1,3-二(2-丙炔基氧基)丙-2-醇 | 16169-22-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 甘油脂
• 中文名称: 1,3-二(2-丙炔基氧基)丙-2-醇
• 英文名称: 1,3-bis(prop-2-yn-1-yloxy)propan-2-ol
• 英文别名: 1,3-bis(propargyloxy)-2-propanol；2-Propanol, 1,3-bis(2-propynyloxy)-；1,3-bis(prop-2-ynoxy)propan-2-ol
• CAS: 16169-22-5
• 化学式: C₉H₁₂O₃
• 分子量: 168.192
• InChiKey: RKPDVCWTSQFIPR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  12
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1,3-二(2-丙炔基氧基)丙-2-醇 在 吡啶 、 sodium azide 、 copper(II) sulfate 、 sodium ascorbate 作用下， 以 1,4-二氧六环 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 33.0h， 生成
  参考文献：
  名称：

  Spatially well-defined carbohydrate nanoplatforms: synthesis, characterization and lectin interaction study

  摘要：

  已准备了两种新型的十二重取代糖类纳米平台，用于评估糖类在与凝集素相互作用中的空间分布的重要性。

  DOI：

  10.1039/c6cc06737a
• 作为产物：
  描述：

  2-O-tert-butyldimethylsilyl-3-(prop-2-yn-1-yloxy)propan-1,2-diol 在 四丁基氟化铵 、 sodium hydride 、 溶剂黄146 作用下， 以 四氢呋喃 为溶剂， 反应 18.5h， 生成 1,3-二(2-丙炔基氧基)丙-2-醇
  参考文献：
  名称：

  Synthesis and anticancer activity of dimeric podophyllotoxin derivatives

  摘要：

  Background: Podophyllotoxin is a potent cytotoxic agent and serves as a useful lead compound for the development of antitumor drugs. Several podophyllotoxin-derived antitumor agents, including etoposide, are currently in clinical use; however, their therapeutic efficacy is often limited due to side effects and the development of resistance by cancer cells. Previous studies have shown that 4 beta-1,2,3-triazole derivatives of podophyllotoxin exhibit more potent anticancer activity and better binding to topoisomerase-II than etoposide. The effect of dimerization of such derivatives on the anticancer activity has not been studied.Methods: Two moieties of podophyllotoxin were linked at the C-4 position via 1,2,3-triazole rings to give a series of novel dimeric podophyllotoxin derivatives. 4 beta-Azido-substituted podophyllotoxin derivatives (23 and 24) were coupled with various dipropargyl functionalized linkers by utilizing the copper-catalyzed azide-alkyne cycloaddition (CuAAC) reaction to provide dimeric products in very good yield. The in vitro anticancer activity of the synthesized compounds was evaluated by MTT assay against a panel of five human cancer cell lines (HL-60, SMMC-7721, A-549, MCF-7, and SW480). The normal BEAS-2B (lung) cell line was also included for study in order to evaluate the cancer selectivity of the most active compound as compared with normal cells.Results: A group of 16 dimeric podophyllotoxin derivatives with different linkers were synthesized and structurally characterized. Most compounds do not show significant cytotoxicity (IC50 > 40 mM) against all five cancer cell lines. However, one compound (29) which bears a perbutyrylated glucose residue on the glycerol linker is highly potent against all five cancer cell lines tested, with IC50 values ranging from 0.43 to 3.50 mu M. This compound (29) also shows good selectivity towards cancer cell lines as compared with the normal BEAS-2B (lung) cell line, showing selectivity indexes from 4.4 to 35.7.Conclusion: The anticancer activity of dimeric podophyllotoxin derivatives is generally speaking not improved as compared to their monomeric counterparts, and the potency of these dimeric derivatives can be largely affected by the nature of the linker between the two moieties. Among the synthesized derivatives, compound 29 is significantly more cytotoxic and selective towards cancer cells than etoposide and cisplatin, which are currently in clinical use. Compound 29 is a promising anticancer drug and needs further studies.

