Suppr超能文献

抗肿瘤药。587. 从水仙品种冰美人中分离和结构鉴定 3-表长春质碱。

Antineoplastic agents. 587. Isolation and structure of 3-epipancratistatin from Narcissus cv. Ice Follies.

机构信息

Cancer Research Institute and Department of Chemistry and Biochemistry, Arizona State University, PO Box 871604, Tempe, Arizona 85287-1604, USA.

出版信息

J Nat Prod. 2012 Apr 27;75(4):771-3. doi: 10.1021/np200862y. Epub 2012 Mar 13.

Abstract

Bioassay-guided (cancer cell line) separation of an extract prepared from Narcissus cv. Ice Follies (from The Netherlands) led to the isolation of a new Amaryllidaceae isocarbostiryl, 3-epipancratistatin (1b), as well as narciclasine (2). This Narcissus cultivar was found to be a good source of narciclasine. The structure of 1b was established by high-resolution mass and high-field 2D NMR spectroscopic analyses. Against a panel of murine and human cancer cell lines, 3-epipancratistatin (1b) led to cell growth inhibition (GI(50) 2.2-0.69 μg/mL) some 100× less than that found for pancratistatin (1a) and narciclasine (2), thereby revealing an important configurational requirement in 1a for strong cancer cell growth inhibition.

摘要

经生物测定指导(癌细胞系)分离,从荷兰产的冰美人水仙中提取出一种新的石蒜科异卡波肼,3-表阿朴潘克拉辛(1b),以及水仙碱(2)。这种水仙品种被发现是水仙碱的良好来源。通过高分辨率质谱和高场二维 NMR 光谱分析确定了 1b 的结构。对一系列鼠类和人类癌细胞系的检测显示,3-表阿朴潘克拉辛(1b)的细胞生长抑制作用(GI50 为 2.2-0.69μg/mL)比潘克拉辛(1a)和水仙碱(2)低约 100 倍,这表明 1a 中存在一个重要的结构要求,以强烈抑制癌细胞生长。

相似文献

1
Antineoplastic agents. 587. Isolation and structure of 3-epipancratistatin from Narcissus cv. Ice Follies.
J Nat Prod. 2012 Apr 27;75(4):771-3. doi: 10.1021/np200862y. Epub 2012 Mar 13.
2
Antineoplastic agents. 550. Synthesis of 10b(s)-epipancratistatin from (+)-narciclasine.
J Nat Prod. 2007 Mar;70(3):417-22. doi: 10.1021/np068046e. Epub 2007 Mar 9.
4
Pseudolycorine -oxide, a new -oxide from .
Nat Prod Res. 2020 Jul;34(14):2051-2058. doi: 10.1080/14786419.2019.1574785. Epub 2019 Feb 20.
5
Narciclasine-4---D-xylopyranoside, a new narciclasine glycoside from .
Nat Prod Res. 2020 Jan;34(2):233-240. doi: 10.1080/14786419.2018.1527836. Epub 2019 Jan 12.
7
Narciclasine - an Amaryllidaceae Alkaloid with Potent Antitumor and Anti-Inflammatory Properties.
Planta Med. 2016 Nov;82(16):1389-1394. doi: 10.1055/s-0042-115034. Epub 2016 Aug 19.
8
Antineoplastic agents. 553. The Texas grasshopper Brachystola magna.
J Nat Prod. 2005 Aug;68(8):1256-8. doi: 10.1021/np0402367.
9
Alkaloids from Narcissus serotinus.
J Nat Prod. 2012 Sep 28;75(9):1643-7. doi: 10.1021/np3003595. Epub 2012 Aug 23.

引用本文的文献

2
Asymmetric Entry into 10-aza-Analogues of Alkaloids Reveals a Pronounced Electronic Effect on Antiviral Activity.
ACS Omega. 2018 Sep 30;3(9):11469-11476. doi: 10.1021/acsomega.8b01987. Epub 2018 Sep 20.
3
Unnatural C-1 homologues of pancratistatin - Synthesis and promising biological activities.
Can J Chem. 2012;90(11):932-943. doi: 10.1139/v2012-073. Epub 2012 Sep 19.

本文引用的文献

1
TOTAL SYNTHESES OF PANCRATISTATIN. A REVIEW.
Org Prep Proced Int. 2008;40(2):107-161. doi: 10.1080/00304940809458083. Epub 2009 Feb 18.
2
Pancratistatin induces apoptosis and autophagy in metastatic prostate cancer cells.
Int J Oncol. 2011 Jun;38(6):1549-56. doi: 10.3892/ijo.2011.977. Epub 2011 Mar 17.
3
Pancratistatin selectively targets cancer cell mitochondria and reduces growth of human colon tumor xenografts.
Mol Cancer Ther. 2011 Jan;10(1):57-68. doi: 10.1158/1535-7163.MCT-10-0735.
4
Isolation of human cancer cell growth inhibitory, antimicrobial lateritin from a mixed fungal culture.
Planta Med. 2010 Mar;76(5):500-1. doi: 10.1055/s-0029-1240617. Epub 2009 Nov 25.
5
Discovery of natural product anticancer agents from biodiverse organisms.
Curr Opin Drug Discov Devel. 2009 Mar;12(2):189-96.
7
Chemistry, biology, and medicinal potential of narciclasine and its congeners.
Chem Rev. 2008 Jun;108(6):1982-2014. doi: 10.1021/cr078198u. Epub 2008 May 20.
8
Synergy of Pancratistatin and Tamoxifen on breast cancer cells in inducing apoptosis by targeting mitochondria.
Cancer Biol Ther. 2008 Mar;7(3):376-84. doi: 10.4161/cbt.7.3.5364. Epub 2007 Dec 2.
9
Alkaloid content of different bulb parts of Narcissus cv. Ice Follies.
Planta Med. 1997 Feb;63(1):92-3. doi: 10.1055/s-2006-957617.
10

文献AI研究员

20分钟写一篇综述,助力文献阅读效率提升50倍。

立即体验

用中文搜PubMed

大模型驱动的PubMed中文搜索引擎

马上搜索

文档翻译

学术文献翻译模型,支持多种主流文档格式。

立即体验