Hyparillums A and B: polycyclic polyprenylated acylphloroglucinols from Hypericum patulum

IF 4 2区 医学 Q1 INTEGRATIVE & COMPLEMENTARY MEDICINE Chinese Journal of Natural Medicines Pub Date : 2024-03-01 DOI:10.1016/S1875-5364(24)60599-6
Yulin DUAN , Zhengyi SHI , Fei SONG , Zhangrong HOU , Xiaosheng TAN , Yeting ZHANG , Xincai HAO , Gang CHEN , Changxing QI , Yonghui ZHANG
{"title":"Hyparillums A and B: polycyclic polyprenylated acylphloroglucinols from Hypericum patulum","authors":"Yulin DUAN ,&nbsp;Zhengyi SHI ,&nbsp;Fei SONG ,&nbsp;Zhangrong HOU ,&nbsp;Xiaosheng TAN ,&nbsp;Yeting ZHANG ,&nbsp;Xincai HAO ,&nbsp;Gang CHEN ,&nbsp;Changxing QI ,&nbsp;Yonghui ZHANG","doi":"10.1016/S1875-5364(24)60599-6","DOIUrl":null,"url":null,"abstract":"<div><p>Hyparillums A (<strong>1</strong>) and B (<strong>2</strong>), two previously unidentified polycyclic polyprenylated acylphloroglucinols (PPAPs) with intricate architectures, were isolated from <em>Hypericum patulum</em> Thunb<em>.</em> Hyparillum A was the first PPAP with eight-carbon rings based on an unprecedented 6/6/5/6/6/5/6/4 octocyclic system featuring a rare heptacyclo[10.8.1.1<sup>1,10</sup>.0<sup>3,8</sup>.0<sup>8,21</sup>.0<sup>12,19</sup>.0<sup>14,17</sup>]docosane core. In contrast, hyparillum B featured a novel heptacyclic architecture (6/6/5/6/6/5/5) based on a hexacyclo[9.6.1.1<sup>1,9</sup>.0<sup>3,7</sup>.0<sup>7,18</sup>.0<sup>11,16</sup>]nonadecane motif. Furthermore, hyparillums A and B demonstrated promising inhibitory effects on the proliferation of murine splenocytes stimulated by anti-CD3/anti-CD28 monoclonal antibodies and lipopolysaccharide, exhibiting half-maximal inhibitory concentration (IC<sub>50</sub>) values ranging from 6.13 ± 0.86 to 12.69 ± 1.31 μmol·L<sup>−1</sup>.</p></div>","PeriodicalId":10002,"journal":{"name":"Chinese Journal of Natural Medicines","volume":null,"pages":null},"PeriodicalIF":4.0000,"publicationDate":"2024-03-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Chinese Journal of Natural Medicines","FirstCategoryId":"3","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S1875536424605996","RegionNum":2,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"INTEGRATIVE & COMPLEMENTARY MEDICINE","Score":null,"Total":0}
引用次数: 0

Abstract

Hyparillums A (1) and B (2), two previously unidentified polycyclic polyprenylated acylphloroglucinols (PPAPs) with intricate architectures, were isolated from Hypericum patulum Thunb. Hyparillum A was the first PPAP with eight-carbon rings based on an unprecedented 6/6/5/6/6/5/6/4 octocyclic system featuring a rare heptacyclo[10.8.1.11,10.03,8.08,21.012,19.014,17]docosane core. In contrast, hyparillum B featured a novel heptacyclic architecture (6/6/5/6/6/5/5) based on a hexacyclo[9.6.1.11,9.03,7.07,18.011,16]nonadecane motif. Furthermore, hyparillums A and B demonstrated promising inhibitory effects on the proliferation of murine splenocytes stimulated by anti-CD3/anti-CD28 monoclonal antibodies and lipopolysaccharide, exhibiting half-maximal inhibitory concentration (IC50) values ranging from 6.13 ± 0.86 to 12.69 ± 1.31 μmol·L−1.

