• 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

远东海星中的二硫酸基海胆甾醇类甾体化合物及其在二维和三维培养模型中的细胞毒性活性。

Disulfated Ophiuroid Type Steroids from the Far Eastern Starfish and Their Cytotoxic Activity on the Models of 2D and 3D Cultures.

机构信息

G.B. Elyakov Pacific Institute of Bioorganic Chemistry, Far Eastern Branch of the Russian Academy of Sciences, Pr. 100-let Vladivostoku 159, 690022 Vladivostok, Russia.

出版信息

Mar Drugs. 2022 Feb 24;20(3):164. doi: 10.3390/md20030164.

DOI:10.3390/md20030164
PMID:35323463
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC8951248/
Abstract

New steroidal 3β,21-disulfates (-), steroidal 3β,22-disulfate (), and the previously known related steroidal 3β,21-disulfate () were isolated from the ethanolic extract of the Far Eastern starfish , collected off Urup Island in the Sea of Okhotsk. The structures of these compounds were determined by intensive NMR and HRESIMS techniques as well as by chemical transformations. Steroids and have an oxo-group in the tetracyclic nucleus at position C-7 and differ from each other by the presence of the 5(6)-double bond. The Δ-22-sulfoxycholestane side chain of the steroid has not been found previously in the starfish or ophiuroid steroids. The cytotoxic activities of , , , and the mixture of and were determined on the models of 2D and 3D cultures of human epithelial kidney cells (HEK293), melanoma cells (SK-MEL-28), small intestine carcinoma cells (HuTu80), and breast carcinoma cells (ZR-75-1). The mixture of and revealed a significant inhibitory effect on the cell viability of human breast carcinoma ZR-75-1 cells, but other tested compounds were less effective.

摘要

从鄂霍次克海乌卢普岛采集的远东海星中分离得到了新的甾体 3β,21-二硫酸盐（-）、甾体 3β,22-二硫酸盐（）和以前已知的相关甾体 3β,21-二硫酸盐（）。这些化合物的结构通过密集的 NMR 和 HRESIMS 技术以及化学转化来确定。甾体 和 在四环核的 C-7 位上具有一个氧基团，它们彼此之间的区别在于存在 5(6)-双键。甾体 的 Δ-22-磺基胆甾烷侧链以前在海星或蛇尾类动物的甾体中没有发现过。、、和 的混合物对人上皮肾细胞（HEK293）、黑色素瘤细胞（SK-MEL-28）、小肠癌细胞（HuTu80）和乳腺癌细胞（ZR-75-1）的 2D 和 3D 培养模型的细胞活力进行了测定。和 的混合物对人乳腺癌 ZR-75-1 细胞的细胞活力有显著的抑制作用，但其他测试化合物的效果较差。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7a8b/8951248/a69c0ed59442/marinedrugs-20-00164-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7a8b/8951248/ce902c237299/marinedrugs-20-00164-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7a8b/8951248/02ebd6b8b7c9/marinedrugs-20-00164-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7a8b/8951248/0fb17cbcf0d0/marinedrugs-20-00164-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7a8b/8951248/190ccaf0b3d1/marinedrugs-20-00164-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7a8b/8951248/a69c0ed59442/marinedrugs-20-00164-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7a8b/8951248/ce902c237299/marinedrugs-20-00164-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7a8b/8951248/02ebd6b8b7c9/marinedrugs-20-00164-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7a8b/8951248/0fb17cbcf0d0/marinedrugs-20-00164-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7a8b/8951248/190ccaf0b3d1/marinedrugs-20-00164-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7a8b/8951248/a69c0ed59442/marinedrugs-20-00164-g005.jpg

