Limonoids from the Fresh Young Leaves and Buds of Toona sinensis and Their Potential Neuroprotective Effects
Limonoids from the Fresh Young Leaves and Buds of Toona sinensis and Their Potential Neuroprotective Effects
复制标题
香椿新鲜嫩叶和芽中的柠檬苦素类化合物及其潜在的神经保护作用
DOI：
10.1021/acs.jafc.0c06352
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发表时间：
2020-11-04
影响因子：
6.1
通讯作者：
Liu, Yan-Ping
中科院分区：
文献类型：
--
作者：
Fu, Yan-Hui;Xie, Yu-Tong;Liu, Yan-Ping
香椿，俗称香椿或红木，为香椿科香椿属多年生落叶乔木，在东亚和东南亚广泛分布和栽培。其新鲜的幼叶和嫩芽已被中国作为一种非常受欢迎的营养蔬菜食用，并被证实具有广泛的生物活性。为了研究冬虫夏草的化学成分及其对健康的潜在益处，对冬虫夏草的新鲜嫩叶和嫩芽进行了植物化学研究。从香椿幼叶和幼芽中分离得到16个柠檬苦素类化合物(1-16)，其中包括4个新的柠檬苦素A-D(1-4)和一个新的天然柠檬苦素类化合物香椿皂苷E(5)。通过综合光谱分析，确定了柠檬苦素类化合物1-5的化学结构和绝对构型。所有已知的柠檬苦素类化合物(6-16)都是通过将它们的实验光谱数据(包括质谱学数据、H-1和C-13核磁共振数据)以及旋光值与文献报道的数据进行比较来鉴定的。所有已知的柠檬苦素(6-16)均为首次从中华绒毛藤中分离得到。此外，我们在体外研究了柠檬苦素化合物1-16对6-羟基多巴胺诱导的人神经母细胞瘤SH-SYSY细胞死亡的神经保护作用。柠檬苦素1-16具有显著的神经保护作用，其EC50值在0.27+/-0.03~17.28+/-0.16亩M之间。这些结果表明，经常食用新鲜的中华扁豆幼叶和花蕾可以预防帕金森病(PD)的发生和发展。此外，从冬虫夏草的新鲜幼叶和嫩芽中分离和鉴定这些具有显著神经保护活性的柠檬苦素类化合物，对于研究和开发用于防治帕金森病的新的神经保护药物具有重要意义。
Toona sinensis, popularly known as Chinese toon or Chinese mahogany, is a perennial deciduous arbor belonging to the genus Toona in the Meliaceae family, which is widely distributed and cultivated in eastern and southeastern Asia. Its fresh young leaves and buds have been consumed as a very popular nutritious vegetable in China and confirmed to display a wide variety of biological activities. To investigate the chemical constituents and their potential health benefits from the fresh young leaves and buds of T. sinensis, a phytochemical study on its fresh young leaves and buds was therefore undertaken. In our current investigation, 16 limonoids (1-16), including four new limonoids, toonasinenoids A-D (1-4), and a new naturally occurring limonoid, toonasinenoid E (5), were isolated and characterized from the fresh young leaves and buds of T. sinensis. The chemical structures and absolute configurations of limonoids 1-5 were elucidated by comprehensive spectroscopic data analyses. All known limonoids (6-16) were identified via comparing their experimental spectral data containing mass spectrometry data, H-1 and C-13 nuclear magnetic resonance data, and optical rotation values to the data reported in the literature. All known limonoids (6-16) were isolated from T. sinensis for the first time. Furthermore, the neuroprotective effects of all isolated limonoids 1-16 against 6-hydroxydopamine-induced cell death in human neuroblastoma SH-SYSY cells were assessed in vitro. Limonoids 1-16 exhibited notable neuroprotective activities, with EC50 values in the range from 0.27 +/- 0.03 to 17.28 +/- 0.16 mu M. These results suggest that regular consumption of the fresh young leaves and buds of T. sinensis might prevent the occurrence and development of Parkinson's disease (PD). Moreover, the isolation and characterization of these limonoids that exhibit notable neuroprotective activities from the fresh young leaves and buds of T. sinensis could be very significant for researching and developing new neuroprotective drugs used for the prevention and treatment of PD.