zelkovamycin D

• 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: zelkovamycin D
• 英文别名: Zelkovamycin D；(4S,7S,13R,16Z,22R)-7-acetyl-13-ethyl-16-(2-hydroxyethylidene)-4-[(4-methoxy-1H-indol-3-yl)methyl]-7,18,22-trimethyl-24-thia-3,6,9,12,15,18,21,26-octazabicyclo[21.2.1]hexacosa-1(25),23(26)-diene-2,5,8,11,14,17,20-heptone
• 化学式: C₃₆H₄₅N₉O₁₀S
• 分子量: 795.874
• InChiKey: IDQDOHKLXZSZIG-VQJCRCMASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.91
• 重原子数：
  56.0
• 可旋转键数：
  6.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  270.12
• 氢给体数：
  8.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  zelkovamycin D 在 盐酸 作用下， 以 水 为溶剂， 反应 1.0h， 生成 D-2-氨基丁酸 、 L-4-甲氧基色氨酸
  参考文献：
  名称：

  Zelkovamycins B–E, Cyclic Octapeptides Containing Rare Amino Acid Residues from an Endophytic Kitasatospora sp

  摘要：

  Four unusual cyclopeptides, zelkovamycins B-E (1-4), were isolated from an endophytic Kitasatospora sp. Zelkovamycin B was featured by an unprecedented 3-methyl-5-hydroxypyrrolidine-2,4-dione ring system linked to the cyclopeptide skeleton. Their structures and full configurations were established by spectroscopic analysis, Marfey's method, and NMR calculations. A plausible biosynthetic pathway for zelkovamycins was proposed based on gene cluster analysis. Zelkovamycin E displayed potent inhibitory activity against H1N1 influenza A virus.

  DOI：

  10.1021/acs.orglett.0c03565

文献信息

• Zelkovamycins B–E, Cyclic Octapeptides Containing Rare Amino Acid Residues from an Endophytic <i>Kitasatospora</i> sp
  作者：Xiaomeng Hao、Jiaqing Yu、Yujia Wang、Jack A. Connolly、Yufeng Liu、Yuqin Zhang、Liyan Yu、Shan Cen、Rebecca J. M. Goss、Maoluo Gan

  DOI：10.1021/acs.orglett.0c03565

  日期：2020.12.4

  Four unusual cyclopeptides, zelkovamycins B-E (1-4), were isolated from an endophytic Kitasatospora sp. Zelkovamycin B was featured by an unprecedented 3-methyl-5-hydroxypyrrolidine-2,4-dione ring system linked to the cyclopeptide skeleton. Their structures and full configurations were established by spectroscopic analysis, Marfey's method, and NMR calculations. A plausible biosynthetic pathway for zelkovamycins was proposed based on gene cluster analysis. Zelkovamycin E displayed potent inhibitory activity against H1N1 influenza A virus.