendron henryi W. W. Smith. The structures of the new compounds were confirmed by extensive spectroscopy. The analgesic activities of Compounds 1–14 were evaluated by performing an acetic-acid-induced writhing test on mice. Compounds 1–5 and 9–14 exhibited significant analgesic activity at 5 mg/kg (intraperitoneal injection) compared to vehicle-injected mice (P < 0.001). Compounds 1, 2, 3, 4, 5, 9, 10, and 14 showed more potent activity than the other compounds. Compounds 3, 4, 10, and 14 had significant analgesic effects even at doses as low as 0.2 mg/kg, with inhibition rates of 42.2%, 36.4%, 39.6%, and 55.0%, respectively, which were equivalent to that produced by morphine at the same dose.

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牡丹镇痛类灰甾类化合物

从毛茛(Craibiodendron henryi W. W. Smith)枝条中分离到14个新的灰色烷型二萜，以及已知的14β-O-(2S,3S-nilyl)-2α，3β，5β，6β，16α-五羟基灰色烷二萜。新化合物的结构经广谱分析证实。通过醋酸致小鼠扭体实验，评价化合物1 ~ 14的镇痛活性。化合物1-5和9-14在5 mg/kg(腹腔注射)时表现出显著的镇痛活性(P <0.001)。化合物1、2、3、4、5、9、10和14的活性较其他化合物强。化合物3、4、10、14即使在0.2 mg/kg的剂量下也有明显的镇痛作用，其抑制率分别为42.2%、36.4%、39.6%和55.0%，与相同剂量下吗啡的抑制率相当。

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来源期刊

Tetrahedron 化学-有机化学

CiteScore

3.90

自引率

4.80%

发文量

439

审稿时长

34 days

期刊介绍： Tetrahedron publishes full accounts of research having outstanding significance in the broad field of organic chemistry and its related disciplines, such as organic materials and bio-organic chemistry. Regular papers in Tetrahedron are expected to represent detailed accounts of an original study having substantially greater scope and details than that found in a communication, as published in Tetrahedron Letters. Tetrahedron also publishes thematic collections of papers as special issues and ''Reports'', commissioned in-depth reviews providing a comprehensive overview of a research area.