Hong-Bo Li , Shi-Qun Bai , Teng-Yun Shu, Qiong Wang, Hao Chen, Li-Hua Su, Min Xu
{"title":"Lappanolides A−N, fourteen undescribed sesquiterpenoids from Saussurea costus (Syn. Saussurea lappa) and their anti HBV activity","authors":"Hong-Bo Li , Shi-Qun Bai , Teng-Yun Shu, Qiong Wang, Hao Chen, Li-Hua Su, Min Xu","doi":"10.1016/j.phytochem.2024.114207","DOIUrl":null,"url":null,"abstract":"<div><p>Lappanolides A−N (<strong>1</strong>–<strong>14</strong>), 14 undescribed sesquiterpenoids, along with 23 known ones (<strong>15</strong>–<strong>37</strong>), were isolated from the roots of <em>Saussurea costus</em>, which were primarily categorized into eudesmane, guaiane, and germacrane types. Lappanolide A (<strong>1</strong>) possessed an unprecedented pseudo-disesquiterpenoids. Their structures and absolute configurations were established using physical data analyses (HRESIMS, IR, 1D and 2D NMR) and ECD calculations. All isolated compounds were tested for anti-hepatitis B virus (anti-HBV) activity. Ten compounds (<strong>1</strong>, <strong>9</strong>, <strong>11</strong>, <strong>12</strong>, <strong>19</strong>, <strong>22</strong>, <strong>28</strong>, <strong>29</strong>, <strong>31</strong>, and <strong>36</strong>) exhibited activities against HBsAg secretions as determined by ELISA assay, with IC<sub>50</sub> values ranging from 5.2 to 45.7 μM. In particular, compounds <strong>28</strong> and <strong>29</strong> showed inhibition of HBsAg secretion with IC<sub>50</sub> values of 5.28 and 5.30 μM, and CC<sub>50</sub> values of 9.85 and 6.37 μM, respectively, though they all exhibited low selectivity. Several compounds displayed cytotoxicity in the MTT assay. Among them, compound <strong>28</strong> was the most notable and was chosen for further study using flow cytometry. The result showed that it significantly induced HepG2 cell arrest in the S phase and induced apoptosis.</p></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":null,"pages":null},"PeriodicalIF":3.2000,"publicationDate":"2024-07-06","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/S0031942224002449","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}
引用次数: 0
Abstract
Lappanolides A−N (1–14), 14 undescribed sesquiterpenoids, along with 23 known ones (15–37), were isolated from the roots of Saussurea costus, which were primarily categorized into eudesmane, guaiane, and germacrane types. Lappanolide A (1) possessed an unprecedented pseudo-disesquiterpenoids. Their structures and absolute configurations were established using physical data analyses (HRESIMS, IR, 1D and 2D NMR) and ECD calculations. All isolated compounds were tested for anti-hepatitis B virus (anti-HBV) activity. Ten compounds (1, 9, 11, 12, 19, 22, 28, 29, 31, and 36) exhibited activities against HBsAg secretions as determined by ELISA assay, with IC50 values ranging from 5.2 to 45.7 μM. In particular, compounds 28 and 29 showed inhibition of HBsAg secretion with IC50 values of 5.28 and 5.30 μM, and CC50 values of 9.85 and 6.37 μM, respectively, though they all exhibited low selectivity. Several compounds displayed cytotoxicity in the MTT assay. Among them, compound 28 was the most notable and was chosen for further study using flow cytometry. The result showed that it significantly induced HepG2 cell arrest in the S phase and induced apoptosis.
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.