Wei Su, Xudong Zhou, Hanwen Yuan, Gang Fu, Shiqi Liu, Qingling Xie, Yupei Yang, Kang Zhou, Yang Liu, Bin Li, Wei Wang
{"title":"雪桐木脂素E-K:一种特殊的具有肝保护作用的螺苯并呋喃类二苯并环二烯木脂素。","authors":"Wei Su, Xudong Zhou, Hanwen Yuan, Gang Fu, Shiqi Liu, Qingling Xie, Yupei Yang, Kang Zhou, Yang Liu, Bin Li, Wei Wang","doi":"10.1016/j.phytochem.2025.114594","DOIUrl":null,"url":null,"abstract":"<div><div>Further phytochemical investigation on the roots of <em>Kadsura heteroclita</em> led to the isolation of sixteen spirobenzofuranoid dibenzocyclooctadiene lignans, including six previously undescribed ones named xuetonlignans E-J (<strong>1</strong>–<strong>6</strong>), and one being isolated for the first time from a natural source, xuetonlignan K (<strong>7</strong>). The structures and absolute configurations of <strong>1</strong>–<strong>7</strong> were elucidated by 1D and 2D NMR techniques, as well as calculated ECD spectra. Additionally, the absolute configurations of <strong>1</strong> and <strong>5</strong> were further confirmed by single crystal X-ray crystallographic analysis. The X-ray structures of the known compounds <strong>13</strong> and <strong>14</strong> were reported for the first time, and the misassigned structure of schizanrin G was corrected. Most of the isolated compounds were tested for their hepatoprotective effects against H<sub>2</sub>O<sub>2</sub>-induced damage in HepG2 cells. Notably, compounds <strong>6</strong>, <strong>11</strong>, <strong>13</strong>, and <strong>15</strong> showed apparent protective effects at 20 μM, and the cell viability of <strong>15</strong> was greater than that of the positive drug (bicyclol).</div></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":"239 ","pages":"Article 114594"},"PeriodicalIF":3.4000,"publicationDate":"2025-06-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Xuetonlignans E-K, unusual spirobenzofuranoid dibenzocyclooctadiene lignans with hepatoprotective activity from the roots of Kadsura heteroclita\",\"authors\":\"Wei Su, Xudong Zhou, Hanwen Yuan, Gang Fu, Shiqi Liu, Qingling Xie, Yupei Yang, Kang Zhou, Yang Liu, Bin Li, Wei Wang\",\"doi\":\"10.1016/j.phytochem.2025.114594\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>Further phytochemical investigation on the roots of <em>Kadsura heteroclita</em> led to the isolation of sixteen spirobenzofuranoid dibenzocyclooctadiene lignans, including six previously undescribed ones named xuetonlignans E-J (<strong>1</strong>–<strong>6</strong>), and one being isolated for the first time from a natural source, xuetonlignan K (<strong>7</strong>). The structures and absolute configurations of <strong>1</strong>–<strong>7</strong> were elucidated by 1D and 2D NMR techniques, as well as calculated ECD spectra. Additionally, the absolute configurations of <strong>1</strong> and <strong>5</strong> were further confirmed by single crystal X-ray crystallographic analysis. The X-ray structures of the known compounds <strong>13</strong> and <strong>14</strong> were reported for the first time, and the misassigned structure of schizanrin G was corrected. Most of the isolated compounds were tested for their hepatoprotective effects against H<sub>2</sub>O<sub>2</sub>-induced damage in HepG2 cells. Notably, compounds <strong>6</strong>, <strong>11</strong>, <strong>13</strong>, and <strong>15</strong> showed apparent protective effects at 20 μM, and the cell viability of <strong>15</strong> was greater than that of the positive drug (bicyclol).</div></div>\",\"PeriodicalId\":20170,\"journal\":{\"name\":\"Phytochemistry\",\"volume\":\"239 \",\"pages\":\"Article 114594\"},\"PeriodicalIF\":3.4000,\"publicationDate\":\"2025-06-19\",\"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/S0031942225002171\",\"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/S0031942225002171","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}
Xuetonlignans E-K, unusual spirobenzofuranoid dibenzocyclooctadiene lignans with hepatoprotective activity from the roots of Kadsura heteroclita
Further phytochemical investigation on the roots of Kadsura heteroclita led to the isolation of sixteen spirobenzofuranoid dibenzocyclooctadiene lignans, including six previously undescribed ones named xuetonlignans E-J (1–6), and one being isolated for the first time from a natural source, xuetonlignan K (7). The structures and absolute configurations of 1–7 were elucidated by 1D and 2D NMR techniques, as well as calculated ECD spectra. Additionally, the absolute configurations of 1 and 5 were further confirmed by single crystal X-ray crystallographic analysis. The X-ray structures of the known compounds 13 and 14 were reported for the first time, and the misassigned structure of schizanrin G was corrected. Most of the isolated compounds were tested for their hepatoprotective effects against H2O2-induced damage in HepG2 cells. Notably, compounds 6, 11, 13, and 15 showed apparent protective effects at 20 μM, and the cell viability of 15 was greater than that of the positive drug (bicyclol).
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.