Huai-Qin Liu , Zheng-Kuan Zhang , Xiao-Qiao Tian , Dong-Mei Zhou , Jun Yang , Xiang Zhao , Guo-Bo Xu , Qin-Feng Zhu , Shang-Gao Liao
{"title":"奥克兰花根部的化学成分。(菊科)","authors":"Huai-Qin Liu , Zheng-Kuan Zhang , Xiao-Qiao Tian , Dong-Mei Zhou , Jun Yang , Xiang Zhao , Guo-Bo Xu , Qin-Feng Zhu , Shang-Gao Liao","doi":"10.1016/j.bse.2025.105099","DOIUrl":null,"url":null,"abstract":"<div><div>Chemical constituents of <em>Aucklandia costus</em> Falc. (Asteraceae) have been extensively studied. However, its polar chemical constituents and their chemotaxonomic significance remain unclear. In this study, a phytochemical investigation of the n-butanol fraction of the roots of <em>A</em>. <em>costus</em> by various types of column chromatography (CC) (e.g., silica gel CC, D101 macroporous resin CC, Mitsubishi Chemical Industries CC, octadecyl-silica CC, and semi-preparative HPLC) led to the isolation of twenty-two compounds including five phenylpropanoids (<strong>1</strong>–<strong>5</strong>), nine lignans (<strong>6</strong>–<strong>14</strong>), one alkaloid (<strong>15</strong>), two alkynes (<strong>16</strong> and <strong>17</strong>), one chromone (<strong>18</strong>), two megastigmanes (<strong>19</strong> and <strong>20</strong>), one fructoside (<strong>21</strong>) and one sesquiterpenoid (<strong>22</strong>). Their structures were identified by analysis of their NMR and MS data and by comparing with those reported in the literature. The presence of these compounds in the n-butanol fraction of the roots of <em>A</em>. <em>costus</em> was supported by direct LC-MS detection and NMR analysis. Among them, compound <strong>3</strong> was isolated from the Asteraceae family for the first time, and compounds <strong>4</strong>–<strong>5</strong>, <strong>10</strong>, <strong>11</strong>, <strong>13</strong>–<strong>17</strong> and <strong>19</strong> were firstly found in the genus <em>Aucklandia</em>. The identity of the investigated <em>A</em>. <em>costus</em> was confirmed morphologically. The chemotaxonomic significance of compounds <strong>1</strong>–<strong>22</strong> was discussed.</div></div>","PeriodicalId":8799,"journal":{"name":"Biochemical Systematics and Ecology","volume":"123 ","pages":"Article 105099"},"PeriodicalIF":2.0000,"publicationDate":"2025-07-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Chemical constituents from the roots of Aucklandia costus Falc. (Asteraceae)\",\"authors\":\"Huai-Qin Liu , Zheng-Kuan Zhang , Xiao-Qiao Tian , Dong-Mei Zhou , Jun Yang , Xiang Zhao , Guo-Bo Xu , Qin-Feng Zhu , Shang-Gao Liao\",\"doi\":\"10.1016/j.bse.2025.105099\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>Chemical constituents of <em>Aucklandia costus</em> Falc. (Asteraceae) have been extensively studied. However, its polar chemical constituents and their chemotaxonomic significance remain unclear. In this study, a phytochemical investigation of the n-butanol fraction of the roots of <em>A</em>. <em>costus</em> by various types of column chromatography (CC) (e.g., silica gel CC, D101 macroporous resin CC, Mitsubishi Chemical Industries CC, octadecyl-silica CC, and semi-preparative HPLC) led to the isolation of twenty-two compounds including five phenylpropanoids (<strong>1</strong>–<strong>5</strong>), nine lignans (<strong>6</strong>–<strong>14</strong>), one alkaloid (<strong>15</strong>), two alkynes (<strong>16</strong> and <strong>17</strong>), one chromone (<strong>18</strong>), two megastigmanes (<strong>19</strong> and <strong>20</strong>), one fructoside (<strong>21</strong>) and one sesquiterpenoid (<strong>22</strong>). Their structures were identified by analysis of their NMR and MS data and by comparing with those reported in the literature. The presence of these compounds in the n-butanol fraction of the roots of <em>A</em>. <em>costus</em> was supported by direct LC-MS detection and NMR analysis. Among them, compound <strong>3</strong> was isolated from the Asteraceae family for the first time, and compounds <strong>4</strong>–<strong>5</strong>, <strong>10</strong>, <strong>11</strong>, <strong>13</strong>–<strong>17</strong> and <strong>19</strong> were firstly found in the genus <em>Aucklandia</em>. The identity of the investigated <em>A</em>. <em>costus</em> was confirmed morphologically. The chemotaxonomic significance of compounds <strong>1</strong>–<strong>22</strong> was discussed.</div></div>\",\"PeriodicalId\":8799,\"journal\":{\"name\":\"Biochemical Systematics and Ecology\",\"volume\":\"123 \",\"pages\":\"Article 105099\"},\"PeriodicalIF\":2.0000,\"publicationDate\":\"2025-07-30\",\"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/S0305197825001486\",\"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/S0305197825001486","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}
Chemical constituents from the roots of Aucklandia costus Falc. (Asteraceae)
Chemical constituents of Aucklandia costus Falc. (Asteraceae) have been extensively studied. However, its polar chemical constituents and their chemotaxonomic significance remain unclear. In this study, a phytochemical investigation of the n-butanol fraction of the roots of A. costus by various types of column chromatography (CC) (e.g., silica gel CC, D101 macroporous resin CC, Mitsubishi Chemical Industries CC, octadecyl-silica CC, and semi-preparative HPLC) led to the isolation of twenty-two compounds including five phenylpropanoids (1–5), nine lignans (6–14), one alkaloid (15), two alkynes (16 and 17), one chromone (18), two megastigmanes (19 and 20), one fructoside (21) and one sesquiterpenoid (22). Their structures were identified by analysis of their NMR and MS data and by comparing with those reported in the literature. The presence of these compounds in the n-butanol fraction of the roots of A. costus was supported by direct LC-MS detection and NMR analysis. Among them, compound 3 was isolated from the Asteraceae family for the first time, and compounds 4–5, 10, 11, 13–17 and 19 were firstly found in the genus Aucklandia. The identity of the investigated A. costus was confirmed morphologically. The chemotaxonomic significance of compounds 1–22 was discussed.
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.