• 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

来自海鞘双纹 Lissoclinum bistratum 的新型细胞毒性化合物。

Novel cytotoxic compounds from the ascidian Lissoclinum bistratum.

作者信息

Degnan B M, Hawkins C J, Lavin M F, McCaffrey E J, Parry D L, Watters D J

机构信息

Department of Biochemistry, University of Queensland, St. Lucia, Australia.

出版信息

J Med Chem. 1989 Jun;32(6):1354-9. doi: 10.1021/jm00126a035.

DOI:10.1021/jm00126a035
PMID:2724306
Abstract

The isolation and structures of two new cyclic hexapeptides and two new macrocyclic ethers from the aplousobranch ascidian Lissoclinum bistratum are described. Their structures were determined by two-dimensional NMR techniques. The hexapeptides, named bistratamide A and bistratamide B, differ only by the presence or absence of one double bond. They were tested for cytotoxicity toward human fibroblast and tumor cell lines and displayed similar toxicities to the octapeptides called patellamides from Lissoclinum patella. The peptides are found within the obligate algal symbiont Prochloron but clearly differ from peptides isolated from the same Prochloron of L. patella. The macrocyclic ethers isolated from L. bistratum are exceedingly potent in cytotoxicity. They have been named bistratenes A and B, and structures for these compounds are proposed.

摘要

本文描述了从软鳃海鞘双纹 Lissoclinum bistratum 中分离得到的两种新型环六肽和两种新型大环醚及其结构。它们的结构通过二维核磁共振技术确定。这两种环六肽分别命名为双纹酰胺 A 和双纹酰胺 B,仅因一个双键的有无而有所不同。它们针对人成纤维细胞和肿瘤细胞系进行了细胞毒性测试,结果显示与从 L. patella 中分离得到的八肽类海鞘酰胺具有相似的毒性。这些肽存在于专性藻类共生体原绿藻中,但与从 L. patella 的同一原绿藻中分离得到的肽明显不同。从双纹 Lissoclinum bistratum 中分离得到的大环醚具有极强的细胞毒性。它们被命名为双纹烯 A 和双纹烯 B,并提出了这些化合物的结构。

相似文献

1
Novel cytotoxic compounds from the ascidian Lissoclinum bistratum.来自海鞘双纹 Lissoclinum bistratum 的新型细胞毒性化合物。
J Med Chem. 1989 Jun;32(6):1354-9. doi: 10.1021/jm00126a035.
2
New cyclic peptides with cytotoxic activity from the ascidian Lissoclinum patella.来自海鞘扁海鞘的具有细胞毒性活性的新型环肽。
J Med Chem. 1989 Jun;32(6):1349-54. doi: 10.1021/jm00126a034.
3
Bistratamides M and N, Oxazole-Thiazole Containing Cyclic Hexapeptides Isolated from Lissoclinum bistratum Interaction of Zinc (II) with Bistratamide K.双层酰胺M和N,从双纹海鞘中分离得到的含恶唑-噻唑的环状六肽 锌(II)与双层酰胺K的相互作用
Mar Drugs. 2017 Jul 1;15(7):209. doi: 10.3390/md15070209.
4
Localization studies of ioactive cyclic peptides in the ascidian Lissoclinum patella.放射性环肽在海鞘扁海鞘中的定位研究。
J Nat Prod. 2002 May;65(5):689-92. doi: 10.1021/np010556f.
5
Structure-activity relationships of the lissoclinamides: cytotoxic cyclic peptides from the ascidian Lissoclinum patella.苔藓虫酰胺的构效关系:来自海鞘苔藓虫的细胞毒性环肽
J Med Chem. 1990 Jun;33(6):1634-8. doi: 10.1021/jm00168a016.
6
The bistratenes: new cytotoxic marine macrolides which induce some properties indicative of differentiation in HL-60 cells.
Biochem Pharmacol. 1990 May 15;39(10):1609-14. doi: 10.1016/0006-2952(90)90528-s.
7
Bistratamides E-J, modified cyclic hexapeptides from the Philippines ascidian Lissoclinum bistratum.双层酰胺E-J,源自菲律宾海鞘双纹扁海鞘的修饰环状六肽。
J Nat Prod. 2003 Feb;66(2):247-50. doi: 10.1021/np0204601.
8
Bistramide A, a new toxin from the urochordata Lissoclinum bistratum Sluiter: isolation and preliminary characterization.
Toxicon. 1988;26(12):1129-36. doi: 10.1016/0041-0101(88)90297-8.
9
Bistramides A, B, C, D, and K: a new class of bioactive cyclic polyethers from Lissoclinum bistratum.
J Nat Prod. 1994 Oct;57(10):1336-45. doi: 10.1021/np50112a002.
10
Patellamide E: a new cyclic peptide from the ascidian Lissoclinum patella.帕特拉酰胺E:一种来自海鞘扁海鞘的新型环肽。
J Nat Prod. 1992 Mar;55(3):376-9. doi: 10.1021/np50081a016.

