Crockett Sara L, Kunert Olaf, Pferschy-Wenzig Eva-Maria, Jacob Melissa, Schuehly Wolfgang, Bauer Rudolf
Department of Pharmacognosy, Institute of Pharmaceutical Sciences, University of Graz Graz, Austria.
Department of Pharmaceutical Chemistry, Institute of Pharmaceutical Sciences, University of Graz Graz, Austria.
Front Plant Sci. 2016 Jul 4;7:961. doi: 10.3389/fpls.2016.00961. eCollection 2016.
A new simple phloroglucinol derivative characterized as 1-(6-hydroxy-2,4-dimethoxyphenyl)-2-methyl-1-propanone (1) was isolated from Hypericum cistifolium (Hypericaceae) as a major constituent of the non-polar plant extract. Minor amounts of this new compound, in addition to two known structurally related phloroglucinol derivatives (2 and 3), and two new terpenoid derivatives characterized, respectively, as 2-benzoyl-3,3-dimethyl-4R,6S-bis-(3-methylbut-2-enyl)-cyclohexanone (4a) and 2-benzoyl-3,3-dimethyl-4S,6R-bis-(3-methylbut-2-enyl)-cyclohexanone (4b), were isolated from a related species, H. galioides Lam. The chemical structures were established using 2D-NMR spectroscopy and mass spectrometry. These compounds were evaluated in vitro for antimicrobial activity against a panel of pathogenic microorganisms and anti-inflammatory activity through inhibition of COX-1, COX-2, and 5-LOX catalyzed LTB4 formation.
从贯叶金丝桃（金丝桃科）中分离出一种新的简单间苯三酚衍生物，其结构为1-(6-羟基-2,4-二甲氧基苯基)-2-甲基-1-丙酮（1），是该非极性植物提取物的主要成分。除了两种已知的结构相关的间苯三酚衍生物（2和3）外，还从近缘物种加那利金丝桃中分离出少量这种新化合物，以及另外两种新的萜类衍生物，分别为2-苯甲酰基-3,3-二甲基-4R,6S-双-(3-甲基丁-2-烯基)-环己酮（4a）和2-苯甲酰基-3,3-二甲基-4S,6R-双-(3-甲基丁-2-烯基)-环己酮（4b）。利用二维核磁共振光谱和质谱确定了这些化合物的化学结构。对这些化合物进行了体外评估，以检测其对一组致病微生物的抗菌活性，以及通过抑制COX-1、COX-2和5-LOX催化的LTB4形成来检测其抗炎活性。
