含阿昔洛韦的有机锡多胺醚的合成及其初步抗癌和抗病毒活性
Synthesis of Organotin Polyamine Ethers Containing Acyclovir and their Preliminary Anticancer and Antiviral Activity.
作者信息
Carraher Charles E, Sabir Theodore S, Roner Michael R, Shahi Kimberely, Bleicher Robert E, Roehr Joanne L, Bassett Kelly D
机构信息
1Department of Chemistry and Biochemistry, Florida Atlantic University, Boca Raton, FL 33431 USA.
Florida Center for Environmental Studies, Palm Beach Gardens, FL 33410 USA.
出版信息
J Inorg Organomet Polym Mater. 2006;16(3):249-257. doi: 10.1007/s10904-006-9050-y. Epub 2006 Oct 26.
Abstract
Organotin polyamine ethers containing acyclovir in their backbone were synthesized in moderate to high yield employing the aqueous interfacial polycondensation system. The products are high molecular weight polymers. Infrared spectroscopy of the products shows new bands characteristic of the formation of Sn-N and Sn-O bonds consistent with the proposed structure. MALDI-TOF MS below 2000 Da shows the presence of organotin and acyclovir units containing these two moieties. The products show moderate inhibition of a number of cancer cell lines and exhibit the ability to inhibit a number of viruses, particularly the herpes simplex virus-1 and varicella zoster virus that are responsible for herpes, chicken pox and shingles.
摘要
采用水相界面缩聚体系，以中等至高收率合成了主链中含有阿昔洛韦的有机锡多胺醚。产物为高分子量聚合物。产物的红外光谱显示出与所提出结构一致的、形成Sn-N和Sn-O键的新特征谱带。低于2000 Da的基质辅助激光解吸电离飞行时间质谱显示存在含有这两个部分的有机锡和阿昔洛韦单元。产物对多种癌细胞系表现出中等程度的抑制作用，并具有抑制多种病毒的能力，特别是引起疱疹、水痘和带状疱疹的单纯疱疹病毒-1和水痘带状疱疹病毒。
相似文献
1
Synthesis of Organotin Polyamine Ethers Containing Acyclovir and their Preliminary Anticancer and Antiviral Activity.含阿昔洛韦的有机锡多胺醚的合成及其初步抗癌和抗病毒活性
J Inorg Organomet Polym Mater. 2006;16(3):249-257. doi: 10.1007/s10904-006-9050-y. Epub 2006 Oct 26.
2
Herpes Simplex Virus and Varicella Zoster Virus Infections in Cancer Patients.单纯疱疹病毒和水痘带状疱疹病毒感染在癌症患者中的情况。
Viruses. 2023 Feb 5;15(2):439. doi: 10.3390/v15020439.
3
Management of Oral Manifestations of Herpes Simplex Virus, Varicella Zoster Virus, and Human Papillomavirus.单纯疱疹病毒、水痘带状疱疹病毒和人乳头瘤病毒口腔表现的处理。
Compend Contin Educ Dent. 2024 Apr;45(4):192-197; quiz 198.
4
Antiviral and Anticancer Activity of Cisplatin Derivatives of Tilorone.替洛隆顺铂衍生物的抗病毒和抗癌活性
J Inorg Organomet Polym Mater. 2008;18(3):374. doi: 10.1007/s10904-008-9219-7. Epub 2008 Jun 24.
5
Varicella-zoster virus.水痘带状疱疹病毒
Clin Microbiol Rev. 1996 Jul;9(3):361-81. doi: 10.1128/CMR.9.3.361.
6
Mode of antiviral action of penciclovir in MRC-5 cells infected with herpes simplex virus type 1 (HSV-1), HSV-2, and varicella-zoster virus.喷昔洛韦对感染1型单纯疱疹病毒（HSV-1）、2型单纯疱疹病毒（HSV-2）和水痘-带状疱疹病毒的MRC-5细胞的抗病毒作用模式
Antimicrob Agents Chemother. 1992 Dec;36(12):2747-57. doi: 10.1128/AAC.36.12.2747.
7
Differences in the Likelihood of Acyclovir Resistance-Associated Mutations in the Thymidine Kinase Genes of Herpes Simplex Virus 1 and Varicella-Zoster Virus.单纯疱疹病毒 1 和水痘带状疱疹病毒胸苷激酶基因中阿昔洛韦耐药相关突变的可能性存在差异。
Antimicrob Agents Chemother. 2019 Apr 25;63(5). doi: 10.1128/AAC.00017-19. Print 2019 May.
8
Antiviral Therapy for Varicella Zoster Virus (VZV) and Herpes Simplex Virus (HSV)-Induced Anterior Uveitis: A Systematic Review and Meta-Analysis.水痘带状疱疹病毒（VZV）和单纯疱疹病毒（HSV）引起的前葡萄膜炎的抗病毒治疗：一项系统评价和荟萃分析
Front Med (Lausanne). 2021 Jul 2;8:686427. doi: 10.3389/fmed.2021.686427. eCollection 2021.
9
Combination Therapy for the Treatment of Shingles with an Immunostimulatory Vaccine Virus and Acyclovir.免疫刺激疫苗病毒与阿昔洛韦联合治疗带状疱疹
Pharmaceuticals (Basel). 2023 Feb 1;16(2):226. doi: 10.3390/ph16020226.
10
Viral ribonucleotide reductase attenuates the anti-herpes activity of acyclovir in contrast to amenamevir.病毒核糖核苷酸还原酶减弱阿昔洛韦的抗疱疹活性，而氨苯砜则相反。
Antiviral Res. 2020 Aug;180:104829. doi: 10.1016/j.antiviral.2020.104829. Epub 2020 Jun 20.
