allyl 1-(4-hydroxymethyl-2-nitrophenyl)-2,3,4-tri-O-allyloxycarbonyl-β-D-glucuronate | 1353003-35-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: allyl 1-(4-hydroxymethyl-2-nitrophenyl)-2,3,4-tri-O-allyloxycarbonyl-β-D-glucuronate
• 英文别名: prop-2-en-1-yl (2S,3S,4S,5R,6S)-6-[4-(hydroxymethyl)-2-nitrophenoxy]-3,4,5-tris({[(prop-2-en-1-yloxy)carbonyl]oxy})oxane-2-carboxylate；allyl (2S,3S,4S,5R,6S)-3,4,5-tris(((allyloxy)carbonyl)oxy)-6-(4-(hydroxymethyl)-2-nitrophenoxy)tetrahydro-2H-pyran-2-carboxylate；prop-2-enyl (2S,3S,4S,5R,6S)-6-[4-(hydroxymethyl)-2-nitrophenoxy]-3,4,5-tris(prop-2-enoxycarbonyloxy)oxane-2-carboxylate
• CAS: 1353003-35-6
• 化学式: C₂₈H₃₁NO₁₆
• 分子量: 637.551
• InChiKey: XGCJSOCNCXGDLM-FPDJOHNTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.04
• 重原子数：
  45.0
• 可旋转键数：
  16.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  214.72
• 氢给体数：
  1.0
• 氢受体数：
  16.0

反应信息

• 作为反应物：
  描述：

  allyl 1-(4-hydroxymethyl-2-nitrophenyl)-2,3,4-tri-O-allyloxycarbonyl-β-D-glucuronate 在 吡啶 、 potassium carbonate 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 生成
  参考文献：
  名称：

  Antineoplastic Agents. 600. From the South Pacific Ocean to the Silstatins

  摘要：

  The recent advances in the development of antibody and other drug conjugates for targeted cancer treatment have further increased the need for powerful cancer cell growth inhibitors. Toward that objective we have extended our earlier discovery of the remarkable anticancer bacillistatins 1 and 2 from Bacillus silvestris to SAR and other structural modifications such as availability of a free hydroxy group for antibody-drug conjugate (ADC) and other prodrug linkage. That direction has resulted in seven structural modifications designated silstatins 1-8 (7a, 8a, 8b, 14a, 15a, 15b, 18a, and 18b), where the exceptional cancer cell growth inhibition of some of them are in the range GI(50) 10(-3)-10(-4) mu M/mL. Silstatin 7 (18a) was converted to a glucuronic conjugate (28) that displayed an impressive reduction in toxicity during transport.

  DOI：

  10.1021/np501004h
• 作为产物：
  描述：

  allyl 1-(4-(tert-butyldimethylsilyloxy)methyl-2-nitrophenyl)-β-D-glucuronate 在 吡啶 、 氟化氢吡啶 作用下， 反应 25.0h， 生成 allyl 1-(4-hydroxymethyl-2-nitrophenyl)-2,3,4-tri-O-allyloxycarbonyl-β-D-glucuronate
  参考文献：
  名称：

  一种用于癌症三联疗法的异二聚体葡糖醛酸前体药物：化学放大器的双重作用

  摘要：

  放大动作！我们开发了第一个治疗性靶向系统，该系统包括一个化学放大器，该放大器经过编程，既可以在一个酶促激活步骤后释放两种有效的抗癌药物，又可以在扩增过程完成后本身就具有细胞毒性。

  DOI：

  10.1002/cmdc.201100355

文献信息

• [EN] PYRROLOBENZODIAZEPINE CONJUGATES<br/>[FR] CONJUGUÉS DE PYRROLOBENZODIAZÉPINE
  申请人：MEDIMMUNE LTD

  公开号：WO2018069490A1

  公开（公告）日：2018-04-19

  A compound of formula (I) : (I) and its conjugates.

  一个化学式为（I）的化合物：（I）及其共轭物。
• [EN] LINKERS FOR USE IN ANTIBODY DRUG CONJUGATES<br/>[FR] LIEURS DESTINÉS À ÊTRE UTILISÉS DANS DES CONJUGUÉS ANTICORPS-MÉDICAMENT
  申请人：[en]ORUM THERAPEUTICS, INC.

  公开号：WO2023037268A1

  公开（公告）日：2023-03-16

  The present disclosure provides traceless linkers, which can link an inducer of protein-protein interaction to a cell binding agent. Also provided are compositions comprising the linked compounds. The compounds and compositions are useful for treating diseases such as cancer in subjects in need thereof.
• CYTOTOXIC COMPOUNDS
  申请人：[en]PHEON THERAPEUTICS LTD

  公开号：WO2024127332A1

  公开（公告）日：2024-06-20

  The present disclosure provides, inter alia, glycosylated compounds and conjugates thereof useful for treating cancer.