nodupetide

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 肽模拟物
• 英文名称: nodupetide
• 英文别名: Nodupetide；(3S,6S,9R,12S,19S)-19-[(2S)-butan-2-yl]-6-methyl-9-(2-methylpropyl)-3,12-di(propan-2-yl)-1-oxa-4,7,10,13,16-pentazacyclononadecane-2,5,8,11,14,17-hexone
• 化学式: C₂₈H₄₉N₅O₇
• 分子量: 567.726
• InChiKey: HWMVMWVGJHANPN-VPGZLLHJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  40
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  172
• 氢给体数：
  5
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  nodupetide 在 盐酸 、 水 作用下， 反应 20.0h， 生成 L-丙氨酸 、 L-缬氨酸 、 D-亮氨酸 、 聚甘氨酸
  参考文献：
  名称：

  Nodupetide, a potent insecticide and antimicrobial from Nodulisporium sp. associated with Riptortus pedestris

  摘要：

  Nodupetide (1), a new cyclodepsipeptide unique in its incorporation of a 3-hydroxy-4-methylhexanoic acid (HMHA) derived motif, was discovered from Nodulisporium sp. IFB-A163, a fungus residing in the insect (Riptortus pedestris) gut. The nodupetide structure was elucidated by its MS/MS and 2D NMR spectra, and its absolute configuration by the X-ray crystallography and modified Marfey's method. Nodupetide is insecticidal against rice brown planthopper (Nilaparvata lugens) with an LD50 value of 70 ng/larva, and inhibitory towards the drug-resistant human pathogenic bacterium Pseudomonas aeruginosa with its MIC value (5.0 mu M) comparable to that (3.2 mu M) of ciprofloxacin, a prescribed antibacterial agent co-assayed equally. (C) 2017 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2017.01.009

文献信息

• Nodupetide, a potent insecticide and antimicrobial from Nodulisporium sp. associated with Riptortus pedestris
  作者：Hui Min Wu、Li Ping Lin、Qin Lan Xu、Wen Bo Han、Song Zhang、Ze Wen Liu、Ya Ning Mei、Zhu Jun Yao、Ren Xiang Tan

  DOI：10.1016/j.tetlet.2017.01.009

  日期：2017.2

  Nodupetide (1), a new cyclodepsipeptide unique in its incorporation of a 3-hydroxy-4-methylhexanoic acid (HMHA) derived motif, was discovered from Nodulisporium sp. IFB-A163, a fungus residing in the insect (Riptortus pedestris) gut. The nodupetide structure was elucidated by its MS/MS and 2D NMR spectra, and its absolute configuration by the X-ray crystallography and modified Marfey's method. Nodupetide is insecticidal against rice brown planthopper (Nilaparvata lugens) with an LD50 value of 70 ng/larva, and inhibitory towards the drug-resistant human pathogenic bacterium Pseudomonas aeruginosa with its MIC value (5.0 mu M) comparable to that (3.2 mu M) of ciprofloxacin, a prescribed antibacterial agent co-assayed equally. (C) 2017 Elsevier Ltd. All rights reserved.