Amphotericin B ureidopropanoic acid

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Amphotericin B ureidopropanoic acid
• 英文别名: 3-[[(1R,3S,5R,6R,9R,11R,15S,16R,17R,18S,19E,21E,23E,25E,27E,29E,31E,33R,35S,36R,37S)-33-(4-amino-3,5-dihydroxy-6-methyloxan-2-yl)oxy-1,3,5,6,9,11,17,37-octahydroxy-15,16,18-trimethyl-13-oxo-14,39-dioxabicyclo[33.3.1]nonatriaconta-19,21,23,25,27,29,31-heptaen-36-yl]carbamoylamino]propanoic acid
• 化学式: C₅₀H₇₉N₃O₁₈
• 分子量: 1010.2
• InChiKey: BGHZQEUHRMTMPC-UDNIFDJWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.4
• 重原子数：
  71
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.66
• 拓扑面积：
  361
• 氢给体数：
  14
• 氢受体数：
  19

文献信息

• AMPHOTERICIN B DERIVATIVES WITH IMPROVED THERAPEUTIC INDEX
  申请人：THE BOARD OF TRUSTEES OF THE UNIVERSITY OF ILLINOIS

  公开号：US20160215012A1

  公开（公告）日：2016-07-28

  Provided are certain derivatives of amphotericin B (AmB) characterized by reduced toxicity and retained anti-fungal activity. Certain of the derivatives are C16 urea derivatives of AmB. Certain of the derivatives are C3, C5, C8, C9, C11, C13, or C15 deoxy derivatives of AmB. Certain of the derivatives include C3′ or C4′ modifications of the mycosamine appendage of AmB. Also provided are methods of making AmB derivatives of the invention, pharmaceutical compositions comprising AmB derivatives of the invention, and methods of use of AmB derivatives of the invention.

  提供了一些特定的两性霉素B（AmB）衍生物，其具有降低毒性和保留抗真菌活性的特点。其中一些衍生物是AmB的C16脲衍生物。其中一些衍生物是AmB的C3、C5、C8、C9、C11、C13或C15去氧衍生物。其中一些衍生物包括对AmB的甲氨葡萄糖胺附属物的C3′或C4′修饰。还提供了制备该发明的AmB衍生物的方法，包括该发明的AmB衍生物的药物组合物，以及该发明的AmB衍生物的使用方法。
• Amphotericin B derivatives with improved therapeutic index
  申请人：The Board of Trustees of the University of Illinois

  公开号：US10323057B2

  公开（公告）日：2019-06-18

  Provided are certain derivatives of amphotericin B (AmB) characterized by reduced toxicity and retained anti-fungal activity. Certain of the derivatives are C16 urea derivatives of AmB. Certain of the derivatives are C3, C5, C8, C9, C11, C13, or C15 deoxy derivatives of AmB. Certain of the derivatives include C3′ or C4′ modifications of the mycosamine appendage of AmB. Also provided are methods of making AmB derivatives of the invention, pharmaceutical compositions comprising AmB derivatives of the invention, and methods of use of AmB derivatives of the invention.

  本文提供了两性霉素 B（AmB）的某些衍生物，其特点是毒性降低，抗真菌活性保持不变。其中某些衍生物是 AmB 的 C16 脲衍生物。某些衍生物是 AmB 的 C3、C5、C8、C9、C11、C13 或 C15 脱氧核衍生物。某些衍生物包括 AmB 的霉菌胺附属物的 C3′或 C4′修饰。此外，还提供了制造本发明AmB衍生物的方法、包含本发明AmB衍生物的药物组合物以及本发明AmB衍生物的使用方法。
• [EN] AMPHOTERICIN B DERIVATIVES WITH IMPROVED THERAPEUTIC INDEX<br/>[FR] DÉRIVÉS D'AMPHOTÉRICINE B AYANT UN INDICE THÉRAPEUTIQUE AMÉLIORÉ
  申请人：UNIV ILLINOIS

  公开号：WO2015054148A1

  公开（公告）日：2015-04-16

  Provided are certain derivatives of amphotericin B (AmB) characterized by reduced toxicity and retained anti-fungal activity. Certain of the derivatives are C16 urea derivatives of AmB. Certain of the derivatives are C3, C5, C8, C9, C11, C13, or C15 deoxy derivatives of AmB. Certain of the derivatives include C3' or C4' modifications of the mycosamine appendage of AmB. Also provided are methods of making AmB derivatives of the invention, pharmaceutical compositions comprising AmB derivatives of the invention, and methods of use of AmB derivatives of the invention.