Fmoc-Glu-OAl-Rink-(4-methylbenzhydrylamine) resin

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: Fmoc-Glu-OAl-Rink-(4-methylbenzhydrylamine) resin
• 英文别名: Fmoc-Glu-OAl-Rink-MBHA resin；9-(4-Bromo-3-methoxyanilino)phenanthridine-7,10-dione
• 化学式: C₅₄H₅₂N₃O₉Pol
• 分子量: 409.2
• InChiKey: UNVZZTQKNVQHHC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  68.3
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Fmoc-Glu-OAl-Rink-(4-methylbenzhydrylamine) resin 在 哌啶 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.25h， 生成 [(3R,4S,5S,6S)-4,5-diacetyloxy-6-(aminomethyl)oxan-3-yl] acetate
  参考文献：
  名称：

  Antimicrobial cyclic decapeptides with anticancer activity

  摘要：

  Antimicrobial peptides have been considered as potential candidates for cancer therapy We report here the cytotoxicity of a library of 66 antibacterial cyclodecapeptides on human carcinoma cell lines and their effects on apoptosis [as assessed by cleavage of poly(ADP-ribose) polymerase (PARP)] and cell signaling proteins (p53 and ERK1/2) in cultured human cervical carcinoma cells A design of experiments approach permitted to analyze the results of a subset of 16 peptides and define rules for high anticancer activity against MDA-MB-231 breast carcinoma cells Eight peptides were identified with IC50 values ranging from 18 5 to 57 5 mu M against the five cell lines tested being HeLa cells the most sensitive Among these sequences BPC88 BPC96 BPC98 and BPC194 displayed specificity and high cytotoxicity against HeLa cells (IC50 of 22 5-385 mu M) showed low hemolytic activity and low cytotoxicity to non-malignant fibroblasts and were stable to proteases in human serum Induction of apoptosis by these peptides was observed and the apoptotic effect of BPC88 and BPC96 caused a marked decrease on the activated form of ERK1/2 kinase and an induction of p53 We further showed that BPC96 at low doses synergized the cytotoxic effect of cisplatin These findings suggest that cyclic decapeptides may represent novel anticancer agents providing a new strategy in cancer therapy (C) 2010 Elsevier Inc All rights reserved

  DOI：

  10.1016/j.peptides.2010.07.027
• 作为产物：
  描述：

  在 哌啶 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.25h， 生成 Fmoc-Glu-OAl-Rink-(4-methylbenzhydrylamine) resin
  参考文献：
  名称：

  Antimicrobial cyclic decapeptides with anticancer activity

  摘要：

  Antimicrobial peptides have been considered as potential candidates for cancer therapy We report here the cytotoxicity of a library of 66 antibacterial cyclodecapeptides on human carcinoma cell lines and their effects on apoptosis [as assessed by cleavage of poly(ADP-ribose) polymerase (PARP)] and cell signaling proteins (p53 and ERK1/2) in cultured human cervical carcinoma cells A design of experiments approach permitted to analyze the results of a subset of 16 peptides and define rules for high anticancer activity against MDA-MB-231 breast carcinoma cells Eight peptides were identified with IC50 values ranging from 18 5 to 57 5 mu M against the five cell lines tested being HeLa cells the most sensitive Among these sequences BPC88 BPC96 BPC98 and BPC194 displayed specificity and high cytotoxicity against HeLa cells (IC50 of 22 5-385 mu M) showed low hemolytic activity and low cytotoxicity to non-malignant fibroblasts and were stable to proteases in human serum Induction of apoptosis by these peptides was observed and the apoptotic effect of BPC88 and BPC96 caused a marked decrease on the activated form of ERK1/2 kinase and an induction of p53 We further showed that BPC96 at low doses synergized the cytotoxic effect of cisplatin These findings suggest that cyclic decapeptides may represent novel anticancer agents providing a new strategy in cancer therapy (C) 2010 Elsevier Inc All rights reserved

  DOI：

  10.1016/j.peptides.2010.07.027

文献信息

• Synthesis and potent cytotoxic activity of 8- and 9-anilinophenanthridine-7,10-diones
  作者：Paul H. Bernardo、Jasmeet K. Khanijou、Tze Hau Lam、Joo Chuan Tong、Christina L.L. Chai

  DOI：10.1016/j.tetlet.2010.10.170

  日期：2011.1

  A series of 8-anilino and 9-anilinophenanthridine-7,10-diones was prepared and screened against various cancer cell lines to measure anti-proliferative activity. The compounds tested display potent cytotoxic activity in the micromolar and sub-micromolar range. These compounds are promising new leads for developing anticancer compounds.

  制备了一系列的8-苯胺基和9-苯胺基菲啶-7,10-二酮，并针对各种癌细胞系进行了筛选，以测量其抗增殖活性。测试的化合物在微摩尔和亚微摩尔范围内显示出强力的细胞毒活性。这些化合物是开发抗癌化合物的有希望的新线索。