(2S)-2-[[4-[(2-amino-4-oxo-3H-pteridin-6-yl)methylamino]benzoyl]amino]-5-[3-[2-[2-(3-aminopropoxy)ethoxy]ethoxy]propylamino]-5-oxopentanoic acid | 819074-44-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (2S)-2-[[4-[(2-amino-4-oxo-3H-pteridin-6-yl)methylamino]benzoyl]amino]-5-[3-[2-[2-(3-aminopropoxy)ethoxy]ethoxy]propylamino]-5-oxopentanoic acid
• CAS: 819074-44-7
• 化学式: C₂₉H₄₁N₉O₈
• 分子量: 643.7
• InChiKey: FJYRHRNEGMRASP-QFIPXVFZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -4.3
• 重原子数：
  46
• 可旋转键数：
  22
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  255
• 氢给体数：
  7
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  2-(diphenylphosphino)terephthalic acid 1-methyl 4-pentafluorophenyl diester 、 (2S)-2-[[4-[(2-amino-4-oxo-3H-pteridin-6-yl)methylamino]benzoyl]amino]-5-[3-[2-[2-(3-aminopropoxy)ethoxy]ethoxy]propylamino]-5-oxopentanoic acid 在 N,N-二异丙基乙胺 作用下， 以 二甲基亚砜 为溶剂， 反应 3.0h， 生成 (S)-20-(4-(((2-amino-4-oxo-1,4-dihydropteridin-6-yl)methyl)amino)benzamido)-1-(3-(diphenylphosphaneyl)-4-(methoxycarbonyl)phenyl)-1,17-dioxo-6,9,12-trioxa-2,16-diazahenicosan-21-oic acid
  参考文献：
  名称：

  Targeted and armed oncolytic adenovirus via chemoselective modification

  摘要：

  Oncolytic adenoviruses (Ads) are an emerging alternative therapy for cancer; however, clinical trial have not yet demonstrated sufficient efficacy. When oncolytic Ads are used in combination with taxoids a synergistic increase in both cytotoxicity and viral replication is observed. In order to generate a next generation oncolytic adenovirus, virion were physically conjugated to a highly potent taxoid, SB-T-1214, and a folate targeting motif. Conjugation was enabled via the metabolic incorporation of non-canonical monosaccharides (O-GlcNAz) and amino acids (homopropargylglycine), which served as sites for chemoselective modification. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.05.039
• 作为产物：
  描述：

  folate 在 N,N'-二环己基碳二亚胺 、 三氟乙酸 作用下， 以 二甲基亚砜 为溶剂， 反应 12.0h， 生成 (2S)-2-[[4-[(2-amino-4-oxo-3H-pteridin-6-yl)methylamino]benzoyl]amino]-5-[3-[2-[2-(3-aminopropoxy)ethoxy]ethoxy]propylamino]-5-oxopentanoic acid
  参考文献：
  名称：

  Targeted and armed oncolytic adenovirus via chemoselective modification

  摘要：

  Oncolytic adenoviruses (Ads) are an emerging alternative therapy for cancer; however, clinical trial have not yet demonstrated sufficient efficacy. When oncolytic Ads are used in combination with taxoids a synergistic increase in both cytotoxicity and viral replication is observed. In order to generate a next generation oncolytic adenovirus, virion were physically conjugated to a highly potent taxoid, SB-T-1214, and a folate targeting motif. Conjugation was enabled via the metabolic incorporation of non-canonical monosaccharides (O-GlcNAz) and amino acids (homopropargylglycine), which served as sites for chemoselective modification. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.05.039

文献信息

• Novel compositions magnetic particles covered with gem-bisphosphonate derivatives
  申请人：Port Marc

  公开号：US20100297025A1

  公开（公告）日：2010-11-25

  The invention relates to a composition comprising acid magnetic particles (p) based on an iron compound, the acid magnetic particles (p) being complexed by one or more gem-bisphosphonate compounds, of formula I: X-L-CH(PO 3 H 2 ) 2 (I) in which: L represents an organic group connecting the X group to the gem-bisphosphonate group —CH(PO 3 H 2 ) 2 ; X represents a chemical group capable of reacting with a biovector; all or some of the X groups of the particles optionally being coupled to a biovector. The invention relates also to a process for the preparation of the compositions and their use, in particular as contrast products for Magnetic Resonance Imaging (MRI).

  这项发明涉及一种包含基于铁化合物的酸性磁性颗粒（p）的组合物，所述酸性磁性颗粒（p）被一个或多个式I的双膦酸盐化合物络合： X-L-CH(PO3H2)2(I) 其中： L代表将X基团连接到双膦酸盐基团—CH(PO3H2)2的有机基团； X代表能够与生物载体发生反应的化学基团；颗粒的一个或多个X基团可选择地与生物载体偶联。 该发明还涉及一种制备所述组合物的方法及其用途，特别是作为磁共振成像（MRI）对比剂。
• Targeted Single-Wall Carbon Nanotube-Mediated Pt(IV) Prodrug Delivery Using Folate as a Homing Device
  作者：Shanta Dhar、Zhuang Liu、Jürgen Thomale、Hongjie Dai、Stephen J. Lippard

