solomonamide A | 1276115-26-4

• 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: solomonamide A
• 英文别名: (2S)-2-amino-3-hydroxy-N-[(4R,10S,11R,12S,13R)-11,13,18-trihydroxy-4,10-dimethyl-3,6,9,14-tetraoxo-2,5,8-triazabicyclo[13.4.0]nonadeca-1(15),16,18-trien-12-yl]propanamide
• CAS: 1276115-26-4
• 化学式: C₂₁H₂₉N₅O₉
• 分子量: 495.489
• InChiKey: FEKYFLVGFQURIC-MMZRHKAPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3
• 重原子数：
  35
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  240
• 氢给体数：
  9
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  solomonamide A 、 N-A-(2,4-二硝基-5-氟苯基)-L-丙氨酸 在 盐酸 、 三乙胺 作用下， 以 水 、 丙酮 、 乙腈 为溶剂， 反应 13.0h， 生成 D-Ala-FDAA 、 L-FDAA-L-serine
  参考文献：
  名称：

  Solomonamides A and B, New Anti-inflammatory Peptides from Theonella swinhoei

  摘要：

  Two unprecedented cyclic peptides, solomonamides A and B, were Isolated from the marine sponge Theonella swinhoel. The structures were elucidated on the basis of comprehensive 1D and 2D NMR analysis and high-resolution mass spectrometry. A combined approach, involving Marfey's method, QM J based analysis, and DFT J/C-13 calculations, was used for establishing the absolute configuration of the entire molecule. Solomonamide A showed in vivo anti-inflammatory activity.

  DOI：

  10.1021/ol200221n

文献信息

• SOLOMONAMIDE ANALOGUE COMPOUNDS, PHARMACEUTICALS CONTAINING SOLOMONAMIDE ANALOGUE COMPOUNDS, AND PROCESSES FOR THE PREPARATION THEREOF
  申请人：COUNCIL OF SCIENTIFIC AND INDUSTRIAL RESEARCH

  公开号：US20150291659A1

  公开（公告）日：2015-10-15

  Solomanamide analogues of Formula-I having anti-inflammatory activity, and viable synthetic routes for the preparation of such analogues, including the synthesis of macrocyclic core of Salomanamide analogues. The Solomanamide analogues of Formula-I or their pharmaceutical salt may be provided in a pharmaceutical composition and administered in an effective amount for the treatment of inflammation and/or pain.

  公式I的Solomanamide类似物具有抗炎活性，并且具有制备这种类似物的可行合成路线，包括制备Salomanamide类似物的大环核心的合成。公式I的Solomanamide类似物或其药物盐可以在药物组合物中提供，并以有效剂量用于治疗炎症和/或疼痛。
• US9751911B2
  申请人：——

  公开号：US9751911B2

  公开（公告）日：2017-09-05
• [EN] A PROCESS FOR THE PREPARATION OF SOLOMONAMIDE ANALOGUES<br/>[FR] PROCÉDÉ DE PRÉPARATION D'ANALOGUES DU SOLOMONAMIDE
  申请人：COUNCIL OF SCIENT & IND RESERACH AN INDIAN REGISTERED BODY INC UNDER THE REGN OF SOC ACT ACT XXI OF

  公开号：WO2014083578A1

  公开（公告）日：2014-06-05

  The invention disclosed herein relates to novel solomonamide analogues of formula I having anti-inflammatory activity and viable synthetic route for the preparation thereof.