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拉乌藤根中的 3,4-去甲诺卡酮二萜。

3,4- seco-Norclerodane Diterpenoids from the Roots of Polyalthia laui.

机构信息

Key Laboratory of Tropical Medicinal Plant Chemistry of Ministry of Education , Hainan Normal University , Haikou 571158 , People's Republic of China.

Hainan Branch of the Institute of Medicinal Plant Development , Chinese Academy of Medical Sciences and Peking Union Medical College , Haikou 570311 , People's Republic of China.

出版信息

J Nat Prod. 2019 Jan 25;82(1):27-34. doi: 10.1021/acs.jnatprod.8b00243. Epub 2018 Dec 31.

Abstract

Ten new clerodane diterpenoids, polylauioids A-J (1-10), and five known analogues (11-15) were isolated from the roots of Polyalthia laui. Among the new compounds, 3 and 8 are artifacts. The structures were elucidated using spectroscopic methods and by comparison with published NMR spectroscopic data. The absolute configurations of 4, 5, and 7 were defined based on single-crystal X-ray diffraction and electronic circular dichroism data. Compounds 1 and 2 represent the first examples of rearranged 3,4- seco-norclerodane diterpenoids, and a putative biosynthesis pathway for these compounds is proposed. Compounds 1, 4, 6, 7, 9, and 10 showed anti-HIV activities with EC values ranging from 12.2 to 35.2 μM.

摘要

从 Polyalthia laui 的根部分离得到了 10 个新的 clerodane 二萜类化合物,polylauioids A-J(1-10),和 5 个已知类似物(11-15)。在新化合物中,3 和 8 是人工产物。通过光谱方法和与已发表的 NMR 光谱数据进行比较,确定了结构。根据单晶 X 射线衍射和电子圆二色性数据,确定了 4、5 和 7 的绝对构型。化合物 1 和 2 代表了第一个重排的 3,4- seco-norclerodane 二萜类化合物的例子,并提出了这些化合物的可能生物合成途径。化合物 1、4、6、7、9 和 10 表现出抗 HIV 活性,EC 值范围为 12.2 到 35.2 μM。

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