相似文献

1
Disulfated Ophiuroid Type Steroids from the Far Eastern Starfish and Their Cytotoxic Activity on the Models of 2D and 3D Cultures.远东海星中的二硫酸基海胆甾醇类甾体化合物及其在二维和三维培养模型中的细胞毒性活性。
Mar Drugs. 2022 Feb 24;20(3):164. doi: 10.3390/md20030164.
2
Rare Ophiuroid-Type Steroid 3β,21-, 3β,22-, and 3α,22-Disulfates from the Slime Sea Star and Their Colony-Inhibiting Effects against Human Breast Cancer Cells.罕见的海蛇尾型甾体 3β,21-, 3β,22-, 和 3α,22-二硫酸盐从粘滑海蛇尾和它们的对人乳腺癌细胞的抑制效果。
Mar Drugs. 2024 Jan 12;22(1):43. doi: 10.3390/md22010043.
3
Sulfated Polyhydroxysteroid Glycosides from the Sea of Okhotsk Starfish and Potential Mechanisms for Their Observed Anti-Cancer Activity against Several Types of Human Cancer Cells.来自鄂霍次克海海星的硫酸多羟甾苷及其对几种人类癌细胞的抗肿瘤活性的潜在机制。
Mar Drugs. 2024 Jun 26;22(7):294. doi: 10.3390/md22070294.
4
Hemolytic steroid disulfates from the far eastern starfish Pteraster pulvillus.来自远东海星Pteraster pulvillus的溶血甾体二硫酸盐。
J Nat Prod. 2003 Feb;66(2):298-301. doi: 10.1021/np010650w.
5
[Steroidal compounds from the Pacific starfish Mithrodia clavigera and their toxic properties against human melanoma cells].[来自太平洋海星疣海星的甾体化合物及其对人黑色素瘤细胞的毒性特性]
Bioorg Khim. 2012 Sep-Oct;38(5):591-6. doi: 10.1134/s1068162012050093.
6
Unusual Polyhydroxylated Steroids from the Starfish , Collected off the Coastal Waters of Vietnam.从越南沿海水域采集的海星中发现的不寻常的多羟基甾醇。
Molecules. 2020 Mar 23;25(6):1440. doi: 10.3390/molecules25061440.
7
[Steroid compounds from the Far East starfish Pteraster obscurus and the ophiura Asteronyx loveni].[来自远东海星Pteraster obscurus和蛇尾Asteronyx loveni的甾体化合物]
Bioorg Khim. 2007 May-Jun;33(3):365-70.
8
Asterosaponins and glycosylated polyhydroxysteroids from the starfish Culcita novaeguineae and their cytotoxic activities.来自新几内亚 Culcita 海星的海星皂苷和糖基化多羟基甾体及其细胞毒性活性。
J Asian Nat Prod Res. 2015;17(10):1010-7. doi: 10.1080/10286020.2015.1041930. Epub 2015 May 22.
9
[Polar steroids from Solaster endeca starfish and the physiological activity of polar steroids from three starfish species].[来自多棘海盘车海星的极性甾体以及三种海星极性甾体的生理活性]
Bioorg Khim. 2010 Mar-Apr;36(2):251-8. doi: 10.1134/s1068162010020135.
10
Phrygiasterol, a cytotoxic cyclopropane-containing polyhydroxysteroid, and related compounds from the pacific starfish Hippasteria phrygiana.弗里吉甾醇，一种含细胞毒性环丙烷的多羟基甾体，以及来自太平洋海星弗里吉亚海盘车的相关化合物。
J Nat Prod. 2005 Oct;68(10):1541-4. doi: 10.1021/np049610t.

引用本文的文献

1
Recent Advances in Steroid Discovery: Structural Diversity and Bioactivity of Marine and Terrestrial Steroids.类固醇发现的最新进展：海洋和陆地类固醇的结构多样性与生物活性
Int J Mol Sci. 2025 Mar 30;26(7):3203. doi: 10.3390/ijms26073203.
2
Recent Advances in Natural Products Derived from Marine Echinoderms and Endophytic Microbes: Chemical Insights and Therapeutic Potential.海洋棘皮动物和内生微生物来源天然产物的最新进展：化学见解与治疗潜力
Mar Drugs. 2025 Jan 10;23(1):33. doi: 10.3390/md23010033.
3
Pectiniferosides A-J: Diversified Glycosides of Polyhydroxy Steroids Isolated from the Sea Star .