查看原文
分享 分享
微信好友 朋友圈 QQ好友 复制链接
本刊更多论文
金丝桃 A 和 B:来自金丝桃的多环多烯酰化酰基氯葡萄糖醇
从金丝桃(Hypericum patulum Thunb.)中分离出了 Hyparillums A (1) 和 B (2),这是两种以前未被发现的具有复杂结构的多环多烯酰化酰基氯葡萄糖醇(PPAPs)。金丝桃 A 是第一种具有八碳环的 PPAP,其基础是前所未有的 6/6/5/6/6/5/6/4 八环体系,具有罕见的七环[10.8.1.11,10.03,8.08,21.012,19.014,17]二十二烷核心。与此相反,副菌群 B 具有一种基于六环[9.6.1.11,9.03,7.07,18.011,16]壬烷基团的新型七环结构(6/6/5/6/5/5)。此外,拟南芥 A 和 B 在抗-CD3/抗-CD28 单克隆抗体和脂多糖的刺激下,对小鼠脾细胞的增殖具有良好的抑制作用,其半最大抑制浓度 (IC50) 值范围为 6.13 ± 0.86 至 12.69 ± 1.31 μmol-L-1。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
求助全文
约1分钟内获得全文 去求助
来源期刊
Chinese Journal of Natural Medicines
Chinese Journal of Natural Medicines INTEGRATIVE & COMPLEMENTARY MEDICINE-PHARMACOLOGY & PHARMACY
CiteScore
7.50
自引率
4.30%
发文量
2235
期刊介绍: The Chinese Journal of Natural Medicines (CJNM), founded and sponsored in May 2003 by China Pharmaceutical University and the Chinese Pharmaceutical Association, is devoted to communication among pharmaceutical and medical scientists interested in the advancement of Traditional Chinese Medicines (TCM). CJNM publishes articles relating to a broad spectrum of bioactive natural products, leading compounds and medicines derived from Traditional Chinese Medicines (TCM). Topics covered by the journal are: Resources of Traditional Chinese Medicines; Interaction and complexity of prescription; Natural Products Chemistry (including structure modification, semi-and total synthesis, bio-transformation); Pharmacology of natural products and prescription (including pharmacokinetics and toxicology); Pharmaceutics and Analytical Methods of natural products.
期刊最新文献
Advances in intelligent mass spectrometry data processing technology for in vivo analysis of natural medicines Chiral resolution of furofuran lignans and their derivatives from the stems of Dendrobium 'Sonia' Cyclocarysaponins A–J, dammarane-type triterpenoid glycosides from the leaves of Cyclocarya paliurus Four new diarylheptanoids and two new terpenoids from the fruits of Alpinia oxyphylla and their anti-inflammatory activities Highly oxygenated clerodane furanoditerpenoids from the leaves and twigs of Croton yunnanensis
×
引用
GB/T 7714-2015
复制
MLA
复制
APA
复制
导出至
BibTeX EndNote RefMan NoteFirst NoteExpress
×
×
提示
您的信息不完整,为了账户安全,请先补充。
现在去补充
×
提示
您因"违规操作"
具体请查看互助需知
我知道了
×
提示
现在去查看 取消
×
提示
确定
0
微信
客服QQ
Book学术公众号 扫码关注我们
反馈
×
意见反馈
请填写您的意见或建议
请填写您的手机或邮箱
已复制链接
已复制链接
快去分享给好友吧!
我知道了
×
扫码分享
扫码分享
Book学术官方微信
Book学术文献互助
Book学术文献互助群
群 号:481959085
Book学术
文献互助 智能选刊 最新文献 互助须知 联系我们:info@booksci.cn
Book学术提供免费学术资源搜索服务,方便国内外学者检索中英文文献。致力于提供最便捷和优质的服务体验。
Copyright © 2023 Book学术 All rights reserved.
ghs 京公网安备 11010802042870号 京ICP备2023020795号-1