Ittipon Siridechakorn, Dina Nur Shinta, Ardiansah Ardiansah, Paratchata Batsomboon, Nattaya Ngamrojanavanich, Siwattra Choodej, Khanitha Pudhom
{"title":"从整叶蒿根中分离出的化合物对酪氨酸酶的抑制特性","authors":"Ittipon Siridechakorn, Dina Nur Shinta, Ardiansah Ardiansah, Paratchata Batsomboon, Nattaya Ngamrojanavanich, Siwattra Choodej, Khanitha Pudhom","doi":"10.1021/acs.jnatprod.4c00957","DOIUrl":null,"url":null,"abstract":"<p><p>A comprehensive phytochemical investigation of <i>Artocarpus integer</i> root extract led to the isolation of two new geranylated xanthones (<b>1</b> and <b>2</b>), one new geranylated flavone (<b>3</b>), one new flavanone (<b>4</b>), and one unique benzopyran (<b>5</b>), 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 <b>12</b> and arylbenzofuran <b>19</b>, displayed the most potent antityrosinase activity with IC<sub>50</sub> values of 1.7 ± 0.2 and 1.2 ± 0.1 μM, respectively. In addition, kinetic measurements and molecular docking simulations of compounds <b>12</b> and <b>19</b> were performed and revealed that compound <b>12</b> is a competitive inhibitor binding with the tyrosinase active site, while compound <b>19</b> is a noncompetitive tyrosinase inhibitor binding the enzyme at the allosteric site.</p>","PeriodicalId":47,"journal":{"name":"Journal of Natural Products ","volume":" ","pages":""},"PeriodicalIF":3.3000,"publicationDate":"2024-11-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Tyrosinase Inhibitory Properties of Compounds Isolated from <i>Artocarpus integer</i> Roots.\",\"authors\":\"Ittipon Siridechakorn, Dina Nur Shinta, Ardiansah Ardiansah, Paratchata Batsomboon, Nattaya Ngamrojanavanich, Siwattra Choodej, Khanitha Pudhom\",\"doi\":\"10.1021/acs.jnatprod.4c00957\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p><p>A comprehensive phytochemical investigation of <i>Artocarpus integer</i> root extract led to the isolation of two new geranylated xanthones (<b>1</b> and <b>2</b>), one new geranylated flavone (<b>3</b>), one new flavanone (<b>4</b>), and one unique benzopyran (<b>5</b>), 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 <b>12</b> and arylbenzofuran <b>19</b>, displayed the most potent antityrosinase activity with IC<sub>50</sub> values of 1.7 ± 0.2 and 1.2 ± 0.1 μM, respectively. In addition, kinetic measurements and molecular docking simulations of compounds <b>12</b> and <b>19</b> were performed and revealed that compound <b>12</b> is a competitive inhibitor binding with the tyrosinase active site, while compound <b>19</b> is a noncompetitive tyrosinase inhibitor binding the enzyme at the allosteric site.</p>\",\"PeriodicalId\":47,\"journal\":{\"name\":\"Journal of Natural Products \",\"volume\":\" \",\"pages\":\"\"},\"PeriodicalIF\":3.3000,\"publicationDate\":\"2024-11-18\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Journal of Natural Products \",\"FirstCategoryId\":\"99\",\"ListUrlMain\":\"https://doi.org/10.1021/acs.jnatprod.4c00957\",\"RegionNum\":2,\"RegionCategory\":\"生物学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q2\",\"JCRName\":\"CHEMISTRY, MEDICINAL\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Natural Products ","FirstCategoryId":"99","ListUrlMain":"https://doi.org/10.1021/acs.jnatprod.4c00957","RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, MEDICINAL","Score":null,"Total":0}
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.
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.
求助内容：
应助结果提醒方式：
京公网安备 11010802042870号