  DOI：

  10.2147/dddt.s167382

文献信息

• [EN] POLYMER CONJUGATE FOR DELIVERY OF A BIOACTIVE AGENT<br/>[FR] CONJUGUÉ POLYMÈRE POUR LA DÉLIVRANCE D'UN AGENT BIOACTIF
  申请人：POLYACTIVA PTY LTD

  公开号：WO2014134689A1

  公开（公告）日：2014-09-12

  The present invention relates in general to polymer-bioactive agent conjugates for delivering a bioactive agent to a subject. The polymer-bioactive agent conjugates contain triazole moieties in the polymer backbone and a bioactive moiety selected from prostaglandin analogues, β-blockers and mixtures thereof. The present invention also relates to methods for preparing the polymer conjugates using click chemical reactions, to monomer-bioactive agent conjugates suitable for preparing the polymer conjugates, and to pharmaceutical products comprising the polymer conjugates for the treatment of glaucoma.

  本发明一般涉及用于向受试者传递生物活性剂的聚合物-生物活性剂共轭物。聚合物-生物活性剂共轭物在聚合物骨架中含有三唑基团和从前列腺素类似物、β-受体阻滞剂和二者的混合物中选择的生物活性基团。本发明还涉及使用点击化学反应制备聚合物共轭物的方法，适用于制备聚合物共轭物的单体-生物活性剂共轭物，以及包含用于治疗青光眼的聚合物共轭物的药物产品。
• Pillar[5]arene-Based Polycationic Glyco[2]rotaxanes Designed as <i>Pseudomonas aeruginosa</i> Antibiofilm Agents
  作者：Tharwat Mohy El Dine、Ravikumar Jimmidi、Andrei Diaconu、Maude Fransolet、Carine Michiels、Julien De Winter、Emilie Gillon、Anne Imberty、Tom Coenye、Stéphane P. Vincent

  DOI：10.1021/acs.jmedchem.1c01241

  日期：2021.10.14

  Pseudomonas aeruginosa (P.A.) is a human pathogen belonging to the top priorities for the discovery of new therapeutic solutions. Its propensity to generate biofilms strongly complicates the treatments required to cure P.A. infections. Herein, we describe the synthesis of a series of novel rotaxanes composed of a central galactosylated pillar[5]arene, a tetrafucosylated dendron, and a tetraguanidinium

  铜绿假单胞菌(PA) 是一种人类病原体，属于发现新治疗方案的重中之重。它产生生物膜的倾向使治愈 PA 感染所需的治疗变得非常复杂。在此，我们描述了一系列由中心半乳糖基化柱 [5] 芳烃、四岩藻糖基化树突和四胍亚基组成的新型轮烷的合成。除了最终的糖轮烷对两种 PA 凝集素 LecA 和 LecB 的高亲和力外，还证明了生物膜生长的有效抑制水平，表明它们的三个亚基协同工作。使用双 Δ lecA Δ lecB的抗生物膜测定与野生型相比，突变体表明最好的糖轮烷的抗生物膜活性是凝集素介导的。文献中很少达到这种抗生物膜效力。重要的是，最终的轮烷都不是杀菌剂，这表明它们的抗生物膜活性不依赖于细菌杀灭，这是抗生物膜剂的一个罕见特征。
• ホウ素クラスター結合化合物
  申请人：味の素株式会社

  公开号：JP2021035915A

  公开（公告）日：2021-03-04

  【課題】本発明は、腫瘍内集積性及び腫瘍滞留性が高く、腫瘍細胞に効率的に取り込まれる新規含ホウ素化合物を提供することを目的とする。【解決手段】本発明は、式（Ｉ）：［式中、Ｘは、２〜５価の有機基を示し、Ｙは、リンカー構造を示し、Ｒは、ホウ素クラスターからなる１価の基を示し、ｎは２、３、４又は５を示す。］で表される化合物又はその塩に関する。【選択図】なし

