Yu-Xin Li, Xu-Jia He, Yan Chen, Jin-Ping Gu, Tian-Zi Qi, Hong Gu, Xin-Yi Zhu, Min Yang, Yu-Cheng Gu, Bai Ling, Guang-Tong Chen, Wen-Li Wang, Jia-Lie Luo, Bo-Yi Fan
{"title":"三色旋花种子中控制ⅰ- x、树脂苷类化合物及其生物活性。","authors":"Yu-Xin Li, Xu-Jia He, Yan Chen, Jin-Ping Gu, Tian-Zi Qi, Hong Gu, Xin-Yi Zhu, Min Yang, Yu-Cheng Gu, Bai Ling, Guang-Tong Chen, Wen-Li Wang, Jia-Lie Luo, Bo-Yi Fan","doi":"10.1021/acs.jnatprod.4c01182","DOIUrl":null,"url":null,"abstract":"<p><p>Ten new resin glycosides, controlins I-X (<b>1</b>-<b>10</b>), were isolated from the seeds of <i>Convolvulus tricolor</i>. Their structures were established by spectroscopic analysis as well as by chemical means. Compounds were identified as glycosidic acid methyl esters, considered as artifacts generated via transesterification with MeOH from natural resin glycosides. Compound <b>1</b> is the first nonasaccharide resin glycoside, while compounds <b>2</b>-<b>7</b> are rare octasaccharide resin glycosides. Compounds <b>5</b>, <b>6</b>, and <b>8</b> could inhibit the nitric oxide production in lipopolysaccharide-induced BV-2 cells, while compounds <b>3</b>, <b>5</b>, and <b>7</b> exhibited neuroprotective effects on H<sub>2</sub>O<sub>2</sub>-induced damage in PC12 cells. Compounds <b>6</b> and <b>7</b> could dose-dependently alleviate the dyskinesia in the UM0001 strain of <i>Caenorhabditis elegans</i>, a double transgenic line of Aβ and pro-aggregation tau, suggesting an anti-Alzheimer's activity, reported for resin glycosides for the first time.</p>","PeriodicalId":47,"journal":{"name":"Journal of Natural Products ","volume":" ","pages":"415-426"},"PeriodicalIF":3.3000,"publicationDate":"2025-02-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Controlins I-X, Resin Glycosides from the Seeds of <i>Convolvulus tricolor</i> and Their Biological Activities.\",\"authors\":\"Yu-Xin Li, Xu-Jia He, Yan Chen, Jin-Ping Gu, Tian-Zi Qi, Hong Gu, Xin-Yi Zhu, Min Yang, Yu-Cheng Gu, Bai Ling, Guang-Tong Chen, Wen-Li Wang, Jia-Lie Luo, Bo-Yi Fan\",\"doi\":\"10.1021/acs.jnatprod.4c01182\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p><p>Ten new resin glycosides, controlins I-X (<b>1</b>-<b>10</b>), were isolated from the seeds of <i>Convolvulus tricolor</i>. Their structures were established by spectroscopic analysis as well as by chemical means. Compounds were identified as glycosidic acid methyl esters, considered as artifacts generated via transesterification with MeOH from natural resin glycosides. Compound <b>1</b> is the first nonasaccharide resin glycoside, while compounds <b>2</b>-<b>7</b> are rare octasaccharide resin glycosides. Compounds <b>5</b>, <b>6</b>, and <b>8</b> could inhibit the nitric oxide production in lipopolysaccharide-induced BV-2 cells, while compounds <b>3</b>, <b>5</b>, and <b>7</b> exhibited neuroprotective effects on H<sub>2</sub>O<sub>2</sub>-induced damage in PC12 cells. Compounds <b>6</b> and <b>7</b> could dose-dependently alleviate the dyskinesia in the UM0001 strain of <i>Caenorhabditis elegans</i>, a double transgenic line of Aβ and pro-aggregation tau, suggesting an anti-Alzheimer's activity, reported for resin glycosides for the first time.</p>\",\"PeriodicalId\":47,\"journal\":{\"name\":\"Journal of Natural Products \",\"volume\":\" \",\"pages\":\"415-426\"},\"PeriodicalIF\":3.3000,\"publicationDate\":\"2025-02-28\",\"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.4c01182\",\"RegionNum\":2,\"RegionCategory\":\"生物学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"2025/1/29 0:00:00\",\"PubModel\":\"Epub\",\"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.4c01182","RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2025/1/29 0:00:00","PubModel":"Epub","JCR":"Q2","JCRName":"CHEMISTRY, MEDICINAL","Score":null,"Total":0}
Controlins I-X, Resin Glycosides from the Seeds of Convolvulus tricolor and Their Biological Activities.
Ten new resin glycosides, controlins I-X (1-10), were isolated from the seeds of Convolvulus tricolor. Their structures were established by spectroscopic analysis as well as by chemical means. Compounds were identified as glycosidic acid methyl esters, considered as artifacts generated via transesterification with MeOH from natural resin glycosides. Compound 1 is the first nonasaccharide resin glycoside, while compounds 2-7 are rare octasaccharide resin glycosides. Compounds 5, 6, and 8 could inhibit the nitric oxide production in lipopolysaccharide-induced BV-2 cells, while compounds 3, 5, and 7 exhibited neuroprotective effects on H2O2-induced damage in PC12 cells. Compounds 6 and 7 could dose-dependently alleviate the dyskinesia in the UM0001 strain of Caenorhabditis elegans, a double transgenic line of Aβ and pro-aggregation tau, suggesting an anti-Alzheimer's activity, reported for resin glycosides for the first time.
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.