7-ethyl-10-hydroxycamptothecine carboxylate

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 喜树碱
• 英文名称: 7-ethyl-10-hydroxycamptothecine carboxylate
• 英文别名: SN-38 carboxylate form；SN-38 carboxylate；7-[(1S)-1-carboxy-1-hydroxypropyl]-12-ethyl-8-(hydroxymethyl)-9-oxo-11H-indolizino[1,2-b]quinolin-2-olate
• 化学式: C₂₂H₂₁N₂O₆
• 分子量: 409.419
• InChiKey: IRKZFHZUIBLGKU-QFIPXVFZSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  30
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  134
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  7-ethyl-10-hydroxycamptothecine carboxylate 生成 7-乙基-10-羟基喜树碱
  参考文献：
  名称：

  Mohammadi, Ali; Esmaeili, Farnaz; Dinarvand, Rassoul, Asian Journal of Chemistry, 2010, vol. 22, # 5, p. 3966 - 3972

  摘要：

  DOI：
• 作为产物：
  描述：

  7-乙基-10-羟基喜树碱 以 phosphate buffer 为溶剂， 以99%的产率得到7-ethyl-10-hydroxycamptothecine carboxylate
  参考文献：
  名称：

  Chu, Xiao-Yan; Kato, Yukio; Niinuma, Kayoko, Journal of Pharmacology and Experimental Therapeutics, 1997, vol. 281, # 1, p. 304 - 314

  摘要：

  DOI：

文献信息

• Development of ELISAs for Irinotecan and Its Active Metabolite SN-38.
  作者：Tetsuya SAITA、Hiroshi FUJITO、Masato MORI

  DOI：10.1248/bpb.23.911

  日期：——

  Two highly sensitive and specific enzyme-linked immunosorbent assays (ELISAs) for the determination of 7-thyl-10-[4-(1-piperidino)-1-piperidino]carbonyloxy-camptothecin (irinotecan) and 7-ethyl-10-hydroxycamp-tothecin (SN-38), an active metabolite of irinotecan, were developed, which are capable of measuring as low as 16 and 160 pg of each drug/ml, respectively.Anti-irinotecan antibody was obtained by immunizing rabbits with irinotecan conjugated with mercapto-succinyl bovine serum albumin (MS.BSA) using N-(4-diazophenyl)maleimide (DPM) as a heterobifunctional coupling agent. An enzyme marker was similarly prepared by coupling irinotecan with horseradish peroxidase (HRP) via DPM. This ELISA for irinotecan was specific for irinotecan and showed almost no cross-reactivity with its active metabolite SN-38. Anti-SN-38 antibody was obtained by immunizing rabbits with SN-38 conjugated with BSA using the N-succinimidyl ester method. An enzyme marker was prepared by coupling SN-38 with HRP employing DPM. The ELISA for SN-38 was specific to SN-38 and showed a very slight cross-reactivity with irinotecan (0.08%). Using the 2 assays, we reconfirmed the rapid metabolite of irinotecan with rat serum. The 2 ELISAs may be a valuable tool for studies of the pharmacokinetics and pharmacodynamics of these drugs.

  本研究开发了两种高灵敏度和特异性的酶联免疫吸附测定法（ELISAs），用于测定 7-乙基-10-[4-(1-哌啶基)-1-哌啶基]碳酰氧基喜树碱（伊立替康）和 7-乙基-10-羟基莰替康（SN-38）（伊立替康的一种活性代谢产物），每种药物的测定值分别低至 16 和 160 pg/ml。使用 N-(4-二氮苯基)马来酰亚胺（DPM）作为杂官能偶联剂，用与巯基琥珀酰牛血清白蛋白（MS.BSA）共轭的伊立替康免疫兔子，可获得抗伊立替康抗体。通过 DPM 将伊立替康与辣根过氧化物酶 (HRP) 偶联，同样制备了酶标记物。这种伊立替康酶联免疫吸附试验对伊立替康具有特异性，与其活性代谢物 SN-38 几乎没有交叉反应。抗 SN-38 抗体是用 N-琥珀酰亚胺酯法将 SN-38 与 BSA 结合在一起免疫兔子而获得的。利用 DPM 将 SN-38 与 HRP 偶联，制备酶标记物。SN-38 酶联免疫吸附试验对 SN-38 具有特异性，与伊立替康的交叉反应非常轻微（0.08%）。通过这两种检测方法，我们再次确认了大鼠血清中伊立替康的快速代谢物。这两种酶联免疫吸附试验可能是研究这些药物的药代动力学和药效学的重要工具。
• Chu, Xiao-Yan; Suzuki, Hiroshi; Ueda, Kaoru, Journal of Pharmacology and Experimental Therapeutics, 1999, vol. 288, # 2, p. 735 - 741
  作者：Chu, Xiao-Yan、Suzuki, Hiroshi、Ueda, Kaoru、Kato, Yukio、Akiyama, Shin-Ichi、Sugiyama, Yuichi

  DOI：——

  日期：——