{"title":"Baliospermum solanifolium 根部结构多样的二萜类化合物和菲类衍生物。","authors":"Jiangbo Chen, Yue Li, Haoqiang Xu, Mingjing Lian, Hongying Wang, Dongrong Zhu","doi":"10.1016/j.phytochem.2024.114194","DOIUrl":null,"url":null,"abstract":"<div><p>Ten undescribed diterpenoids (<strong>1</strong>–<strong>10</strong>) and three undescribed phenanthrene derivatives (<strong>11</strong>–<strong>13</strong>), together with seven known compounds, were isolated from the roots of <em>Baliospermum solanifolium</em>. Their structures were determined by a combination of spectroscopic data analysis, electronic circular dichroism calculations and single-crystal X-ray diffraction studies. Compounds <strong>1</strong>–<strong>7</strong> (baliosperoids A–G) represent the examples of 20-nor-<em>ent</em>-podocarpane class first discovered in nature. In particular, compound <strong>7</strong> possesses a unique 2,3-seco ring system incorporating <em>γ</em>-butanolide moiety. All isolates were assessed for their cytotoxic activities against HT-29, HCT-116, HCT-15, MCF-7, and A549 cell lines as well as their inhibitory effects on lipopolysaccharide-induced NO production in RAW264.7 cells. Compound <strong>1</strong>, a 20-nor-<em>ent</em>-podocarpane-type diterpenoid possessing a Δ<sup>1,2</sup> double bond, not only exhibited considerable proliferation inhibition against five human cancer cell lines, with IC<sub>50</sub> values ranging from 4.13 to 23.45 μM, but also displayed the most potent inhibitory activity on NO production with IC<sub>50</sub> value at the nanomolar level (0.63 ± 0.21 μM).</p></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":null,"pages":null},"PeriodicalIF":3.2000,"publicationDate":"2024-06-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Structurally diverse diterpenoids and phenanthrene derivatives from the roots of Baliospermum solanifolium\",\"authors\":\"Jiangbo Chen, Yue Li, Haoqiang Xu, Mingjing Lian, Hongying Wang, Dongrong Zhu\",\"doi\":\"10.1016/j.phytochem.2024.114194\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><p>Ten undescribed diterpenoids (<strong>1</strong>–<strong>10</strong>) and three undescribed phenanthrene derivatives (<strong>11</strong>–<strong>13</strong>), together with seven known compounds, were isolated from the roots of <em>Baliospermum solanifolium</em>. Their structures were determined by a combination of spectroscopic data analysis, electronic circular dichroism calculations and single-crystal X-ray diffraction studies. Compounds <strong>1</strong>–<strong>7</strong> (baliosperoids A–G) represent the examples of 20-nor-<em>ent</em>-podocarpane class first discovered in nature. In particular, compound <strong>7</strong> possesses a unique 2,3-seco ring system incorporating <em>γ</em>-butanolide moiety. All isolates were assessed for their cytotoxic activities against HT-29, HCT-116, HCT-15, MCF-7, and A549 cell lines as well as their inhibitory effects on lipopolysaccharide-induced NO production in RAW264.7 cells. Compound <strong>1</strong>, a 20-nor-<em>ent</em>-podocarpane-type diterpenoid possessing a Δ<sup>1,2</sup> double bond, not only exhibited considerable proliferation inhibition against five human cancer cell lines, with IC<sub>50</sub> values ranging from 4.13 to 23.45 μM, but also displayed the most potent inhibitory activity on NO production with IC<sub>50</sub> value at the nanomolar level (0.63 ± 0.21 μM).</p></div>\",\"PeriodicalId\":20170,\"journal\":{\"name\":\"Phytochemistry\",\"volume\":null,\"pages\":null},\"PeriodicalIF\":3.2000,\"publicationDate\":\"2024-06-17\",\"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/S0031942224002310\",\"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/S0031942224002310","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}
Structurally diverse diterpenoids and phenanthrene derivatives from the roots of Baliospermum solanifolium
Ten undescribed diterpenoids (1–10) and three undescribed phenanthrene derivatives (11–13), together with seven known compounds, were isolated from the roots of Baliospermum solanifolium. Their structures were determined by a combination of spectroscopic data analysis, electronic circular dichroism calculations and single-crystal X-ray diffraction studies. Compounds 1–7 (baliosperoids A–G) represent the examples of 20-nor-ent-podocarpane class first discovered in nature. In particular, compound 7 possesses a unique 2,3-seco ring system incorporating γ-butanolide moiety. All isolates were assessed for their cytotoxic activities against HT-29, HCT-116, HCT-15, MCF-7, and A549 cell lines as well as their inhibitory effects on lipopolysaccharide-induced NO production in RAW264.7 cells. Compound 1, a 20-nor-ent-podocarpane-type diterpenoid possessing a Δ1,2 double bond, not only exhibited considerable proliferation inhibition against five human cancer cell lines, with IC50 values ranging from 4.13 to 23.45 μM, but also displayed the most potent inhibitory activity on NO production with IC50 value at the nanomolar level (0.63 ± 0.21 μM).
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.