  DOI：10.1021/ja803036e

  日期：2008.8.27

  amine-functionalized single-walled carbon nanotube (SWNT-PL-PEG-NH 2) through multiple amide linkages to use the SWNTs as a "longboat delivery system" for the platinum warhead, carrying it to the tumor cell and releasing cisplatin upon intracellular reduction of Pt(IV) to Pt(II). The ability of SWNT tethered 1 to destroy selectively FR(+) vs FR(-) cells demonstrated its ability to target tumor cells that overexpress

  大多数低分子量铂类抗癌药物的血液循环时间较短，这反映在它们减少的肿瘤摄取和细胞内 DNA 结合上。式c、c、t-[Pt(NH 3) 2Cl 2(O 2CCH 2CH 2CO 2H)(O 2CCH 2CH 2CONH-PEG-FA)] ( 1) 的铂(IV)络合物，包含叶酸衍生物( FA）在轴向位置，被制备和表征。叶酸提供了一种靶向高度过度表达叶酸受体 (FR) 的人类细胞的方法。化合物 1 通过多个酰胺键连接到胺官能化的单壁碳纳米管 (SWNT-PL-PEG-NH 2) 的表面，将 SWNT 作为铂弹头的“长舟输送系统”，将其运送到肿瘤细胞并在细胞内将 Pt(IV) 还原为 Pt(II) 时释放顺铂。SWNT tethered 1 选择性破坏FR(+) vs FR(-) 细胞的能力表明其能够靶向在其表面过度表达FR 的肿瘤细胞。SWNTs 通过内吞作用将含叶酸的 Pt(IV) 货物输送到 FR(+)
• Unexpected photoactivation pathways in a folate-receptor-targeted <i>trans</i>-diazido Pt(<scp>iv</scp>) anticancer pro-drug
  作者：Albert Gandioso、Anna Rovira、Huayun Shi、Peter J. Sadler、Vicente Marchán

  DOI：10.1039/d0dt02577a

  日期：——

  A conjugate between a photoactive trans-diazido Pt(IV) pro-drug, trans,trans,trans-[Pt(N3)2(OH)2(py)2], and folic acid has been synthesized and fully characterized by high resolution ESI-MS, NMR and UV-vis spectroscopy. Photoactivation of the Pt–folate conjugate with visible light confirmed the generation of cytotoxic Pt(II) species capable of binding to guanine nucleobases. Importantly, photoreduction

  合成了光敏反式-重氮基Pt（IV）前药，反式，反式，反式-[Pt（N 3）2（OH）2（py）2 ]和叶酸之间的共轭物，其特征是高分辨率的ESI-MS，NMR和UV-vis光谱。用可见光对Pt-叶酸共轭物进行光活化，证实了能够结合鸟嘌呤核苷碱基的细胞毒性Pt（II）物种的产生。重要的是，Pt（IV）配合物的光还原触发了叶酸载体向p的光分解。-含氨基苯甲酸酯的片段和几种蝶呤衍生物，包括6-甲酰基蝶呤。除了在表现出高的稳定性暗生理状的条件下，在Pt-叶酸偶联物CA。其对MCF-7乳腺癌细胞系的光细胞毒性比具有高光选择性指数（PI> 6.9）的母体Pt（IV）复合物高2倍。缀合物较高的光细胞毒性可能是其较高的细胞蓄积性和一组不同细胞毒性物质（包括已知会产生ROS的Pt（II）光产物和几种蝶呤衍生物）生成的结果。
• Quinoxaline-Based Polymer Dots with Ultrabright Red to Near-Infrared Fluorescence for In Vivo Biological Imaging
  作者：Hong-Yi Liu、Pei-Jing Wu、Shih-Yu Kuo、Chuan-Pin Chen、En-Hao Chang、Chang-Yi Wu、Yang-Hsiang Chan

  DOI：10.1021/jacs.5b06710

  日期：2015.8.19

  This article describes the design and synthesis of quinoxaline-based semiconducting polymer dots (Pdots) that exhibit near-infrared fluorescence, ultrahigh brightness, large Stokes shifts, and excellent cellular targeting capability. We also introduced fluorine atoms and long alkyl chains into polymer backbones and systematically investigated their effect on the fluorescence quantum yields of Pdots. These new series of quinoxaline-based Pdots have a fluorescence quantum yield as high as 47% with a Stokes shift larger than 150 nm. Single-particle analysis reveals that the average per-particle brightness of the Pdots is at least 6 times higher than that of the commercially available quantum dots. We further demonstrated the use of this new class of quinoxaline-based Pdots for effective and specific cellular and subcellular labeling without any noticeable nonspecific binding. Moreover, the cytotoxicity of Pdots were evaluated on HeLa cells and zebrafish embryos to demonstrate their great biocompatibility. By taking advantage of their extreme brightness and minimal cytotoxicity, we performed, for the first time, in vivo microangiography imaging on living zebrafish embryos using Pdots. These quinoxaline-based NIR-fluorescent Pdots are anticipated to find broad use in a variety of in vitro and in vivo biological research.
• NANOEMULSION DE CHELATE POUR IRM
  申请人：Guerbet

  公开号：EP2654802B1

  公开（公告）日：2017-12-06