  本发明旨在提供一种在肿瘤内具有高集聚性和停留性，并且能够有效地被肿瘤细胞摄取的新型含硼化合物。本发明涉及化合物或其盐，其表示为式（I）：[其中，X表示2-5价的有机基，Y表示连接结构，R表示由硼簇组成的1价基，n表示2、3、4或5。]。【选择图】无
• [EN] BIODEGRADABLE DRUG-POLYMER CONJUGATE<br/>[FR] CONJUGUÉ MÉDICAMENT-POLYMÈRE BIODÉGRADABLE
  申请人：POLYACTIVA PTY LTD

  公开号：WO2021051149A1

  公开（公告）日：2021-03-25

  A drug-polymer conjugate, which is a copolymer of at least one monomer of formula (I) where: X may be the same or different at each occurrence and represents a terminal functional group comprising an alkyne or an azide; Q is independently selected at each occurrence and may be present or absent and when present, represents a linking group; R is selected from the group consisting of linear or branched hydrocarbon, optionally substituted aryl and optionally substituted heteroaryl; D is a releasable bicyclic prostaglandin; L is a linker group group; and at least one co-monomer of Formula III J-( Y1 –A)n, J represents a linking functional group, n is 2 to 8 preferably 3 to 8; Y1 comprises a polyether of formula (ORa)m wherein Ra is independently ethylene, propylene and butylene and m is from 1 to 300 (preferably 2 to 300) and the polyether is in chain with one or more groups which are preferably selected from one or more of optionally substituted straight or branched C1 to C10 alkylene, amino, ether, ester, amide, carbonate and carbamate; A may be the same or different at each occurrence and represents a group comprising a terminal functional group comprising an alkyne or an azide functionality, wherein said terminal functional group is complementary to the terminal functional group X of formula (I) providing triazole moieties from reaction of X and A.

  一种药物-聚合物共轭物，其中是至少一个式(I)的单体的共聚物，其中：X在每次出现时可以相同也可以不同，表示包含炔烃或叠氮基团的末端官能团；Q在每次出现时独立选择，可以存在也可以不存在，当存在时，表示一个连接基团；R从由线性或支链烃烃基、可选择地取代的芳基和可选择地取代的杂环芳基组成的群体中选择；D是可释放的双环前列腺素；L是连接基团；以及至少一个式III J-(Y1-A)n的共单体，其中J表示连接官能团，n为2至8，最好为3至8；Y1包括一个式(ORa)m的聚醚，其中Ra独立地为乙烯、丙烯和丁烯，m为1至300（最好为2至300），聚醚与一个或多个基团链相连，这些基团最好选择自一个或多个可选择地取代的直链或支链C1至C10烷基、氨基、醚基、酯基、酰胺基、碳酸酯基和碳酸酯基；A在每次出现时可以相同也可以不同，表示包含一个末端官能团，该官能团包括一个包含炔烃或叠氮官能团的基团，其中所述末端官能团与式(I)的X的末端官能团互补，从X和A的反应中提供三唑基团。
• β-Cyclodextrin-Glycerol Dimers: Synthesis and NMR Conformational Analysis
  作者：Vanessa Legros、Cécile Vanhaverbeke、Florence Souard、Christophe Len、Jérôme Désiré

  DOI：10.1002/ejoc.201201716

  日期：2013.5

  The synthesis of new β-cyclodextrin dimers linked through their primary faces by different glycerol-like moieties by click chemistry is described. The unusual behaviour of these cyclodextrin–glycerol dimers in aqueous solution has been studied by NMR spectroscopy. We show that, depending on the length of the linking arm between the two cyclodextrins, the dimers could adopt very different conformations

  描述了通过点击化学合成通过不同甘油样部分通过其主要面连接的新 β-环糊精二聚体。这些环糊精-甘油二聚体在水溶液中的异常行为已通过核磁共振光谱进行了研究。我们表明，根据两种环糊精之间连接臂的长度，二聚体可以在水中采用非常不同的构象：对称或假 [1] 轮烷样结构，通过一个 D-吡喃葡萄糖单元在一个 β-环糊精中翻滚。