本文引用的文献

1
Asterosaponins: Structures, Taxonomic Distribution, Biogenesis and Biological Activities.甾醇皂甙：结构、分类分布、生物合成和生物活性。
Mar Drugs. 2020 Nov 24;18(12):584. doi: 10.3390/md18120584.
2
Chemical Constituents and Bioactivities of Starfishes: An Update.海星的化学成分和生物活性：最新研究进展。
Chem Biodivers. 2020 Jan;17(1):e1900638. doi: 10.1002/cbdv.201900638. Epub 2020 Jan 7.
3
SULFATION PATHWAYS: Sources and biological activities of marine sulfated steroids.硫酸化途径：海洋硫酸甾体的来源和生物活性。
果胶甾醇苷A-J：从海星中分离出的多羟基甾体的多样化糖苷
Mar Drugs. 2024 Dec 3;22(12):545. doi: 10.3390/md22120545.
4
Rare Ophiuroid-Type Steroid 3β,21-, 3β,22-, and 3α,22-Disulfates from the Slime Sea Star and Their Colony-Inhibiting Effects against Human Breast Cancer Cells.罕见的海蛇尾型甾体 3β,21-, 3β,22-, 和 3α,22-二硫酸盐从粘滑海蛇尾和它们的对人乳腺癌细胞的抑制效果。
Mar Drugs. 2024 Jan 12;22(1):43. doi: 10.3390/md22010043.
5
Currently Used Methods to Evaluate the Efficacy of Therapeutic Drugs and Kidney Safety.目前用于评估治疗药物疗效和肾脏安全性的方法。
Biomolecules. 2023 Oct 26;13(11):1581. doi: 10.3390/biom13111581.
6
Echinoderms Metabolites: Structure, Functions and Biomedical Perspectives II.棘皮动物代谢产物：结构、功能和生物医学视角 II.
Mar Drugs. 2022 Jul 29;20(8):492. doi: 10.3390/md20080492.
J Mol Endocrinol. 2018 Aug;61(2):T211-T231. doi: 10.1530/JME-17-0252. Epub 2018 Jan 3.
4
Application of standard cell cultures and 3D in vitro tissue models as an effective tool in drug design and development.标准细胞培养和 3D 体外组织模型在药物设计和开发中的应用作为一种有效的工具。
Pharmacol Rep. 2017 Oct;69(5):861-870. doi: 10.1016/j.pharep.2017.03.014. Epub 2017 Mar 23.
5
Steroid Sulfates from Ophiuroids (Brittle Stars): Action on Some Factors of Innate and Adaptive Immunity.来自蛇尾纲动物（海蛇尾）的甾体硫酸盐：对固有免疫和适应性免疫某些因子的作用
Nat Prod Commun. 2016 Jun;11(6):749-52.
6
Three-dimensional cell culture systems and their applications in drug discovery and cell-based biosensors.三维细胞培养系统及其在药物发现和基于细胞的生物传感器中的应用。
Assay Drug Dev Technol. 2014 May;12(4):207-18. doi: 10.1089/adt.2014.573.
7
Determination of C-23 configuration in (20R)-23-hydroxycholestane side chain of steroid compounds by 1H and 13C NMR spectroscopy.通过氢核磁共振（1H NMR）和碳核磁共振（13C NMR）光谱法测定甾体化合物（20R）-23-羟基胆甾烷侧链中C-23的构型
Nat Prod Commun. 2013 Sep;8(9):1219-22.
8
Biosynthesis of polar steroids from the Far Eastern starfish Patiria (=Asterina) pectinifera. Cholesterol and cholesterol sulfate are converted into polyhydroxylated sterols and monoglycoside asterosaponin P1 in feeding experiments.从远东海星（= Asterina）pectinifera 中生物合成极性甾体。在喂食实验中，胆固醇和硫酸胆固醇转化为多羟基甾体和单糖苷 Asterosaponin P1。
Steroids. 2013 Dec 11;78(12-13):1183-91. doi: 10.1016/j.steroids.2013.08.008. Epub 2013 Sep 4.
9
Chemical constituents and bioactivities of starfish.海星的化学成分和生物活性。
Chem Biodivers. 2011 May;8(5):740-91. doi: 10.1002/cbdv.200900344.
10
Discovery of sulfated sterols from marine invertebrates as a new class of marine natural antagonists of farnesoid-X-receptor.从海洋无脊椎动物中发现硫酸甾醇类物质，作为法尼醇 X 受体的一类新型海洋天然拮抗剂。
J Med Chem. 2011 Mar 10;54(5):1314-20. doi: 10.1021/jm101336m. Epub 2011 Feb 10.