2-acetoxy-9,10-anthraquinone | 1629-57-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 2-acetoxy-9,10-anthraquinone
• 英文别名: 2-acetoxyanthraquinone；2-acetoxy-anthraquinone；2-Acetoxy-anthrachinon；2-Hydroxy-anthrachinonacetat；9,10-Dioxo-9,10-dihydroanthracen-2-yl acetate；(9,10-dioxoanthracen-2-yl) acetate
• CAS: 1629-57-8
• 化学式: C₁₆H₁₀O₄
• mdl: MFCD14708282
• 分子量: 266.253
• InChiKey: FGKGRDOTGFSFDX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  60.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-acetoxy-9,10-anthraquinone 在 盐酸 、 乙醚 、 溶剂黄146 、 苯 作用下， 生成 1-chloro-9,10-diphenyl-[2]anthrol
  参考文献：
  名称：

  Etienne; Salmon, Bulletin de la Societe Chimique de France, 1954, p. 1127,1131

  摘要：

  DOI：
• 作为产物：
  描述：

  2-acetoxyanthracene 在 PhCl(PPh₃)3 叔丁基过氧化氢 作用下， 以 苯 为溶剂， 反应 24.0h， 以50%的产率得到2-acetoxy-9,10-anthraquinone
  参考文献：
  名称：

  叔丁基氢过氧化物的Rh催化的蒽氧化为蒽醌

  摘要：

  用叔丁基氢过氧化物进行Rh催化的2-取代蒽的氧化，蒽醌的收率高达90％，而用CrO 3进行的V催化的氧化和化学计量的氧化效率较低。

  DOI：

  10.1016/s0040-4039(00)94122-4

文献信息

• Assessing Chronic Exposure to Fumonisin Mycotoxins: The Use of Hair as a Suitable Noninvasive Matrix
  作者：V. Sewram、J. J. Nair、T. W. Nieuwoudt、W. C. A. Gelderblom、W. F. O. Marasas、G. S. Shephard

  DOI：10.1093/jat/25.6.450

  日期：2001.9.1

  This study describes for the first time the accumulation of measurable levels of fumonisin mycotoxins in the hair of nonhuman primates (vervet monkeys, Cercopithecus aethiops) and rats exposed to contaminated feed. Hair was subjected to reflux with methanol, and the resulting extract was cleaned up on strong anion exchange (SAX) and C18 solid-phase sorbents. Fumonisins FB1, FB2, and FB3 as well as their hydrolysis products commonly known as aminopolyols, AP1 and AP2, were detected in monkey hair using high-performance liquid chromatography coupled to electrospray ionization mass spectrometry (HPLC-ESI-MS). Despite matrix interferences, the two-stage mass spectrometric process (MS-MS) yielded product ion mass spectra, which served as diagnostic indicators thus providing unequivocal identification of FB1, FB2, and FB3 as well as AP1 and AP2. In vervet monkeys, the levels of exposure related well to the levels of toxin detected in hair, and levels as high as 5.98 mg FB1, 33.77 mg FB1, and 65.93 mg FB1/kg of hair were found in monkeys receiving control, low-dose, and high-dose contaminated diets, respectively. Hair was also analyzed from rats given either single gavage doses of 1 and 10 mg FB1/kg body weight or contaminated feed (50 mg FB1/kg), resulting in an exposure of approximately 4.25 mg FB1/kg body weight/day based on the measured daily feed intake. Analysis of rat hair over a four-week period indicated that mean levels up to 34.50 mg/kg and 42.20 mg/kg were detectable by the fourth week in the rats treated by gavage (10 mg FB1/kg body weight) and those receiving contaminated feed, respectively. This relationship indicates that hair can provide an easily applicable non-invasive matrix for assessing chronic exposure to fumonisin mycotoxins.

  这项研究首次描述了非人类灵长类动物（小猕猴，Cercopithecus aethiops）和暴露于污染饲料的老鼠的毛发中可测量的呕吐霉素（fumonisin）毒素的积累情况。毛发经过甲醇回流处理，提取物在强阴离子交换（SAX）和C18固相吸附剂上进行清理。使用高效液相色谱-电喷雾电离质谱联用技术（HPLC-ESI-MS）检测到了小猕猴毛发中的呕吐霉素FB1、FB2和FB3及其水解产物，通常被称为氨基多醇（aminopolyols），AP1和AP2。尽管存在基质干扰，两阶段质谱过程（MS-MS）产生的产物离子质谱作为诊断指标，从而无可置疑地识别了FB1、FB2和FB3以及AP1和AP2。在小猕猴中，曝光水平与毛发中检测到的毒素水平相关，接受对照组、低剂量和高剂量污染饮食的猴子毛发中分别发现高达5.98 mg FB1、33.77 mg FB1和65.93 mg FB1/kg的含量。对老鼠的毛发分析显示，给予1和10 mg FB1/kg体重的单次灌胃剂量或污染饲料（50 mg FB1/kg）后，基于测得的每日饲料摄入量，暴露量大约为4.25 mg FB1/kg体重/天。在为期四周的实验中，灌胃处理（10 mg FB1/kg体重）和接受污染饲料的老鼠在第四周时的平均毛发中可检测到的水平分别高达34.50 mg/kg和42.20 mg/kg。这一关系表明，毛发可以作为评估对呕吐霉素毒素慢性暴露的一个易于应用的非侵入性基质。
• Harrison, Charles R.; Hodge, Philip; Khan, Naeem, Journal of the Chemical Society. Perkin transactions I, 1980, p. 1592 - 1594
  作者：Harrison, Charles R.、Hodge, Philip、Khan, Naeem

  DOI：——

  日期：——
• Dimroth; Friedemann; Kaemmerer, Chemische Berichte, 1920, vol. 53, p. 486
  作者：Dimroth、Friedemann、Kaemmerer

  DOI：——

  日期：——
• XLIV.—Reduction products of the hydroxyanthraquinones. Part XI
  作者：Edwin John Cross、Arthur George Perkin

  DOI：10.1039/jr9300000292

  日期：——
• Woroshzow; Aleksandrow, Zhurnal Obshchei Khimii, 1940, vol. 10, p. 869,877,878
  作者：Woroshzow、Aleksandrow

  DOI：——

  日期：——