• 文献检索
  • 文档翻译
  • 深度研究
  • 学术资讯
  • Suppr Zotero 插件Zotero 插件
  • 邀请有礼
  • 套餐&价格
  • 历史记录
应用&插件
Suppr Zotero 插件Zotero 插件浏览器插件Mac 客户端Windows 客户端微信小程序
定价
高级版会员购买积分包购买API积分包
服务
文献检索文档翻译深度研究API 文档MCP 服务
关于我们
关于 Suppr公司介绍联系我们用户协议隐私条款
关注我们

Suppr 超能文献

核心技术专利：CN118964589B侵权必究
粤ICP备2023148730 号-1Suppr @ 2026

文献检索

告别复杂PubMed语法，用中文像聊天一样搜索，搜遍4000万医学文献。AI智能推荐，让科研检索更轻松。

立即免费搜索

文件翻译

保留排版，准确专业，支持PDF/Word/PPT等文件格式，支持 12+语言互译。

免费翻译文档

深度研究

AI帮你快速写综述，25分钟生成高质量综述，智能提取关键信息，辅助科研写作。

立即免费体验

来自海洋海绵刺叶盘鲍海绵的甾体糖苷。

Steroidal glycosides from the marine sponge Pandaros acanthifolium.

作者信息

Cachet Nadja, Regalado Erik L, Genta-Jouve Grégory, Mehiri Mohamed, Amade Philippe, Thomas Olivier P

机构信息

Laboratoire de Chimie des Molécules Bioactives et des Arômes UMR 6001 CNRS, University of Nice-Sophia Antipolis, Faculté des Sciences Parc Valrose, 06108 Nice Cedex 2, France.

出版信息

Steroids. 2009 Sep;74(9):746-50. doi: 10.1016/j.steroids.2009.03.009. Epub 2009 Apr 5.

DOI:10.1016/j.steroids.2009.03.009
PMID:19541002
Abstract

The chemical composition of the Caribbean sponge Pandaros acanthifolium was investigated and led to the isolation of seven new steroidal glycosides namely pandarosides A-D (1, 3, 4 and 6) along with the three methyl esters of pandarosides A, C, and D (2, 5 and 7). Their structures were characterized as 3beta-[beta-glucopyranosyl-(1-->2)-beta-glucopyranosyloxyuronic acid]-16-hydroxy-5alpha,14beta-poriferast-16-ene-15,23-dione (1) and its methyl ester (2), 3beta-[beta-glucopyranosyloxyuronic acid]-16-hydroxy-5alpha,14beta-poriferast-16-ene-15,23-dione (3), 3beta-[beta-glucopyranosyl-(1-->2)-beta-glucopyranosyloxyuronic acid]-16-hydroxy-5alpha,14beta-cholest-16-ene-15,23-dione (4) and its methyl ester (5), 3beta-(beta-glucopyranosyloxyuronic acid)-16-hydroxy-5alpha,14beta-cholest-16-ene-15,23-dione (6) and its methyl ester (7) on the basis of detailed spectroscopic analyses, including 2D NMR and HRESIMS studies. Pandarosides A-D and their methyl esters (1-7) are all characterized by a rare 2-hydroxycyclopentenone D-ring with a 14beta configuration. The absolute configuration of the aglycon part of pandaroside A (1) was assigned by comparison between experimental and TDDFT calculated circular dichroism spectra on the more stable conformer.

摘要

对加勒比海绵Pandaros acanthifolium的化学成分进行了研究，从中分离出七种新的甾体糖苷，即pandarosides A - D（1、3、4和6）以及pandarosides A、C和D的三种甲酯（2、5和7）。通过详细的光谱分析，包括二维核磁共振（2D NMR）和高分辨电喷雾电离质谱（HRESIMS）研究，确定它们的结构分别为3β - [β - 吡喃葡萄糖基 - (1→2) - β - 吡喃葡萄糖基氧基糖醛酸] - 16 - 羟基 - 5α,14β - 海绵甾 - 16 - 烯 - 15,23 - 二酮（1）及其甲酯（2）、3β - [β - 吡喃葡萄糖基氧基糖醛酸] - 16 - 羟基 - 5α,14β - 海绵甾 - 16 - 烯 - 15,23 - 二酮（3）、3β - [β - 吡喃葡萄糖基 - (1→2) - β - 吡喃葡萄糖基氧基糖醛酸] - 16 - 羟基 - 5α,14β - 胆甾 - 16 - 烯 - 15,23 - 二酮（4）及其甲酯（5）、3β - (β - 吡喃葡萄糖基氧基糖醛酸) - 16 - 羟基 - 5α,14β - 胆甾 - 16 - 烯 - 15,23 - 二酮（6）及其甲酯（7）。Pandarosides A - D及其甲酯（1 - 7）的特征均为具有14β构型的罕见2 - 羟基环戊烯酮D环。通过比较实验性和TDDFT计算的圆二色光谱，在更稳定的构象上确定了pandaroside A（1）苷元部分的绝对构型。

