cyclo--MeIle-MeIle-Gly-MeVal-Tyr(Me)-S-Hypr> | 159170-94-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 肽模拟物
• 英文名称: cyclo--MeIle-MeIle-Gly-MeVal-Tyr(Me)-S-Hypr>
• 英文别名: cyclo-{Pec-MeVal-Val-MeAsp[β-(valinol tert-butyldimethylsilyl ether)amide]-MeIle-MeIle-Gly-MeVal-Tyr(Me)-S-Hypr}；2-[(3S,6S,9S,15S,18S,21S,24S,27S,30S)-15,18-bis[(2S)-butan-2-yl]-6-[(4-methoxyphenyl)methyl]-3,10,16,19,22,28-hexamethyl-2,5,8,11,14,17,20,23,26,29-decaoxo-9,24,27-tri(propan-2-yl)-4-oxa-1,7,10,13,16,19,22,25,28-nonazabicyclo[28.4.0]tetratriacontan-21-yl]-N-[(2S)-1-[tert-butyl(dimethyl)silyl]oxy-3-methylbutan-2-yl]acetamide
• CAS: 159170-94-2
• 化学式: C₆₈H₁₁₆N₁₀O₁₄Si
• 分子量: 1325.81
• InChiKey: QNWVFNWLOJMMJK-STXVCPCBSA-N

物化性质

• 沸点：
  1321.2±65.0 °C(predicted)
• 密度：
  1.16±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  93
• 可旋转键数：
  18
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  283
• 氢给体数：
  4
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  cyclo--MeIle-MeIle-Gly-MeVal-Tyr(Me)-S-Hypr> 在 氢氟酸 作用下， 以 乙腈 为溶剂， 反应 1.0h， 生成 cyclo-
  参考文献：
  名称：

  Derivatives of a Novel Cyclopeptolide. 2. Synthesis, Activity against Multidrug Resistance in CHO and KB Cells in vitro, and Structure-Activity Relationships

  摘要：

  A series of derivatives of the novel cyclopeptolide 1 was prepared, and their ability to chemosensitize multi drug resistant CHO and KB cells in vitro was evaluated. In contrast to the parent compound, several of the derivatives were found to be highly active. In particular, conversion of the R-lactic acid residue of 1 into its S-isomer via lactone ring cleavage and recyclization with inversion resulted in a marked enhancement of activity. Some of these derivatives (e.g., 15a, SDZ 280.446) belong to the most potent resistance modulating compounds known so far.

  DOI：

  10.1021/jm00039a003
• 作为产物：
  描述：

  cyclo--MeIle-MeIle-Gly-MeVal-Tyr(Me)-R-Hypr> 在 lithium hydroxide 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 水 、 甲苯 为溶剂， 反应 38.0h， 生成 cyclo--MeIle-MeIle-Gly-MeVal-Tyr(Me)-S-Hypr>
  参考文献：
  名称：

  Derivatives of a Novel Cyclopeptolide. 2. Synthesis, Activity against Multidrug Resistance in CHO and KB Cells in vitro, and Structure-Activity Relationships

  摘要：

  A series of derivatives of the novel cyclopeptolide 1 was prepared, and their ability to chemosensitize multi drug resistant CHO and KB cells in vitro was evaluated. In contrast to the parent compound, several of the derivatives were found to be highly active. In particular, conversion of the R-lactic acid residue of 1 into its S-isomer via lactone ring cleavage and recyclization with inversion resulted in a marked enhancement of activity. Some of these derivatives (e.g., 15a, SDZ 280.446) belong to the most potent resistance modulating compounds known so far.

  DOI：

  10.1021/jm00039a003