sodium;[1-[6-[[(19S)-19-ethyl-14,18-dioxo-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2,4,6,8,10,15(20)-heptaen-19-yl]oxy]-6-oxohexyl]triazol-4-yl]methanesulfonate | 1407671-01-5

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 喜树碱
• 英文名称: sodium;[1-[6-[[(19S)-19-ethyl-14,18-dioxo-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2,4,6,8,10,15(20)-heptaen-19-yl]oxy]-6-oxohexyl]triazol-4-yl]methanesulfonate
• CAS: 1407671-01-5
• 化学式: C₂₉H₂₈N₅O₈S*Na
• 分子量: 629.626
• InChiKey: BFYMHALXEMHQQS-JMAPEOGHSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -0.47
• 重原子数：
  44
• 可旋转键数：
  11
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  182
• 氢给体数：
  0
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  sodium prop-2-yne-1-sulfonate 、 20-O-(6-azidohexanoyl)camptothecin 在 sodium ascorbate 、 copper(II) sulfate 作用下， 以 四氢呋喃 、 乙醇 、 水 为溶剂， 反应 2.0h， 以55%的产率得到sodium;[1-[6-[[(19S)-19-ethyl-14,18-dioxo-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2,4,6,8,10,15(20)-heptaen-19-yl]oxy]-6-oxohexyl]triazol-4-yl]methanesulfonate
  参考文献：
  名称：

  Sulfonates-PMMA nanoparticles conjugates: A versatile system for multimodal application

  摘要：

  We report herein the viability of a novel nanoparticles (NPs) conjugated system, namely the attachment, based on ionic and hydrophobic interactions, of different sulfonated organic salts to positively charged poly(methylmethacrylate) (PMMA)-based core-shell nanoparticles (EA0) having an high density of ammonium groups on their shells. In this context three different applications of the sulfonates@EA0 systems have been described. In detail, their ability as cytotoxic drugs and pro-drugs carriers was evaluated in vitro on NCI-H460 cell line and in vivo against human ovarian carcinoma IGROV-1 cells. Besides, 8-hydroxypyrene-1,3,6-trisulfonic acid, trisodium salt (HPTS) was chosen for NPs loading, and its internalization as bioimaging probe was evaluated on Hep G2 cells. Overall, the available data support the interest for these PMMA NPs@sulfonates systems as a promising formulation for theranostic applications. In vivo biological data strongly support the potential value of these core-shell NPs as delivery system for negatively charged drugs or biologically active molecules. Additionally, we have demonstrated the ability of these PMMA core-shell nanoparticles to act as efficient carriers of fluorophores. In principle, thanks to the high PMMA NPs external charge density, sequential and very easy post-loading of different sulfonates is achievable, thus allowing the preparation of nanocarriers either with bi-modal drug delivery behaviour or as theranostic systems. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.09.023

文献信息

• Sulfonates-PMMA nanoparticles conjugates: A versatile system for multimodal application
  作者：Claudio Monasterolo、Marco Ballestri、Giovanna Sotgiu、Andrea Guerrini、Paolo Dambruoso、Katia Sparnacci、Michele Laus、Michelandrea De Cesare、Assunta Pistone、Giovanni Luca Beretta、Franco Zunino、Valentina Benfenati、Greta Varchi

  DOI：10.1016/j.bmc.2012.09.023

  日期：2012.11

  We report herein the viability of a novel nanoparticles (NPs) conjugated system, namely the attachment, based on ionic and hydrophobic interactions, of different sulfonated organic salts to positively charged poly(methylmethacrylate) (PMMA)-based core-shell nanoparticles (EA0) having an high density of ammonium groups on their shells. In this context three different applications of the sulfonates@EA0 systems have been described. In detail, their ability as cytotoxic drugs and pro-drugs carriers was evaluated in vitro on NCI-H460 cell line and in vivo against human ovarian carcinoma IGROV-1 cells. Besides, 8-hydroxypyrene-1,3,6-trisulfonic acid, trisodium salt (HPTS) was chosen for NPs loading, and its internalization as bioimaging probe was evaluated on Hep G2 cells. Overall, the available data support the interest for these PMMA NPs@sulfonates systems as a promising formulation for theranostic applications. In vivo biological data strongly support the potential value of these core-shell NPs as delivery system for negatively charged drugs or biologically active molecules. Additionally, we have demonstrated the ability of these PMMA core-shell nanoparticles to act as efficient carriers of fluorophores. In principle, thanks to the high PMMA NPs external charge density, sequential and very easy post-loading of different sulfonates is achievable, thus allowing the preparation of nanocarriers either with bi-modal drug delivery behaviour or as theranostic systems. (C) 2012 Elsevier Ltd. All rights reserved.