2(R)-(D-galacto-pentaacetoxypentyl)-3-acetylthiazolidine-4(R)-carboxylic acid methyl ester | 30080-26-3

• 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: 2(R)-(D-galacto-pentaacetoxypentyl)-3-acetylthiazolidine-4(R)-carboxylic acid methyl ester
• 英文别名: methyl 3-acetyl-2-(1'R,2'S,3'R,4'R,5-pentaacetoxypenta-1-yl)-thiazolidine-4R-carboxylate；(2Ξ,4R)-3-acetyl-2-(D_r-1c_F,2t_F,3c_F,4r_F,5-pentaacetoxy-pent-cat_F-yl)-thiazolidine-4-carboxylic acid methyl ester；N-acetyl-N,S-((1Ξ)-penta-O-acetyl-D-glucitol-1,1-diyl)-L-cysteine methyl ester；2-(D-Gluco-pentaacetoxypentyl)-3-acetyl-thiazolidin-carbonsaeure-4-methylester
• CAS: 30080-26-3；30080-27-4；57982-72-6；115184-33-3；115184-35-5
• 化学式: C₂₂H₃₁NO₁₃S
• 分子量: 549.553
• InChiKey: BGKAKBCIPMOKCW-VIOBCBTOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.26
• 重原子数：
  37.0
• 可旋转键数：
  11.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  178.11
• 氢给体数：
  0.0
• 氢受体数：
  14.0

反应信息

• 作为产物：
  描述：

  methyl-2-(D-glucopentahydroxypentyl)thiazolidine-4(R)-carboxylate 、 乙酸酐 反应 1.0h， 生成 2(R)-(D-galacto-pentaacetoxypentyl)-3-acetylthiazolidine-4(R)-carboxylic acid methyl ester
  参考文献：
  名称：

  Chemical investigation of an antimalarial Chinese medicinal herb Picrorhiza scrophulariiflora

  摘要：

  An antimalarial medicinal plant Picrorhiza scrophulariiflora was chemically investigated as part of our ongoing research in traditional chinese medicines (TCM). Mass directed fractionation of the active part of the crude extract led to the isolation of ten main components, three new compounds (1-3) and seven known compounds (4-10). Compound 10 inhibited the growth of the Plasmodium falciparum 3D7 malarial parasite line, with an IC50 value of 8.3 mu M. This compound accounted for similar to 95% of P. falciparum growth inhibitory activity in the crude extract confirming, for this TCM, that a single compound was responsible for the antimalarial activity. (C) 2013 The Authors. Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.08.077

文献信息

• A Grand Challenge. 3. Unbiased Phenotypic Function of Metabolites from Australia Plants<i>Gloriosa superba</i>and<i>Alangium villosum</i>against Parkinson’s Disease
  作者：Dongdong Wang、Mariyam Murtaza、Stephen A. Wood、George D. Mellick、William Gang Miao、Gordon P. Guymer、Paul I. Forster、Yunjiang Feng、Ronald J. Quinn

  DOI：10.1021/acs.jnatprod.9b00880

  日期：2020.5.22

  colchicine analogues (9-14) as known structures. The chemical investigations of A. villosum resulted in the isolation of four new benzoquinolizidine N-oxides, tubulosine Nβ5-oxide (15), isotubulosine Nα5-oxide (16), 9-demethyltubulosine Nβ5-oxide (17), and 9-demethylisotubulosine Nα5-oxide (18), together with five known benzoquinolizidine alkaloids (19-23). The chemical structures of the new compounds (1-4 and

  作为旨在识别可探究帕金森氏病（PD）的化学探针的一项持续研究计划的一部分，我们对澳大利亚植物Gloriosa superba和Alangium v​​illosum进行了调查。对G. superba进行化学研究后，分离出了四种新生物碱，β-lumicolchicosidesAC（1-3）和γ-lumicolchicosideA（4），以及四种lumicolchicine衍生物（5-8）和六个秋水仙碱类似物（9）。 -14）作为已知结构。绒毛青霉的化学研究导致分离出四种新的苯并喹啉氮氧化物，微管素Nβ5-氧化物（15），异微管素Nα5-氧化物（16），9-去甲基微管素Nβ5-氧化物（17）和9-去甲基异微管素Nα5 -氧化物（18），以及五种已知的苯并喹喔啉生物碱（19-23）。通过广泛分析其NMR和MS数据，明确表征了新化合物（1-4和15-18）的化学结构。无偏多维分析用于研究所有代谢物
• Bognar,R. et al., Justus Liebigs Annalen der Chemie, 1970, vol. 738, p. 68 - 78
  作者：Bognar,R. et al.

  DOI：——

  日期：——