(1S,4R,7S,10S,13S,16S)-24-methoxy-10-[(4-methoxyphenyl)methyl]-3,4,7,9,12,13,15,29-octamethyl-22-oxa-3,6,9,12,15,29-hexazatetracyclo[14.12.2.218,21.123,27]tritriaconta-18,20,23,25,27(31),32-hexaene-2,5,8,11,14,30-hexone | 1300027-22-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (1S,4R,7S,10S,13S,16S)-24-methoxy-10-[(4-methoxyphenyl)methyl]-3,4,7,9,12,13,15,29-octamethyl-22-oxa-3,6,9,12,15,29-hexazatetracyclo[14.12.2.218,21.123,27]tritriaconta-18,20,23,25,27(31),32-hexaene-2,5,8,11,14,30-hexone
• CAS: 1300027-22-8
• 化学式: C₄₃H₅₄N₆O₉
• 分子量: 798.937
• InChiKey: QSPWXYWHVZSRML-QDJVBVQDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  58
• 可旋转键数：
  4
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  158
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  (1S,4R,7S,10S,13S,16S)-24-甲氧基-10-(4-甲氧基苄基)-4,7,9,13,15,29-六甲基-22-氧杂-3,6,9,12,15,29-六氮杂四环[14.12.2.218,21.123,27]三十三-18,20,23(31),24,26,32-己烯-2,5,8,11,14,30-六酮 在 四丁基溴化铵 、 四丁基碘化铵 、 2,4-二硝基苯基羟胺 、 sodium hydroxide 、 sodium nitrite 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 为溶剂， 反应 30.5h， 生成 (1S,4R,7S,10S,13S,16S)-24-methoxy-10-[(4-methoxyphenyl)methyl]-3,4,7,9,12,13,15,29-octamethyl-22-oxa-3,6,9,12,15,29-hexazatetracyclo[14.12.2.218,21.123,27]tritriaconta-18,20,23,25,27(31),32-hexaene-2,5,8,11,14,30-hexone
  参考文献：
  名称：

  Per-N-methylated analogues of an antitumor bicyclic hexapeptide RA-VII

  摘要：

  Penta-N-methyl and hexa-N-methyl analogues of RA-VII, an antitumor bicyclic hexapeptide of plant origin, were prepared. In the former, the nitrogens of D-Ala-1 and Ala-4 and in the latter, those of D-Ala-1, Ala-2, and Ala-4 were methylated under the phase-transfer catalysis conditions. Their solution structures were established by NOESY experiments and the crystal structures by X-ray crystallography. Those two methylated analogues showed much weaker cytotoxicity against P-388 leukemia cells than the parent RA-VII. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.02.003

文献信息

• Per-N-methylated analogues of an antitumor bicyclic hexapeptide RA-VII
  作者：Yukio Hitotsuyanagi、Ji-Ean Lee、Saori Kato、Ik-Hwi Kim、Hideyuki Kohashi、Haruhiko Fukaya、Koichi Takeya

  DOI：10.1016/j.bmc.2011.02.003

  日期：2011.4

  Penta-N-methyl and hexa-N-methyl analogues of RA-VII, an antitumor bicyclic hexapeptide of plant origin, were prepared. In the former, the nitrogens of D-Ala-1 and Ala-4 and in the latter, those of D-Ala-1, Ala-2, and Ala-4 were methylated under the phase-transfer catalysis conditions. Their solution structures were established by NOESY experiments and the crystal structures by X-ray crystallography. Those two methylated analogues showed much weaker cytotoxicity against P-388 leukemia cells than the parent RA-VII. (C) 2011 Elsevier Ltd. All rights reserved.