nocathiacin V | 851664-21-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: nocathiacin V
• 英文别名: 2-[(1S,18S,21E,28S,29S,30S)-30-[(2S,4S,5R,6S)-5-(dimethylamino)-4-hydroxy-4,6-dimethyloxan-2-yl]oxy-9-hydroxy-18-[(1R)-1-hydroxyethyl]-21-(1-methoxyethylidene)-16,19,26,31,42,46-hexaoxo-32,43,54-trioxa-3,13,23,49-tetrathia-7,17,20,27,45,51,52,55,56,57-decazadecacyclo[26.16.6.229,40.12,5.112,15.122,25.138,41.147,50.06,11.034,39]heptapentaconta-2(57),4,6,8,10,12(56),14,22(55),24,34(39),35,37,40,47,50-pentadecaen-8-yl]-1,3-thiazole-4-carboxamide
• CAS: 851664-21-6
• 化学式: C₅₈H₅₇N₁₃O₁₆S₅
• 分子量: 1352.5
• InChiKey: HRIFYBRRXQXAKA-TUVVMWSLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  92
• 可旋转键数：
  7
• 环数：
  12.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  547
• 氢给体数：
  9
• 氢受体数：
  28

反应信息

• 作为产物：
  描述：

  nocathiacin IV 在 3-溴丙酮酸乙酯 、 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 nocathiacin V
  参考文献：
  名称：

  Chemical Conversion of Nocathiacin I to Nocathiacin II and a Lactone Analogue of Glycothiohexide α

  摘要：

  Nocathiacin I (1) was converted to its deoxy indole analogue, nocathiacin II (2), another natural product, by a unique and facile chemical process. This process was applied to nocathiacin IV (4), generating the lactone analogue of glycothiohexide alpha (5), which was also prepared from nocathiacin II by a mild hydrolytic process. In contrast to glycothiohexide alpha (3), this lactone analogue (5) was found to exhibit in vivo antibacterial efficacy in an animal (mouse) infection model.

  DOI：

  10.1021/np040225d

文献信息

• Antibiotic Compound
  申请人：Barrett F. John

  公开号：US20080096856A1

  公开（公告）日：2008-04-24

  Fermentation of a nutrient medium with a Nocardia spp. yields a novel broad spectrum antibiotic compound of structural formula (I) or a pharmaceutically acceptable salt, ester, enantiomer, diasteriomer or mixture.
• Chemical Conversion of Nocathiacin I to Nocathiacin II and a Lactone Analogue of Glycothiohexide α
  作者：Timothy P. Connolly、Alicia Regueiro-Ren、John E. Leet、Dane M. Springer、Jason Goodrich、Xiaohua (Stella) Huang、Michael J. Pucci、Junius M. Clark、Joanne J. Bronson、Yasutsugu Ueda

  DOI：10.1021/np040225d

  日期：2005.4.1

  Nocathiacin I (1) was converted to its deoxy indole analogue, nocathiacin II (2), another natural product, by a unique and facile chemical process. This process was applied to nocathiacin IV (4), generating the lactone analogue of glycothiohexide alpha (5), which was also prepared from nocathiacin II by a mild hydrolytic process. In contrast to glycothiohexide alpha (3), this lactone analogue (5) was found to exhibit in vivo antibacterial efficacy in an animal (mouse) infection model.