Jing-Yu Zhang, Qian-Ru Wang, Hui-Lin Yang, Rong-Mei Gao, Mi Li, Jia Yang, Yu-Huan Li, Li Li, Shuang-Gang Ma
{"title":"从Illicium brevistylum根中提取的含有亚甲基二氧基的抗病毒前烯化C6-C3衍生物。","authors":"Jing-Yu Zhang, Qian-Ru Wang, Hui-Lin Yang, Rong-Mei Gao, Mi Li, Jia Yang, Yu-Huan Li, Li Li, Shuang-Gang Ma","doi":"10.1016/j.phytochem.2025.114462","DOIUrl":null,"url":null,"abstract":"<p><p>Five previously undescribed prenylated C<sub>6</sub>-C<sub>3</sub> compounds (1-3 and 5-6) and four known prenylated C<sub>6</sub>-C<sub>3</sub> compounds (4 and 7-9) were isolated from the roots of Illicium brevistylum A. C. Smith. Their structures were elucidated using extensive spectroscopic analyses, including HRESIMS, NMR (<sup>1</sup>H and <sup>13</sup>C NMR, <sup>1</sup>H-<sup>1</sup>H COSY, HSQC, HMBC and NOESY), and CD spectra, ECD calculations, and NOE difference experiments. The absolute configurations of 1-3 were further determined using the modified Mosher's method. All the isolates were evaluated for their antiviral activity against Coxsackievirus B3 and influenza virus A/Hanfang/359/95, their anti-inflammatory potential for nitric oxide generation in lipopolysaccharide-stimulated RAW264.7 and BV2 cells, and their cytotoxicity against the HGC27, T98G, HepG2, A549 and MCF-7 cell lines. Compounds 1-2, 5, and 7-8 exhibited moderate activity against CVB3, whereas all the isolates displayed weak anti-inflammatory effects and no significant cytotoxicity.</p>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":" ","pages":"114462"},"PeriodicalIF":3.2000,"publicationDate":"2025-03-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Antiviral prenylated C<sub>6</sub>-C<sub>3</sub> derivatives containing a methylenedioxyl group from the roots of Illicium brevistylum.\",\"authors\":\"Jing-Yu Zhang, Qian-Ru Wang, Hui-Lin Yang, Rong-Mei Gao, Mi Li, Jia Yang, Yu-Huan Li, Li Li, Shuang-Gang Ma\",\"doi\":\"10.1016/j.phytochem.2025.114462\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p><p>Five previously undescribed prenylated C<sub>6</sub>-C<sub>3</sub> compounds (1-3 and 5-6) and four known prenylated C<sub>6</sub>-C<sub>3</sub> compounds (4 and 7-9) were isolated from the roots of Illicium brevistylum A. C. Smith. Their structures were elucidated using extensive spectroscopic analyses, including HRESIMS, NMR (<sup>1</sup>H and <sup>13</sup>C NMR, <sup>1</sup>H-<sup>1</sup>H COSY, HSQC, HMBC and NOESY), and CD spectra, ECD calculations, and NOE difference experiments. The absolute configurations of 1-3 were further determined using the modified Mosher's method. All the isolates were evaluated for their antiviral activity against Coxsackievirus B3 and influenza virus A/Hanfang/359/95, their anti-inflammatory potential for nitric oxide generation in lipopolysaccharide-stimulated RAW264.7 and BV2 cells, and their cytotoxicity against the HGC27, T98G, HepG2, A549 and MCF-7 cell lines. Compounds 1-2, 5, and 7-8 exhibited moderate activity against CVB3, whereas all the isolates displayed weak anti-inflammatory effects and no significant cytotoxicity.</p>\",\"PeriodicalId\":20170,\"journal\":{\"name\":\"Phytochemistry\",\"volume\":\" \",\"pages\":\"114462\"},\"PeriodicalIF\":3.2000,\"publicationDate\":\"2025-03-04\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Phytochemistry\",\"FirstCategoryId\":\"99\",\"ListUrlMain\":\"https://doi.org/10.1016/j.phytochem.2025.114462\",\"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://doi.org/10.1016/j.phytochem.2025.114462","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}
Antiviral prenylated C6-C3 derivatives containing a methylenedioxyl group from the roots of Illicium brevistylum.
Five previously undescribed prenylated C6-C3 compounds (1-3 and 5-6) and four known prenylated C6-C3 compounds (4 and 7-9) were isolated from the roots of Illicium brevistylum A. C. Smith. Their structures were elucidated using extensive spectroscopic analyses, including HRESIMS, NMR (1H and 13C NMR, 1H-1H COSY, HSQC, HMBC and NOESY), and CD spectra, ECD calculations, and NOE difference experiments. The absolute configurations of 1-3 were further determined using the modified Mosher's method. All the isolates were evaluated for their antiviral activity against Coxsackievirus B3 and influenza virus A/Hanfang/359/95, their anti-inflammatory potential for nitric oxide generation in lipopolysaccharide-stimulated RAW264.7 and BV2 cells, and their cytotoxicity against the HGC27, T98G, HepG2, A549 and MCF-7 cell lines. Compounds 1-2, 5, and 7-8 exhibited moderate activity against CVB3, whereas all the isolates displayed weak anti-inflammatory effects and no significant cytotoxicity.
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.
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