引用本文的文献

1
Efficient synthesis of ethyl 2-(oxazolin-2-yl)alkanoates via ethoxycarbonylketene-induced electrophilic ring expansion of aziridines.通过乙氧羰基烯酮引发的氮丙啶亲电扩环高效合成2-(恶唑啉-2-基)链烷酸乙酯。
Beilstein J Org Chem. 2022 Jan 5;18:70-76. doi: 10.3762/bjoc.18.6. eCollection 2022.
2
An Overview of Bioactive 1,3-Oxazole-Containing Alkaloids from Marine Organisms.海洋生物中含1,3-恶唑的生物活性生物碱概述
Pharmaceuticals (Basel). 2021 Dec 6;14(12):1274. doi: 10.3390/ph14121274.
3
One-Step Azolation Strategy for Site- and Chemo-Selective Labeling of Proteins with Mass-Sensitive Probes.
一步法偶氮化物策略用于质量敏感探针对蛋白质进行位点和化学选择性标记。
Angew Chem Int Ed Engl. 2021 Jan 25;60(4):1797-1805. doi: 10.1002/anie.202007608. Epub 2020 Nov 30.
4
Natural Bioactive Thiazole-Based Peptides from Marine Resources: Structural and Pharmacological Aspects.海洋资源中天然生物活性噻唑基肽:结构和药理学方面。
Mar Drugs. 2020 Jun 24;18(6):329. doi: 10.3390/md18060329.
5
Origins and Bioactivities of Natural Compounds Derived from Marine Ascidians and Their Symbionts.海洋被公认为是天然产物的重要资源库,涵盖了广泛的生物多样性,包括海洋动植物、微生物和共生体等。海洋无脊椎动物,特别是海鞘和海绵,因其具有多样的结构和独特的生物活性,成为天然产物研究的重要对象。在过去几十年中,已经从海洋生物中分离出了许多具有生物活性的天然产物,这些天然产物被认为是具有巨大的药用潜力。
Mar Drugs. 2019 Nov 28;17(12):670. doi: 10.3390/md17120670.
6
Design and Synthesis of Anti-Cancer Chimera Molecules Based on Marine Natural Products.基于海洋天然产物的抗癌嵌合体分子的设计与合成。
Mar Drugs. 2019 Aug 27;17(9):500. doi: 10.3390/md17090500.
7
An antifungal polyketide associated with horizontally acquired genes supports symbiont-mediated defense in Lagria villosa beetles.一种与水平获得基因相关的抗真菌聚酮化合物支持 Lagria villosa 甲虫中共生体介导的防御。
Nat Commun. 2018 Jun 26;9(1):2478. doi: 10.1038/s41467-018-04955-6.
8
Parallel lives of symbionts and hosts: chemical mutualism in marine animals.共生体和宿主的平行生活:海洋动物中的化学互惠关系。
Nat Prod Rep. 2018 Apr 25;35(4):357-378. doi: 10.1039/c7np00053g.
9
Marine natural product peptides with therapeutic potential: Chemistry, biosynthesis, and pharmacology.具有治疗潜力的海洋天然产物肽:化学、生物合成和药理学。
Biochim Biophys Acta Gen Subj. 2018 Jan;1862(1):81-196. doi: 10.1016/j.bbagen.2017.08.014. Epub 2017 Aug 24.
10
Bistratamides M and N, Oxazole-Thiazole Containing Cyclic Hexapeptides Isolated from Lissoclinum bistratum Interaction of Zinc (II) with Bistratamide K.双层酰胺M和N,从双纹海鞘中分离得到的含恶唑-噻唑的环状六肽 锌(II)与双层酰胺K的相互作用
Mar Drugs. 2017 Jul 1;15(7):209. doi: 10.3390/md15070209.