ZPSB | 277758-37-9

• 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: ZPSB
• CAS: 277758-37-9
• 化学式: C₇₅H₁₀₅ClN₁₂O₂₅
• 分子量: 1610.18
• InChiKey: NEOMUFAPQWZWAZ-NUZQLUCZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.74
• 重原子数：
  113.0
• 可旋转键数：
  37.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  558.71
• 氢给体数：
  18.0
• 氢受体数：
  23.0

反应信息

• 作为反应物：
  描述：

  ZPSB 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 、 溶剂黄146 为溶剂， 生成 pseudomycin B
  参考文献：
  名称：

  Syntheses and biological evaluation of novel pseudomycin side-chain analogues. Part 2

  摘要：

  A series of aliphatic side-chain analogues of pseudomycin was synthesized and evaluated during the course of our sidechain SAR effort. We found that several of the pseudomycin side-chain analogues (e.g., 10) exhibited good in vitro activity against all three major fungi responsible for systemic fungal infections. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00424-8
• 作为产物：
  描述：

  (±)-3-羟基十四烷酸 、 H-Ser(1)-D-Dab(Cbz)-Asp-Lys(Cbz)-Dab(Cbz)-aThr-Abu(2,3-dehydro)-Asp(3S-OH)-Thr(4-Cl)-(1) 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 生成 ZPSB 、
  参考文献：
  名称：

  Syntheses and biological evaluation of novel pseudomycin side-chain analogues. Part 2

  摘要：

  A series of aliphatic side-chain analogues of pseudomycin was synthesized and evaluated during the course of our sidechain SAR effort. We found that several of the pseudomycin side-chain analogues (e.g., 10) exhibited good in vitro activity against all three major fungi responsible for systemic fungal infections. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00424-8

文献信息

• Syntheses and antifungal activities of novel 3-amido bearing pseudomycin analogues
  作者：Yan-Zhi Zhang、Xicheng Sun、Douglas J. Zeckner、Roberta K. Sachs、William L. Current、Jaswant Gidda、Michael Rodriguez、Shu-Hui Chen

  DOI：10.1016/s0960-894x(01)00101-9

  日期：2001.4

  As a result of our core SAR effort. we discovered a large number of 3-amido pseudomycin B (PSB) analogues (e.g., 4e LY448212 and 5b LY448731) that retain good in vitro and in vivo (IP) activities against Candida and Cryptococcus without inherent tail vein irritation. Several dimethylamino termini bearing 3-amides (e.g., 5b) also exhibited improved potency against Aspergillus in vitro. When evaluated in a two-week rat toxicology study, it was found that all animals receiving 4e (up to 75 mg/kg) were found to be normal. On the basis of these observations, we are convinced that it is possible to broaden the antifungal spectrum and improve the safety profile of pseudomycin analogues at the same time. (C) 2001 Elsevier Science Ltd. All rights reserved.
• 8-amido-bearing pseudomycin B (PSB) analogue: novel antifungal agents
  作者：Yan-Zhi Zhang、Xicheng Sun、Douglas J Zeckner、Roberta K Sachs、William L Current、Shu-Hui Chen

  DOI：10.1016/s0960-894x(00)00606-5

  日期：2001.1

  During the course of a structure-activity relationship (SAR) study on novel depsinonapeptide pseudomycin B, we synthesized a total of 12 8-amidopseudomycin analogues via standard two-step sequence from either ZPSB 2 or AllocPSB 3. A number of these amides exhibited good in vitro antifungal activities. (C) 2001 Published by Elsevier Science Ltd.
• Serendipitous synthesis of novel dehydro- and dechloro-pseudomycin B (PSB) derivatives
  作者：Yanzhi Zhang、Robert Boyer、Xicheng Sun、Jonathan Paschal、Shu-Hui Chen

  DOI：10.1016/s0960-894x(00)00096-2

  日期：2000.4

  The syntheses and preliminary investigation of antifungal activities of two dehydro PSB derivatives 8 and 10 as well as one 3-imido-9-dechloro PSB analogue 13 are described. (C) 2000 Elsevier Science Ltd. All rights reserved.