Manh Khoa Nguyen, Tra My Nguyen, Thi Thu Nguyen, Thanh Nghi Le, Thi Hang Nguyen, Minh Khoi Nguyen, Nguyen Thanh Le
{"title":"白花蛇舌草地上部分的植物化学成分。一种新的蒽醌和化学分类学见解","authors":"Manh Khoa Nguyen, Tra My Nguyen, Thi Thu Nguyen, Thanh Nghi Le, Thi Hang Nguyen, Minh Khoi Nguyen, Nguyen Thanh Le","doi":"10.1016/j.bse.2025.105152","DOIUrl":null,"url":null,"abstract":"<div><div>A new anthraquinone (<strong>6</strong>) and ten known secondary metabolites (<strong>1</strong>–<strong>5</strong>, <strong>7</strong>–<strong>11</strong>) were isolated from the aerial parts of <em>Hedyotis diffusa</em> through ethanol extraction, solvent partitioning, and chromatographic techniques. The structures of isolated compounds were elucidated using ESI-MS, spectroscopic analyses of 1D and 2D-NMR spectroscopy, and compared with published spectral data. These compounds were identified as digitolutein (<strong>1</strong>), 2-hydroxy-1-methoxyanthraquinone (<strong>2</strong>), digiferruginol (<strong>3</strong>), 2-hydroxy-3-methylanthraquinone (<strong>4</strong>), 9,10-dioxo-9,10-dihydroanthracene-2-carbaldehyde (<strong>5</strong>), 2-hydroxy-1-hydroxymethylanthraquinone (<strong>6</strong>), capitellataquinone D (<strong>7</strong>), <em>p</em>-coumaric acid (<strong>8</strong>), <em>E</em>-6-<em>O-p</em>-coumaroyl scandoside methyl ester (<strong>9</strong>), ursolic acid (<strong>10</strong>), and oleanolic acid (<strong>11</strong>). Compound <strong>6</strong> is new, while compound <strong>7</strong> was obtained from <em>H. diffusa</em> for the first time. The identification of anthraquinones <strong>6</strong> and <strong>7</strong> suggests their potential role as chemotaxonomic indicators.</div></div>","PeriodicalId":8799,"journal":{"name":"Biochemical Systematics and Ecology","volume":"124 ","pages":"Article 105152"},"PeriodicalIF":2.0000,"publicationDate":"2025-10-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Phytochemical constituents from the aerial parts of Hedyotis diffusa Willd.: A novel anthraquinone and chemotaxonomic insights\",\"authors\":\"Manh Khoa Nguyen, Tra My Nguyen, Thi Thu Nguyen, Thanh Nghi Le, Thi Hang Nguyen, Minh Khoi Nguyen, Nguyen Thanh Le\",\"doi\":\"10.1016/j.bse.2025.105152\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>A new anthraquinone (<strong>6</strong>) and ten known secondary metabolites (<strong>1</strong>–<strong>5</strong>, <strong>7</strong>–<strong>11</strong>) were isolated from the aerial parts of <em>Hedyotis diffusa</em> through ethanol extraction, solvent partitioning, and chromatographic techniques. The structures of isolated compounds were elucidated using ESI-MS, spectroscopic analyses of 1D and 2D-NMR spectroscopy, and compared with published spectral data. These compounds were identified as digitolutein (<strong>1</strong>), 2-hydroxy-1-methoxyanthraquinone (<strong>2</strong>), digiferruginol (<strong>3</strong>), 2-hydroxy-3-methylanthraquinone (<strong>4</strong>), 9,10-dioxo-9,10-dihydroanthracene-2-carbaldehyde (<strong>5</strong>), 2-hydroxy-1-hydroxymethylanthraquinone (<strong>6</strong>), capitellataquinone D (<strong>7</strong>), <em>p</em>-coumaric acid (<strong>8</strong>), <em>E</em>-6-<em>O-p</em>-coumaroyl scandoside methyl ester (<strong>9</strong>), ursolic acid (<strong>10</strong>), and oleanolic acid (<strong>11</strong>). Compound <strong>6</strong> is new, while compound <strong>7</strong> was obtained from <em>H. diffusa</em> for the first time. The identification of anthraquinones <strong>6</strong> and <strong>7</strong> suggests their potential role as chemotaxonomic indicators.</div></div>\",\"PeriodicalId\":8799,\"journal\":{\"name\":\"Biochemical Systematics and Ecology\",\"volume\":\"124 \",\"pages\":\"Article 105152\"},\"PeriodicalIF\":2.0000,\"publicationDate\":\"2025-10-17\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Biochemical Systematics and Ecology\",\"FirstCategoryId\":\"99\",\"ListUrlMain\":\"https://www.sciencedirect.com/science/article/pii/S0305197825002017\",\"RegionNum\":4,\"RegionCategory\":\"生物学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q4\",\"JCRName\":\"BIOCHEMISTRY & MOLECULAR BIOLOGY\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Biochemical Systematics and Ecology","FirstCategoryId":"99","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S0305197825002017","RegionNum":4,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q4","JCRName":"BIOCHEMISTRY & MOLECULAR BIOLOGY","Score":null,"Total":0}
Phytochemical constituents from the aerial parts of Hedyotis diffusa Willd.: A novel anthraquinone and chemotaxonomic insights
A new anthraquinone (6) and ten known secondary metabolites (1–5, 7–11) were isolated from the aerial parts of Hedyotis diffusa through ethanol extraction, solvent partitioning, and chromatographic techniques. The structures of isolated compounds were elucidated using ESI-MS, spectroscopic analyses of 1D and 2D-NMR spectroscopy, and compared with published spectral data. These compounds were identified as digitolutein (1), 2-hydroxy-1-methoxyanthraquinone (2), digiferruginol (3), 2-hydroxy-3-methylanthraquinone (4), 9,10-dioxo-9,10-dihydroanthracene-2-carbaldehyde (5), 2-hydroxy-1-hydroxymethylanthraquinone (6), capitellataquinone D (7), p-coumaric acid (8), E-6-O-p-coumaroyl scandoside methyl ester (9), ursolic acid (10), and oleanolic acid (11). Compound 6 is new, while compound 7 was obtained from H. diffusa for the first time. The identification of anthraquinones 6 and 7 suggests their potential role as chemotaxonomic indicators.
期刊介绍:
Biochemical Systematics and Ecology is devoted to the publication of original papers and reviews, both submitted and invited, in two subject areas: I) the application of biochemistry to problems relating to systematic biology of organisms (biochemical systematics); II) the role of biochemistry in interactions between organisms or between an organism and its environment (biochemical ecology).
In the Biochemical Systematics subject area, comparative studies of the distribution of (secondary) metabolites within a wider taxon (e.g. genus or family) are welcome. Comparative studies, encompassing multiple accessions of each of the taxa within their distribution are particularly encouraged. Welcome are also studies combining classical chemosystematic studies (such as comparative HPLC-MS or GC-MS investigations) with (macro-) molecular phylogenetic studies. Studies that involve the comparative use of compounds to help differentiate among species such as adulterants or substitutes that illustrate the applied use of chemosystematics are welcome. In contrast, studies solely employing macromolecular phylogenetic techniques (gene sequences, RAPD studies etc.) will be considered out of scope. Discouraged are manuscripts that report known or new compounds from a single source taxon without addressing a systematic hypothesis. Also considered out of scope are studies using outdated and hard to reproduce macromolecular techniques such as RAPDs in combination with standard chemosystematic techniques such as GC-FID and GC-MS.