美洲英仙种子中的氧化吲哚和苯并恶嗪酮生物碱及其SIRT1刺激活性

IF 3.3 2区 生物学 Q2 CHEMISTRY, MEDICINAL Journal of Natural Products Pub Date : 2023-10-04 DOI:10.1021/acs.jnatprod.3c00214
Thi-Phuong Doan, Mi Zhang, Eun-Jin Park, Jorge-Eduardo Ponce-Zea, Van-Hieu Mai, Hyo-Moon Cho, Ha-Thanh-Tung Pham and Won-Keun Oh*, 
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引用次数: 0

摘要

Persea americana Mill。(樟科),通常被称为鳄梨,是一种众所周知的食物,因为它对营养和健康有益。鳄梨的种子是主要的副产品,因此它们的植物化学物质和生物活性一直备受关注。利用基于UPLC-qTOF-MS/MS的分子网络对鳄梨种子的化学成分进行了研究,分离出7种新的羟吲哚生物碱(1-7)和2种新的苯并恶嗪酮生物碱(8和9)。通过结合计算方法(包括NMR和ECD计算)分析NMR数据来鉴定分离的化合物的化学结构。评估了分离的化合物对HEK293细胞中沉默信息调节2同源物-1(SIRT1)的生物活性。结果表明,化合物1对SIRT1活化具有最有效的作用,NAD+/NADH比率升高,有可能作为抗衰老剂进行进一步研究。
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Oxindole and Benzoxazinone Alkaloids from the Seeds of Persea americana (Avocado) and Their SIRT1 Stimulatory Activity

Persea americana Mill. (Lauraceae), commonly known as avocado, is a well-known food because of its nutrition and health benefits. The seeds of avocado are major byproducts, and thus their phytochemicals and bioactivities have been of interest for study. The chemical components of avocado seeds were investigated by using UPLC-qTOF-MS/MS-based molecular networking, resulting in the isolation of seven new oxindole alkaloids (17) and two new benzoxazinone alkaloids (8 and 9). The chemical structures of the isolated compounds were identified by the analysis of NMR data in combination with computational approaches, including NMR and ECD calculations. Bioactivities of the isolated compounds toward silent information regulation 2 homologue-1 (SIRT1) in HEK293 cells were assessed. The results showed that compound 1 had the most potent effect on SIRT1 activation with an elevated NAD+/NADH ratio with potential for further investigation as an anti-aging agent.

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来源期刊
CiteScore
9.10
自引率
5.90%
发文量
294
审稿时长
2.3 months
期刊介绍: The Journal of Natural Products invites and publishes papers that make substantial and scholarly contributions to the area of natural products research. Contributions may relate to the chemistry and/or biochemistry of naturally occurring compounds or the biology of living systems from which they are obtained. Specifically, there may be articles that describe secondary metabolites of microorganisms, including antibiotics and mycotoxins; physiologically active compounds from terrestrial and marine plants and animals; biochemical studies, including biosynthesis and microbiological transformations; fermentation and plant tissue culture; the isolation, structure elucidation, and chemical synthesis of novel compounds from nature; and the pharmacology of compounds of natural origin. When new compounds are reported, manuscripts describing their biological activity are much preferred. Specifically, there may be articles that describe secondary metabolites of microorganisms, including antibiotics and mycotoxins; physiologically active compounds from terrestrial and marine plants and animals; biochemical studies, including biosynthesis and microbiological transformations; fermentation and plant tissue culture; the isolation, structure elucidation, and chemical synthesis of novel compounds from nature; and the pharmacology of compounds of natural origin.
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