从整叶蒿根中分离出的化合物对酪氨酸酶的抑制特性

IF 3.3 2区 生物学 Q2 CHEMISTRY, MEDICINAL Journal of Natural Products Pub Date : 2024-11-18 DOI:10.1021/acs.jnatprod.4c00957
Ittipon Siridechakorn, Dina Nur Shinta, Ardiansah Ardiansah, Paratchata Batsomboon, Nattaya Ngamrojanavanich, Siwattra Choodej, Khanitha Pudhom
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引用次数: 0

摘要

通过对 Artocarpus integer 根提取物进行全面的植物化学研究,分离出两种新的香叶基黄酮(1 和 2)、一种新的香叶基黄酮(3)、一种新的黄烷酮(4)和一种独特的苯并吡喃(5),以及 16 种已知化合物。新化合物的结构是通过光谱和计算相结合的方法阐明的。黄酮 12 和芳基苯并呋喃 19 这两种不同类型的化合物显示出最强的抗酪氨酸酶活性,其 IC50 值分别为 1.7 ± 0.2 和 1.2 ± 0.1 μM。此外,还对化合物 12 和 19 进行了动力学测定和分子对接模拟,结果表明化合物 12 是一种与酪氨酸酶活性位点结合的竞争性抑制剂,而化合物 19 则是一种在异构位点与酶结合的非竞争性酪氨酸酶抑制剂。
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Tyrosinase Inhibitory Properties of Compounds Isolated from Artocarpus integer Roots.

A comprehensive phytochemical investigation of Artocarpus integer root extract led to the isolation of two new geranylated xanthones (1 and 2), one new geranylated flavone (3), one new flavanone (4), and one unique benzopyran (5), along with 16 known compounds. Structures of the new compounds were elucidated by a combination of spectroscopic and computational methods. Two different types of compounds, flavone 12 and arylbenzofuran 19, displayed the most potent antityrosinase activity with IC50 values of 1.7 ± 0.2 and 1.2 ± 0.1 μM, respectively. In addition, kinetic measurements and molecular docking simulations of compounds 12 and 19 were performed and revealed that compound 12 is a competitive inhibitor binding with the tyrosinase active site, while compound 19 is a noncompetitive tyrosinase inhibitor binding the enzyme at the allosteric site.

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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.
期刊最新文献
Expanding the Diversity of the Cyanobacterial Dialkylresorcinol Bartoloside Family. Discovery of Sporachelins by Genome Mining of a Micromonospora Strain. In Vitro Biological Target Screening and Colloidal Aggregation of Minor Cannabinoids. Tyrosinase Inhibitory Properties of Compounds Isolated from Artocarpus integer Roots. Discovery, Biosynthesis, Total Synthesis, and Biological Activities of Solanapyrones: [4 + 2] Cycloaddition-Derived Polyketides of Fungal Origin.
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