Z-(S)-Val-NMe-(S)-Val-(S)-Pro-OCH3 | 134816-24-3

• 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: Z-(S)-Val-NMe-(S)-Val-(S)-Pro-OCH3
• 英文别名: Z-(S)-Val-NMe-(S)-Val-(S)-Pro-OMe；Z-Val-MeVal-Pro-OMe；methyl (2S)-1-[(2S)-3-methyl-2-[methyl-[(2S)-3-methyl-2-(phenylmethoxycarbonylamino)butanoyl]amino]butanoyl]pyrrolidine-2-carboxylate
• CAS: 134816-24-3
• 化学式: C₂₅H₃₇N₃O₆
• 分子量: 475.585
• InChiKey: FBYICENEGFYKJE-ACRUOGEOSA-N

物化性质

• 沸点：
  632.2±55.0 °C(Predicted)
• 密度：
  1.162±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  34
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  105
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Z-(S)-Val-NMe-(S)-Val-(S)-Pro-OCH3 在 palladium on activated charcoal sodium hydroxide 、 氰基磷酸二乙酯 、 氢气 、 三乙胺 作用下， 以 乙醇 、 二氯甲烷 、 水 、 乙酸乙酯 为溶剂， 反应 40.0h， 生成 dolastatin 15
  参考文献：
  名称：

  The Dolastatins 20. A Convenient Synthetic Route to Dolastatin 15

  摘要：

  A segment synthetic strategy was utilized for obtaining the Dolabella auricularia (Indian Ocean sea hare) depsipeptide dolastatin 15. Reaction of protected (S)-Hiva-(S)-Phe 2c with isopropenyl chloroformate followed by Meldrum's ester, cyclization (2c --> 3a) of the product in toluene and finally methylation afforded the key (S)-dolapyrrolidine (Dpy) derivative 3b. Condensation of tripeptide 8 with the three unit Dpy segment 5b followed by deprotection and coupling (diethyl phosphorocyanidate) led to dolastatin 15 in 11% overall yield. The powerful and selective activity of dolastatin 15 against the U.S. National Cancer Institute's panel of human cell lines has been summarized.

  DOI：

  10.1016/s0040-4020(01)89562-4
• 作为产物：
  描述：

  L-脯氨酸甲酯盐酸盐 在 palladium on activated charcoal N-甲基吗啉 、 氰基磷酸二乙酯 、 氢气 、 三甲基乙酰氯 、 三乙胺 作用下， 以 甲醇 、 乙二醇二甲醚 、 乙酸乙酯 为溶剂， 反应 37.0h， 生成 Z-(S)-Val-NMe-(S)-Val-(S)-Pro-OCH3
  参考文献：
  名称：

  The Dolastatins 20. A Convenient Synthetic Route to Dolastatin 15

  摘要：

  A segment synthetic strategy was utilized for obtaining the Dolabella auricularia (Indian Ocean sea hare) depsipeptide dolastatin 15. Reaction of protected (S)-Hiva-(S)-Phe 2c with isopropenyl chloroformate followed by Meldrum's ester, cyclization (2c --> 3a) of the product in toluene and finally methylation afforded the key (S)-dolapyrrolidine (Dpy) derivative 3b. Condensation of tripeptide 8 with the three unit Dpy segment 5b followed by deprotection and coupling (diethyl phosphorocyanidate) led to dolastatin 15 in 11% overall yield. The powerful and selective activity of dolastatin 15 against the U.S. National Cancer Institute's panel of human cell lines has been summarized.

  DOI：

  10.1016/s0040-4020(01)89562-4

文献信息

• Dolastatin-15 derivatives in combination with taxanes
  申请人：BASF Aktiengesellschaft

  公开号：US06103698A1

  公开（公告）日：2000-08-15

  The present invention provides compositions and methods for the treatment of cancer in a subject wherein compounds of Formula I as defined herein in combination with paclitaxel, taxotere or modified taxane or taxoid analogs provide enhanced anticancer effects over the effects achieved with the individual compounds.

  本发明提供了一种用于治疗患者癌症的组合物和方法，其中公式I中定义的化合物与紫杉醇、紫杉醇衍生物或类似物结合使用，可以比单独使用这些化合物更有效地产生抗癌效果。
• Antineoplastic peptides
  申请人：BASF Aktiengesellschaft Germany

  公开号：US20010009901A1

  公开（公告）日：2001-07-26

  The present invention provides antineoplastic peptides of formula I, R 1 R 2 N-CHX-CO-A-B-D-E-(G) s -K  I wherein R 1 , R 2 , X, A, B, D, E, G, K and s have the meanings stated in the description. The compounds have antineoplastic activity.

  本发明提供了式I的抗肿瘤肽，其中R1R2N-CHX-CO-A-B-D-E-(G)s-K  I，其中R1、R2、X、A、B、D、E、G、K和s的含义如说明书所述。这些化合物具有抗肿瘤活性。
• Antitumor peptides
  申请人：BASF Aktiengesellschaft

  公开号：US05831002A1

  公开（公告）日：1998-11-03

  Novel compounds of the formula R.sup.1 R.sup.2 N--CHX-CO-A-B-D-(E).sub.s -(F).sub.t -(G).sub.U -KI in which R.sup.1, R.sup.2, A, B, D, E, F, G, K, X, s, t, and u have the meanings stated in the description, and the preparation thereof are described. The novel substances have an antineoplastic effect.

  本发明涉及一种新型化合物，其化学式为R.sup.1 R.sup.2 N--CHX-CO-A-B-D-(E).sub.s -(F).sub.t -(G).sub.U -KI，其中R.sup.1，R.sup.2，A，B，D，E，F，G，K，X，s，t和u的含义如说明书所述，并且还描述了其制备方法。这些新型物质具有抗肿瘤作用。
• Methods and compositions for treating rheumatoid arthritis
  申请人：BASF Aktiengesellschaft

  公开号：US06015790A1

  公开（公告）日：2000-01-18

  The present invention provides compositions and methods for the treatment of rheumatoid arthritis in a subject wherein one or more compounds of Formula I as defined herein alone or in combination with one or more other antiarthritic drugs provide suppression of rheumatoid arthritis.

  本发明提供了用于治疗风湿性关节炎的组合物和方法，其中本发明中所定义的一种或多种I式化合物单独或与一种或多种其他抗关节炎药物联合使用，可提供对风湿性关节炎的抑制。
• Pettit, George R.; Herald, Delbert L.; Singh, Sheo Bux, Journal of the American Chemical Society, 1991, vol. 113, # 17, p. 6692 - 6693
  作者：Pettit, George R.、Herald, Delbert L.、Singh, Sheo Bux、Thornton, Timothy J.、Mullaney, Jeffrey T.

  DOI：——

  日期：——