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从山茱萸果实中分离得到具有潜在神经保护活性的咔唑生物碱。

Carbazole Alkaloids with Potential Neuroprotective Activities from the Fruits of Clausena lansium.

机构信息

Key Laboratory of Tropical Medicinal Resource Chemistry of Ministry of Education , Hainan Normal University , Haikou 571158 , P. R. China.

State Key Laboratory of Natural Medicines , China Pharmaceutical University , Nanjing 210009 , P. R. China.

出版信息

J Agric Food Chem. 2019 May 22;67(20):5764-5771. doi: 10.1021/acs.jafc.9b00961. Epub 2019 May 14.

Abstract

Clausena lansium, also known as wampee, is a species of strongly scented evergreen trees belonging to the genus Clausena (Rutaceae), which is native to southern China. Its ripe fruits have been consumed as a very popular fruit and reported to possess a range of biological activities. To study the potential health-promoting constituents from the fruits of C. lansium, a chemical investigation on its fruits was thus carried out. In this study, 16 carbazole alkaloids (1-16), including six new carbazole alkaloids, clausenalansines A-F (1-6), were separated from the fruits of C. lansium. The molecular structures of these isolated new carbazole alkaloids (1-6) were ambiguously established on the basis of comprehensive spectroscopic methods. The known analogues (7-16) were determined via comparing their experimental data with those described in the literature, which were separated from C. lansium for the first time. All these isolated alkaloids were tested in vitro for their neuroprotective effects against 6-hydroxydopamine induced cell death in human neuroblastoma SH-SY5Y cells. Carbazole alkaloids 1-16 displayed remarkable neuroprotective effects possessing the EC values ranging from 0.36 ± 0.02 to 10.69 ± 0.15 μM. These findings indicate that regular consumption of the fruits of C. lansium may help people prevent the occurrence of Parkinson's disease. In addition, the separation and identification of these carbazole alkaloids possessing remarkable neuroprotective effects from the fruits of C. lansium could be extremely important to the discovery of new agents for the prevention and treatment of Parkinson's disease.

摘要

山茱萸,又名山栀,是芸香科山茱萸属的一种有强烈香气的常绿乔木,原产于中国南方。其成熟果实被当作一种非常受欢迎的水果食用,据报道具有多种生物活性。为了研究山茱萸果实中具有潜在促进健康的成分,对其进行了化学研究。在这项研究中,从山茱萸果实中分离出了 16 种咔唑生物碱(1-16),包括 6 种新的咔唑生物碱,即 clausenalansines A-F(1-6)。这些新分离的咔唑生物碱(1-6)的分子结构是基于综合光谱方法确定的。这些已知的类似物(7-16)是通过将它们的实验数据与文献中描述的数据进行比较来确定的,这些类似物是首次从山茱萸中分离出来的。所有这些分离出来的生物碱都在体外进行了神经保护作用的测试,以评估它们对人神经母细胞瘤 SH-SY5Y 细胞中 6-羟多巴胺诱导的细胞死亡的抑制作用。咔唑生物碱 1-16 表现出显著的神经保护作用,其 EC 值范围为 0.36±0.02 至 10.69±0.15 μM。这些发现表明,经常食用山茱萸的果实可能有助于预防帕金森病的发生。此外,从山茱萸果实中分离和鉴定出具有显著神经保护作用的这些咔唑生物碱,对于发现预防和治疗帕金森病的新药物可能非常重要。

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