• 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

阿扎唑类化合物C-C片段的合成以及V-ATP酶抑制活性而非COX抑制活性的证据

Synthesis of a C-C fragment of the archazolids and evidence for V-ATPase but not COX inhibitory activity.

作者信息

O'Neil Gregory W, Craig Alexander M, Williams John R, Young Jeffrey C, Spiegel P Clint

机构信息

Department of Chemistry, Western Washington University, Bellingham, WA, USA.

Department of Biology, Western Washington University, Bellingham, WA, USA.

出版信息

Synlett. 2017 Jun;28(9):1101-1105. doi: 10.1055/s-0036-1588413. Epub 2017 Feb 8.

DOI:10.1055/s-0036-1588413
PMID:31592212
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6779165/
Abstract

A convergent synthesis of a C-C fragment of the archazolids has been completed based on a high yielding Stille coupling to costruct the substituted ,,-conjugated triene. After removal of the protecting groups, the resulting tetrol exhibited evidence for inhibition of the vacuolar-type ATPase (V-ATPase) but not cyclooxygenase (COX) inhibitory activity.

摘要

基于高产率的Stille偶联反应完成了阿扎唑类化合物碳-碳片段的汇聚合成，以构建取代的、、共轭三烯。在除去保护基后，所得的四醇显示出抑制液泡型ATP酶（V-ATP酶）的证据，但没有环氧合酶（COX）抑制活性。

相似文献

1
Synthesis of a C-C fragment of the archazolids and evidence for V-ATPase but not COX inhibitory activity.阿扎唑类化合物C-C片段的合成以及V-ATP酶抑制活性而非COX抑制活性的证据
Synlett. 2017 Jun;28(9):1101-1105. doi: 10.1055/s-0036-1588413. Epub 2017 Feb 8.
2
Synthesis of the C-C fragment of the archazolids by complex -homodimer cross metathesis.通过复合同源二聚体交叉复分解反应合成阿扎唑类化合物的碳-碳片段。
Tetrahedron Lett. 2015 Jun 24;56(26):4039-4042. doi: 10.1016/j.tetlet.2015.05.014.
3
Suzuki coupling-based synthesis of VATPase inhibitor archazolid natural product derived fragments.基于铃木耦合反应合成源自VATP酶抑制剂阿奇佐利德天然产物的片段。
RSC Adv. 2019 Oct 10;9(55):32210-32218. doi: 10.1039/c9ra07050h. eCollection 2019 Oct 7.
4
Total Synthesis of Biselyngbyolide B and Its C21-C22 Z-Isomer.双灵菌内酯 B 及其 C21-C22 Z-异构体的全合成。
J Org Chem. 2018 Apr 20;83(8):4554-4567. doi: 10.1021/acs.joc.8b00298. Epub 2018 Apr 3.
5
Synthesis of Novel Potent Archazolids: Pharmacology of an Emerging Class of Anticancer Drugs.新型强效 Archazolids 的合成：一类新兴抗癌药物的药理学。
J Med Chem. 2020 Feb 27;63(4):1684-1698. doi: 10.1021/acs.jmedchem.9b01887. Epub 2020 Feb 13.
6
Archazolid A-15-O-β-D-glucopyranoside and iso-archazolid B: potent V-ATPase inhibitory polyketides from the myxobacteria Cystobacter violaceus and Archangium gephyra.Archazolid A-15-O-β-D-吡喃葡萄糖苷和 iso-archazolid B：来自粘细菌 Cystobacter violaceus 和 Archangium gephyra 的强效 V-ATPase 抑制性聚酮化合物。
J Nat Prod. 2011 May 27;74(5):1100-5. doi: 10.1021/np200036v. Epub 2011 Apr 22.
7
Modular total synthesis of archazolid A and B.阿奇佐利德A和B的模块化全合成
J Org Chem. 2009 Oct 2;74(19):7220-9. doi: 10.1021/jo901565n.
8
V-ATPase inhibition by archazolid leads to lysosomal dysfunction resulting in impaired cathepsin B activation in vivo.阿扎胞苷抑制 V-ATPase 导致溶酶体功能障碍，从而导致体内组织蛋白酶 B 激活受损。
Int J Cancer. 2014 May 15;134(10):2478-88. doi: 10.1002/ijc.28562. Epub 2013 Nov 14.
9
The vacuolar-type ATPase inhibitor archazolid increases tumor cell adhesion to endothelial cells by accumulating extracellular collagen.液泡型 ATP 酶抑制剂 archazolid 通过积累细胞外胶原蛋白增加肿瘤细胞与内皮细胞的黏附。
PLoS One. 2018 Sep 11;13(9):e0203053. doi: 10.1371/journal.pone.0203053. eCollection 2018.
10
The first hydroxylated archazolid from the myxobacterium Cystobacter violaceus: isolation, structural elucidation and V-ATPase inhibition.来自紫色粘细菌囊肿杆菌的首个羟基化阿扎利德：分离、结构解析及V-ATP酶抑制作用
J Antibiot (Tokyo). 2007 May;60(5):328-31. doi: 10.1038/ja.2007.43.

