Lijia Chen , Juan Zou , Bingying Jiang , Peiran Li , Yiming Li , Liang Zhao , Fujiang Guo
{"title":"莪术酮 A-N，莪术次生根茎中的倍半萜。","authors":"Lijia Chen , Juan Zou , Bingying Jiang , Peiran Li , Yiming Li , Liang Zhao , Fujiang Guo","doi":"10.1016/j.phytochem.2024.114353","DOIUrl":null,"url":null,"abstract":"<div><div>Fourteen undescribed sesquiterpenes, named curcumaones A-N (<strong>1</strong>–<strong>14</strong>), as well as forty-four (<strong>15</strong>–<strong>58</strong>) known ones, were isolated from the secondary rhizomes of <em>Curcuma wenyujin</em>. The structures and absolute configurations of <strong>1</strong>–<strong>14</strong> were elucidated based on NMR spectroscopic analyses, high resolution electrospray ionization mass spectroscopy (HRESIMS) data and electronic circular dichroism (ECD) spectral analysis. Among these, five sesquiterpenes with the peroxide linkage (<strong>1</strong>–<strong>5</strong>) were obtained and the change of chemical shift between the <em>α</em>-C connecting the peroxide linkage and the oxygen atom has been discussed. In addition, all the isolated compounds were evaluated for their agonistic effect on farnesoid X receptors (FXR) situated with human embryonic kidney (HEK) 293T cells and the results showed that compounds <strong>12</strong> and <strong>14</strong> exhibited a significant agonistic effect dose-dependently at 20, 50 and 100 μM, while <strong>8</strong>, <strong>32</strong>, <strong>17</strong> and <strong>34</strong> possessed moderate to weak agonistic effects.</div></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":"232 ","pages":"Article 114353"},"PeriodicalIF":3.2000,"publicationDate":"2024-12-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Curcumaones A-N, sesquiterpenes from the secondary rhizomes of Curcuma wenyujin\",\"authors\":\"Lijia Chen , Juan Zou , Bingying Jiang , Peiran Li , Yiming Li , Liang Zhao , Fujiang Guo\",\"doi\":\"10.1016/j.phytochem.2024.114353\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>Fourteen undescribed sesquiterpenes, named curcumaones A-N (<strong>1</strong>–<strong>14</strong>), as well as forty-four (<strong>15</strong>–<strong>58</strong>) known ones, were isolated from the secondary rhizomes of <em>Curcuma wenyujin</em>. The structures and absolute configurations of <strong>1</strong>–<strong>14</strong> were elucidated based on NMR spectroscopic analyses, high resolution electrospray ionization mass spectroscopy (HRESIMS) data and electronic circular dichroism (ECD) spectral analysis. Among these, five sesquiterpenes with the peroxide linkage (<strong>1</strong>–<strong>5</strong>) were obtained and the change of chemical shift between the <em>α</em>-C connecting the peroxide linkage and the oxygen atom has been discussed. In addition, all the isolated compounds were evaluated for their agonistic effect on farnesoid X receptors (FXR) situated with human embryonic kidney (HEK) 293T cells and the results showed that compounds <strong>12</strong> and <strong>14</strong> exhibited a significant agonistic effect dose-dependently at 20, 50 and 100 μM, while <strong>8</strong>, <strong>32</strong>, <strong>17</strong> and <strong>34</strong> possessed moderate to weak agonistic effects.</div></div>\",\"PeriodicalId\":20170,\"journal\":{\"name\":\"Phytochemistry\",\"volume\":\"232 \",\"pages\":\"Article 114353\"},\"PeriodicalIF\":3.2000,\"publicationDate\":\"2024-12-16\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Phytochemistry\",\"FirstCategoryId\":\"99\",\"ListUrlMain\":\"https://www.sciencedirect.com/science/article/pii/S003194222400390X\",\"RegionNum\":2,\"RegionCategory\":\"生物学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q2\",\"JCRName\":\"BIOCHEMISTRY & MOLECULAR BIOLOGY\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Phytochemistry","FirstCategoryId":"99","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S003194222400390X","RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"BIOCHEMISTRY & MOLECULAR BIOLOGY","Score":null,"Total":0}
Curcumaones A-N, sesquiterpenes from the secondary rhizomes of Curcuma wenyujin
Fourteen undescribed sesquiterpenes, named curcumaones A-N (1–14), as well as forty-four (15–58) known ones, were isolated from the secondary rhizomes of Curcuma wenyujin. The structures and absolute configurations of 1–14 were elucidated based on NMR spectroscopic analyses, high resolution electrospray ionization mass spectroscopy (HRESIMS) data and electronic circular dichroism (ECD) spectral analysis. Among these, five sesquiterpenes with the peroxide linkage (1–5) were obtained and the change of chemical shift between the α-C connecting the peroxide linkage and the oxygen atom has been discussed. In addition, all the isolated compounds were evaluated for their agonistic effect on farnesoid X receptors (FXR) situated with human embryonic kidney (HEK) 293T cells and the results showed that compounds 12 and 14 exhibited a significant agonistic effect dose-dependently at 20, 50 and 100 μM, while 8, 32, 17 and 34 possessed moderate to weak agonistic effects.
期刊介绍：
Phytochemistry is a leading international journal publishing studies of plant chemistry, biochemistry, molecular biology and genetics, structure and bioactivities of phytochemicals, including ''-omics'' and bioinformatics/computational biology approaches. Phytochemistry is a primary source for papers dealing with phytochemicals, especially reports concerning their biosynthesis, regulation, and biological properties both in planta and as bioactive principles. Articles are published online as soon as possible as Articles-in-Press and in 12 volumes per year. Occasional topic-focussed special issues are published composed of papers from invited authors.
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