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来自丹参的枞烷二萜——抗原生动物活性及其绝对构型的测定。

Abietane diterpenoids from Salvia sahendica--antiprotozoal activity and determination of their absolute configurations.

机构信息

Division of Pharmaceutical Biology, University of Basel, Basel, Switzerland.

出版信息

Planta Med. 2013 Jan;79(2):150-6. doi: 10.1055/s-0032-1328063. Epub 2013 Jan 8.

Abstract

In a screening of Iranian plants for antiprotozoal activity, an n-hexane extract of the roots of Salvia sahendica potently inhibited the growth of Plasmodium falciparum K1 strain. Subsequent HPLC-based activity profiling led to the identification of seven known and one new abietane-type diterpenoid. Structure elucidation was achieved by analysis of spectroscopic data including 1D and 2D NMR. The absolute configuration of sahandol (7) and sahandone (8) were assigned by comparison of experimental ECD spectra with calculated ECD data, using time-dependent density functional theory and methanol as the solvent. In vitro biological activity against P. falciparum and Trypanosoma brucei rhodesiense STIB 900 strain and cytotoxicity in rat myoblast (L6) cells were determined. The IC50 values of the compounds ranged from 0.8 µM to over 8.8 µM against P. falciparum, and from 1.8 µM to over 32.3 µM against T. brucei rhodesiense. The cytotoxic IC50 values ranged from 0.5-15.5 µM. Selectivity indices for P. falciparum were 0.1 to 18.2, and 0.1 to 1.2 for T. brucei rhodesiense.

摘要

在对伊朗植物进行抗原生动物活性筛选时,发现 Salvia sahendica 的根的正己烷提取物能强烈抑制疟原虫 falciparum K1 株的生长。随后基于 HPLC 的活性分析导致鉴定出 7 种已知和 1 种新的枞烷型二萜。通过分析包括 1D 和 2D NMR 在内的光谱数据来确定结构。通过比较实验 ECD 光谱与使用时间依赖密度泛函理论和甲醇作为溶剂计算的 ECD 数据,确定了 sahandol(7)和 sahandone(8)的绝对构型。测定了化合物对疟原虫和布氏锥虫 rhodesiense STIB 900 株的体外生物活性和对大鼠成肌细胞(L6)的细胞毒性。化合物对疟原虫的 IC50 值范围为 0.8 µM 至超过 8.8 µM,对布氏锥虫 rhodesiense 的 IC50 值范围为 1.8 µM 至超过 32.3 µM。细胞毒性 IC50 值范围为 0.5-15.5 µM。对疟原虫的选择性指数为 0.1 至 18.2,对布氏锥虫 rhodesiense 的选择性指数为 0.1 至 1.2。

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