基于四丁氧基杯[4]芳烃骨架的抗 HIV 和 HCV 双重感染的合成抑制剂的发现。
Discovery of a synthetic dual inhibitor of HIV and HCV infection based on a tetrabutoxy-calix[4]arene scaffold.
机构信息
Department of Chemistry, Yale University, New Haven, CT 06520, United States.
出版信息
Bioorg Med Chem Lett. 2010 Apr 1;20(7):2137-9. doi: 10.1016/j.bmcl.2010.02.043. Epub 2010 Feb 13.
Abstract
A potential anti-HIV and HCV drug candidate is highly desirable as coinfection has become a worldwide public health challenge. A potent compound based on a tetrabutoxy-calix[4]arene scaffold that possesses dual inhibition for both HIV and HCV is described. Structural activity relationship studies demonstrate the effects of lower-rim alkylation in maintaining cone conformation and upper-rim interacting head groups on the calix[4]arene play key roles for its potent dual antiviral activities.
摘要
作为一种潜在的抗 HIV 和 HCV 药物候选物，具有抗 HIV 和 HCV 双重抑制作用的基于四丁氧基杯[4]芳烃骨架的有效化合物备受关注。本文描述了一种有效的化合物。构效关系研究表明，降低杯芳烃中环烷基化程度以维持锥形构象，以及上缘相互作用的头部基团在发挥其强效双重抗病毒活性方面发挥关键作用。
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本文引用的文献
1
Management of hepatitis C virus infection in HIV/HCV co-infected patients: clinical review.HIV/HCV合并感染患者的丙型肝炎病毒感染管理：临床综述
World J Gastroenterol. 2009 Aug 14;15(30):3713-24. doi: 10.3748/wjg.15.3713.
2
Coinfection with HIV-1 and HCV--a one-two punch.HIV-1与HCV合并感染——双重打击。
Gastroenterology. 2009 Sep;137(3):795-814. doi: 10.1053/j.gastro.2009.06.040. Epub 2009 Jun 21.
3
Liver-related deaths in persons infected with the human immunodeficiency virus: the D:A:D study.感染人类免疫缺陷病毒者的肝脏相关死亡：D:A:D研究
Arch Intern Med. 2006;166(15):1632-41. doi: 10.1001/archinte.166.15.1632.
4
Structure-activity studies on a library of potent calix[4]arene-based PDGF antagonists that inhibit PDGF-stimulated PDGFR tyrosine phosphorylation.基于杯[4]芳烃的强效血小板衍生生长因子（PDGF）拮抗剂文库的构效关系研究，该拮抗剂可抑制PDGF刺激的PDGFR酪氨酸磷酸化。
Org Biomol Chem. 2006 Jun 21;4(12):2376-86. doi: 10.1039/b515483a. Epub 2006 May 10.
5
Biochemistry of the para-sulfonato-calix[n]arenes.对磺基杯[n]芳烃的生物化学
Chem Commun (Camb). 2006 Jun 21(23):2425-38. doi: 10.1039/b600720c. Epub 2006 Mar 10.
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7
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Design of GFB-111, a platelet-derived growth factor binding molecule with antiangiogenic and anticancer activity against human tumors in mice.GFB-111的设计，一种血小板衍生生长因子结合分子，对小鼠体内的人类肿瘤具有抗血管生成和抗癌活性。
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Elevated liver enzymes following initiation of antiretroviral therapy.开始抗逆转录病毒治疗后肝酶升高。
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