相似文献

1
Steroidal glycosides from the marine sponge Pandaros acanthifolium.来自海洋海绵刺叶盘鲍海绵的甾体糖苷。
Steroids. 2009 Sep;74(9):746-50. doi: 10.1016/j.steroids.2009.03.009. Epub 2009 Apr 5.
2
Antiprotozoal steroidal saponins from the marine sponge Pandaros acanthifolium.海洋海绵 Pandaros acanthifolium 中的抗原生动物甾体皂苷。
J Nat Prod. 2010 Aug 27;73(8):1404-10. doi: 10.1021/np100348x.
3
Isolation of steroidal glycosides from the Caribbean sponge Pandaros acanthifolium.从加勒比海海绵 Pandaros acanthifolium 中分离甾体糖苷。
J Nat Prod. 2012 Dec 28;75(12):2094-100. doi: 10.1021/np300520w. Epub 2012 Dec 17.
4
Cytotoxic and haemolytic steroidal glycosides from the Caribbean sponge Pandaros acanthifolium.加勒比海海绵 Pandaros acanthifolium 中的细胞毒性和溶血甾体糖苷。
Steroids. 2011 Nov;76(12):1389-96. doi: 10.1016/j.steroids.2011.07.010. Epub 2011 Jul 26.
5
Steroidal glycosides from the rhizomes of Ruscus hypophyllum.来自矮棕竹根茎的甾体苷类化合物。
Phytochemistry. 2008 Feb;69(3):729-37. doi: 10.1016/j.phytochem.2007.09.022. Epub 2007 Nov 19.
6
New steroidal glycosides from Tribulus terrestris L.来自刺蒺藜的新型甾体苷
J Asian Nat Prod Res. 2012;14(8):780-4. doi: 10.1080/10286020.2012.694871. Epub 2012 Jun 14.
7
Mycalosides B-I, eight new spermostatic steroid oligoglycosides from the sponge Mycale laxissima.肌苷糖苷B - I，从海绵宽扁肉芝软珊瑚中分离得到的8种新的精子静止甾体寡糖苷。
J Nat Prod. 2003 Aug;66(8):1082-8. doi: 10.1021/np0300030.
8
Triterpenoidal glycosides from Justicia betonica.来自药用爵床的三萜类糖苷。
Phytochemistry. 2004 Sep;65(18):2613-8. doi: 10.1016/j.phytochem.2004.06.029.
9
Isolation and absolute configuration of new bioactive marine steroids from Euryspongia n. sp.从新种扁海绵（Euryspongia n. sp.）中分离新型生物活性海洋甾体及其绝对构型
Steroids. 2005 Dec 1;70(13):873-8. doi: 10.1016/j.steroids.2005.05.006. Epub 2005 Aug 2.
10
Sulfated pregnane glycosides from Periploca graeca.杠柳中的硫酸化孕烷糖苷。
J Nat Prod. 2005 Aug;68(8):1164-8. doi: 10.1021/np050031d.

引用本文的文献

1
Contignasterines, Anti-Inflammatory 2-Aminoimidazole Steroids from the Sponge cf. Collected in the Bismarck Sea.来自俾斯麦海采集的海绵（cf.）中的抗炎2-氨基咪唑甾体——邻甾体
J Nat Prod. 2025 May 23;88(5):1244-1252. doi: 10.1021/acs.jnatprod.5c00118. Epub 2025 Mar 7.
2
Triterpene and Steroid Glycosides from Marine Sponges (Porifera, Demospongiae): Structures, Taxonomical Distribution, Biological Activities.海洋海绵（多孔动物门、寻常海绵纲）中的三萜和甾体糖苷：结构、分类分布、生物活性。
Molecules. 2023 Mar 9;28(6):2503. doi: 10.3390/molecules28062503.
3
Poecillastrosides, Steroidal Saponins from the Mediterranean Deep-Sea Sponge Poecillastra compressa (Bowerbank, 1866).
普氏星苷，来自地中海深海海绵压缩普氏星海绵（鲍尔班克，1866年）的甾体皂苷
Mar Drugs. 2017 Jun 26;15(7):199. doi: 10.3390/md15070199.
4
Ulososides and urabosides--triterpenoid saponins from the Caribbean marine sponge Ectyoplasia ferox.乌洛索苷和乌拉苷——来自加勒比海海绵 Ectyoplasia ferox 的三萜皂苷。
Molecules. 2013 Feb 27;18(3):2598-610. doi: 10.3390/molecules18032598.
5
Glycosides from marine sponges (Porifera, Demospongiae): structures, taxonomical distribution, biological activities and biological roles.海洋海绵（多孔动物门，寻常海绵纲）中的糖苷：结构、分类分布、生物活性和生物作用。
Mar Drugs. 2012 Aug;10(8):1671-1710. doi: 10.3390/md10081671. Epub 2012 Aug 10.