引用本文的文献
1
-Heterocycles as Promising Antiviral Agents: A Comprehensive Overview.杂环化合物作为有前途的抗病毒药物：全面概述。
Molecules. 2024 May 10;29(10):2232. doi: 10.3390/molecules29102232.
2
Recent advances in metallopolymer-based drug delivery systems.基于金属聚合物的药物递送系统的最新进展。
RSC Adv. 2019 Nov 13;9(63):37009-37051. doi: 10.1039/c9ra06678k. eCollection 2019 Nov 11.
3
Recent Advancement in Nanotechnology-Based Drug Delivery System Against Viral Infections.基于纳米技术的药物输送系统在抗病毒感染方面的最新进展。
AAPS PharmSciTech. 2021 Jan 14;22(1):47. doi: 10.1208/s12249-020-01908-5.
4
Cooperative loading of multisite receptors with lanthanide containers: an approach for organized luminescent metallopolymers.镧系元素容器对多位点受体的协同负载：一种制备有序发光金属聚合物的方法。
Chem Sci. 2017 Nov 6;9(2):325-335. doi: 10.1039/c7sc03710d. eCollection 2018 Jan 14.
5
Antiviral Activity of Metal-Containing Polymers-Organotin and Cisplatin-Like Polymers.含金属聚合物（有机锡和类顺铂聚合物）的抗病毒活性
Materials (Basel). 2011 May 27;4(6):991-1012. doi: 10.3390/ma4060991.
6
Structural Consideration in Designing Organotin Polyethers to Arrest the Growth of Breast Cancer Cells In Vitro.设计有机锡聚醚以抑制体外乳腺癌细胞生长的结构考量
Materials (Basel). 2011 Apr 15;4(4):801-815. doi: 10.3390/ma4040801.
7
Metal-containing and related polymers for biomedical applications.用于生物医学应用的含金属及相关聚合物。
Chem Soc Rev. 2016 Oct 7;45(19):5232-63. doi: 10.1039/c6cs00026f. Epub 2016 Feb 24.
8
Alternative antimicrobial approach: nano-antimicrobial materials.替代抗菌方法：纳米抗菌材料。
Evid Based Complement Alternat Med. 2015;2015:246012. doi: 10.1155/2015/246012. Epub 2015 Mar 16.
9
Raman spectroscopy as a tool to investigate the structure and electronic properties of carbon-atom wires.拉曼光谱作为一种研究碳原子线结构和电子性质的工具。
Beilstein J Nanotechnol. 2015 Feb 17;6:480-91. doi: 10.3762/bjnano.6.49. eCollection 2015.
10
Ability of Group IVB metallocene polyethers containing dienestrol to arrest the growth of selected cancer cell lines.含双烯雌酚的 IVB 族茂金属聚醚抑制选定癌细胞系生长的能力。
BMC Cancer. 2009 Oct 7;9:358. doi: 10.1186/1471-2407-9-358.
本文引用的文献
1
Unshackling the links between reovirus oncolysis, Ras signaling, translational control and cancer.解除呼肠孤病毒溶瘤、Ras信号传导、翻译控制与癌症之间的联系。
Oncogene. 2005 Nov 21;24(52):7720-8. doi: 10.1038/sj.onc.1209041.
2
Infectious agents and cancer: criteria for a causal relation.感染因子与癌症：因果关系的标准
Semin Cancer Biol. 2004 Dec;14(6):453-71. doi: 10.1016/j.semcancer.2004.06.009.
3
The role of ribavirin in the combination therapy of hepatitis C virus infection.利巴韦林在丙型肝炎病毒感染联合治疗中的作用。
Curr Pharm Des. 2004;10(17):2081-92. doi: 10.2174/1381612043384330.
4
A novel coronavirus associated with severe acute respiratory syndrome.一种与严重急性呼吸综合征相关的新型冠状病毒。
N Engl J Med. 2003 May 15;348(20):1953-66. doi: 10.1056/NEJMoa030781. Epub 2003 Apr 10.
5
Identification of a novel coronavirus in patients with severe acute respiratory syndrome.在严重急性呼吸综合征患者中鉴定出一种新型冠状病毒。
N Engl J Med. 2003 May 15;348(20):1967-76. doi: 10.1056/NEJMoa030747. Epub 2003 Apr 10.
6
Rotavirus vaccines: development, current issues and future prospects.轮状病毒疫苗：发展、当前问题及未来前景
J Infect. 2002 Jul;45(1):1-9. doi: 10.1053/jinf.2002.1012.
7
Rapid directional translocations in virus replication.病毒复制中的快速定向易位
J Virol. 2002 May;76(10):5220-32. doi: 10.1128/jvi.76.10.5220-5232.2002.
8
The selectivity of action of an antiherpetic agent, 9-(2-hydroxyethoxymethyl) guanine. Reproduced from Proc. Natl. Acad. Sci. USA 74, 5716-5720 (1977).
Rev Med Virol. 1999 Jul;9(3):147-52; discussion 152-3. doi: 10.1002/(sici)1099-1654(199907/09)9:3<147::aid-rmv255>3.0.co;2-p.
9
Analysis of phosphorylation pathways of antiherpesvirus nucleosides by varicella-zoster virus-specific enzymes.水痘-带状疱疹病毒特异性酶对抗疱疹病毒核苷磷酸化途径的分析。
Antimicrob Agents Chemother. 1996 Apr;40(4):920-3. doi: 10.1128/AAC.40.4.920.
Zotero 插件