引用本文的文献

1
Suzuki coupling-based synthesis of VATPase inhibitor archazolid natural product derived fragments.基于铃木耦合反应合成源自VATP酶抑制剂阿奇佐利德天然产物的片段。
RSC Adv. 2019 Oct 10;9(55):32210-32218. doi: 10.1039/c9ra07050h. eCollection 2019 Oct 7.
2
Recent advances in transition metal-free catalytic hydroelementation (E = B, Si, Ge, and Sn) of alkynes.炔烃的无过渡金属催化氢元素加成反应（E = B、Si、Ge和Sn）的最新进展。
RSC Adv. 2020 Dec 7;10(71):43539-43565. doi: 10.1039/d0ra07768b. eCollection 2020 Nov 27.
3
Design and Synthesis of Simplified Polyketide Analogs: New Modalities beyond the Rule of 5.简化聚酮类似物的设计与合成：超越 5 规则的新作用模式。
ChemMedChem. 2021 Jul 6;16(13):2068-2074. doi: 10.1002/cmdc.202100150. Epub 2021 May 5.
4
Design, Synthesis and Biological Evaluation of Highly Potent Simplified Archazolids.高效简化阿奇唑类化合物的设计、合成及生物学评价
ChemMedChem. 2020 Jul 20;15(14):1348-1363. doi: 10.1002/cmdc.202000154. Epub 2020 Jun 10.
5
Total syntheses of the archazolids: an emerging class of novel anticancer drugs.阿奇唑类化合物的全合成：一类新兴的新型抗癌药物。
Beilstein J Org Chem. 2017 Jun 7;13:1085-1098. doi: 10.3762/bjoc.13.108. eCollection 2017.

本文引用的文献

1
Exploring a Ring-Closing Metathesis Approach to the Archazolid Macrocycle.探索阿奇唑大环化合物的关环复分解方法。
Synthesis (Stuttg). 2014 Nov;46(21):2927-2936. doi: 10.1055/s-0034-1379003. Epub 2014 Aug 15.
2
MDM2 antagonist nutlin-3a sensitizes tumors to V-ATPase inhibition.MDM2拮抗剂Nutlin-3a使肿瘤对V-ATP酶抑制敏感。
Mol Oncol. 2016 Aug;10(7):1054-62. doi: 10.1016/j.molonc.2016.04.005. Epub 2016 Apr 27.
3
Capturing Biological Activity in Natural Product Fragments by Chemical Synthesis.通过化学合成捕捉天然产物片段中的生物活性。
Angew Chem Int Ed Engl. 2016 Mar 14;55(12):3882-902. doi: 10.1002/anie.201505863. Epub 2016 Feb 2.
4
Anti-leukemic effects of the V-ATPase inhibitor Archazolid A.V-ATP酶抑制剂阿奇唑胺A的抗白血病作用
Oncotarget. 2015 Dec 22;6(41):43508-28. doi: 10.18632/oncotarget.6180.
5
Synthesis of the C-C fragment of the archazolids by complex -homodimer cross metathesis.通过复合同源二聚体交叉复分解反应合成阿扎唑类化合物的碳-碳片段。
Tetrahedron Lett. 2015 Jun 24;56(26):4039-4042. doi: 10.1016/j.tetlet.2015.05.014.
6
Vacuolar-ATPase Inhibition Blocks Iron Metabolism to Mediate Therapeutic Effects in Breast Cancer.液泡型 ATP 酶抑制作用阻断铁代谢以介导乳腺癌的治疗效果。
Cancer Res. 2015 Jul 15;75(14):2863-74. doi: 10.1158/0008-5472.CAN-14-2097. Epub 2015 May 27.
7
Revealing the macromolecular targets of complex natural products.揭示复杂天然产物的大分子靶标。
Nat Chem. 2014 Dec;6(12):1072-8. doi: 10.1038/nchem.2095. Epub 2014 Nov 2.
8
Up-regulation of cholesterol associated genes as novel resistance mechanism in glioblastoma cells in response to archazolid B.胆固醇相关基因上调作为胶质母细胞瘤细胞对阿奇佐利德B反应的新耐药机制。
Toxicol Appl Pharmacol. 2014 Nov 15;281(1):78-86. doi: 10.1016/j.taap.2014.08.033. Epub 2014 Sep 11.
9
Targeting V-ATPase in primary human monocytes by archazolid potently represses the classical secretion of cytokines due to accumulation at the endoplasmic reticulum.阿奇佐利作用于原代人单核细胞中的V-ATP酶，通过在内质网的积聚有效抑制细胞因子的经典分泌。
Biochem Pharmacol. 2014 Oct 15;91(4):490-500. doi: 10.1016/j.bcp.2014.07.028. Epub 2014 Aug 12.
10
An enantioselective synthesis of the C24-C40 fragment of (-)-pulvomycin.(-)-普尔沃霉素C24-C40片段的对映选择性合成。
Chem Commun (Camb). 2014 May 18;50(38):4901-3. doi: 10.1039/c4cc01338g.