9U,9U-flavolipid | 698359-87-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 9U,9U-flavolipid
• 英文别名: 2-hydroxy-4-[5-[hydroxy-[(E)-7-methyloct-2-enoyl]amino]pentylamino]-2-[2-[5-[hydroxy-[(E)-7-methyloct-2-enoyl]amino]pentylamino]-2-oxoethyl]-4-oxobutanoic acid
• CAS: 698359-87-4
• 化学式: C₃₄H₆₀N₄O₉
• 分子量: 668.872
• InChiKey: PCSYGGQXWSCGJF-AYKLPDECSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  47
• 可旋转键数：
  27
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  197
• 氢给体数：
  6
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  9U,9U-flavolipid 在 palladium 10% on activated carbon 、 氢气 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以94%的产率得到9S,9S-flavolipid
  参考文献：
  名称：

  Synthesis and biological activities of flavolipids

  摘要：

  Syntheses of the bacterial surfactants 6S 6S- 9S 9S- and 9U 9U-flavolipids confirmed the structures proposed for them from spectroscopic analysis of a flavolipid mixture and made pure flavolipids available for the first time All three synthetic flavolipids and a straight chain analogue were found to be weakly cytotoxic and to inhibit metastatic cancer cell migration with 9U 9U-fiavolipid (the most abundant natural flavolipid) having the most activity Biosynthetic routes to the branched side-chains of the flavolipids are suggested and it is proposed that branched chains are employed to hinder biodegradation (C) 2010 Elsevier Ltd All rights reserved

  DOI：

  10.1016/j.tet.2010.09.088
• 作为产物：
  描述：

  9U,9U-flavolipid tert-butyl ester 在 三氟乙酸 作用下， 反应 0.25h， 以65%的产率得到9U,9U-flavolipid
  参考文献：
  名称：

  Synthesis and biological activities of flavolipids

  摘要：

  Syntheses of the bacterial surfactants 6S 6S- 9S 9S- and 9U 9U-flavolipids confirmed the structures proposed for them from spectroscopic analysis of a flavolipid mixture and made pure flavolipids available for the first time All three synthetic flavolipids and a straight chain analogue were found to be weakly cytotoxic and to inhibit metastatic cancer cell migration with 9U 9U-fiavolipid (the most abundant natural flavolipid) having the most activity Biosynthetic routes to the branched side-chains of the flavolipids are suggested and it is proposed that branched chains are employed to hinder biodegradation (C) 2010 Elsevier Ltd All rights reserved

  DOI：

  10.1016/j.tet.2010.09.088

文献信息

• Synthesis and biological activities of flavolipids
  作者：Samiul M. Ahad、Alison L. Ange、Robert B. Bates、Bonnie L. Bell、Adria A. Bodour、Bryan R. Bourne、Cristina G. Contreras、Emily L. Goldberg、A.A. Leslie Gunatilaka、Sheryl King、Albert K. Lee、Rebecca L. Low、Raina M. Maier、Kathryn M. Marlor、Marilyn T. Marron、Ryan C. Scolnik、Matthew J. Streeter、Malgorzata Strelczuk、Long N. Trinh、Vu K. Truong、Sage P. Vissering、Megan C. Weick、Maria T. Williams

  DOI：10.1016/j.tet.2010.09.088

  日期：2010.11

  Syntheses of the bacterial surfactants 6S 6S- 9S 9S- and 9U 9U-flavolipids confirmed the structures proposed for them from spectroscopic analysis of a flavolipid mixture and made pure flavolipids available for the first time All three synthetic flavolipids and a straight chain analogue were found to be weakly cytotoxic and to inhibit metastatic cancer cell migration with 9U 9U-fiavolipid (the most abundant natural flavolipid) having the most activity Biosynthetic routes to the branched side-chains of the flavolipids are suggested and it is proposed that branched chains are employed to hinder biodegradation (C) 2010 Elsevier Ltd All rights reserved