bastidin-4 | 79067-76-8

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物
• 英文名称: bastidin-4
• 英文别名: bastadin-4；(12E,25E,28E)-5,16,21,32,36-pentabromo-4,20-dihydroxy-12,25-bis(hydroxyimino)-2,18-dioxa-10,27-diazapentacyclo[28.2.2.214,17.13,7.119,23]octatriaconta-1(32),3,5,7(38),14,16,19,21,23(35),28,30,33,36-tridecaene-11,26-dione
• CAS: 79067-76-8
• 化学式: C₃₄H₂₅Br₅N₄O₈
• 分子量: 1017.11
• InChiKey: YCBNAUHIFJRIQW-XDDRAWHZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.6
• 重原子数：
  51
• 可旋转键数：
  0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  182
• 氢给体数：
  6
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  bastidin-4 在 三乙基硅烷 、 三氟乙酸 作用下， 反应 0.33h， 以60%的产率得到bastadin 5
  参考文献：
  名称：

  Cationic Reduction of Bastadin-4 to Bastadin-5. Preparation of 5-[²H]-Bastadin-5 by Site-Specific Isotopic Labeling

  摘要：

  A chemoselective conversion of bastadin-4 to the important Ca2+ channel modulator bastadin-5 (1a) has been achieved using cationic hydrogenation (Et3SiH, TFA, 60%). Specifically deuterated bastadin-5 (1b, >95 at. %) was prepared following this method and the simplified H-1 NMR H-5/H-2-6 spin system of 1b exploited to study temperature-dependent macrocyclic ring dynamics.

  DOI：

  10.1021/np020382h

文献信息

• Brominated tyrosine-derived metabolites from the sponge Ianthella basta
  作者：R Kazlauskas、RO Lidgard、PT Murphy、RJ Wells、JF Blount

  DOI：10.1071/ch9810765

  日期：——

  Seven novel metabolites, each originating from four bromotyrosine units, have been isolated from the sponge Ianthella basta. Bastadin-1 (2), bastadin-2(3) and bastadin-3(4) are derived from a single phenol oxidative coupling whilst the macrocyclic compounds bastadin-4(5), bastadin-5(6), bastadin-6(8) and bastadin-7(7) are formed by two phenol oxidative coupling reactions. Compounds (2)-(8) showed potent in vitro antimicrobial activity against Gram-positive organisms.

  七种新型代谢物 从海绵 Ianthella basta 中分离出了七种新型代谢物。 海绵中分离出了七种新型代谢物。Bastadin-1(2)、 bastadin-1（2）、bastadin-2（3）和 bastadin-3（4）是由单一的苯酚氧化 而大环化合物 bastadin-4(5)、bastadin-5(6) 6(8)和 bastadin-7(7)是由两个苯酚氧化偶联反应生成的。 反应生成。化合物(2)-(8)显示出了强效的体外抗菌活性。 体外抗菌活性。
• Cationic Reduction of Bastadin-4 to Bastadin-5. Preparation of 5-[²H]-Bastadin-5 by Site-Specific Isotopic Labeling
  作者：Makoto N. Masuno、Tadeusz F. Molinski

  DOI：10.1021/np020382h

  日期：2003.1.1

  A chemoselective conversion of bastadin-4 to the important Ca2+ channel modulator bastadin-5 (1a) has been achieved using cationic hydrogenation (Et3SiH, TFA, 60%). Specifically deuterated bastadin-5 (1b, >95 at. %) was prepared following this method and the simplified H-1 NMR H-5/H-2-6 spin system of 1b exploited to study temperature-dependent macrocyclic ring dynamics.