麻西罗霉素 | 63710-10-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 蒽环类药物
• 中文名称: 麻西罗霉素
• 中文别名: 马塞罗霉素
• 英文名称: marcellomycin
• 英文别名: rhodirubin E；methyl (1R,2R,4S)-4-[(2R,4S,5S,6S)-5-[(2S,4S,5S,6S)-5-[(2S,4S,5S,6S)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-4-hydroxy-6-methyloxan-2-yl]oxy-4-(dimethylamino)-6-methyloxan-2-yl]oxy-2-ethyl-2,5,7,10-tetrahydroxy-6,11-dioxo-3,4-dihydro-1H-tetracene-1-carboxylate
• CAS: 63710-10-1
• 化学式: C₄₂H₅₅NO₁₇
• 分子量: 845.895
• InChiKey: VJRAUFKOOPNFIQ-TVEKBUMESA-N

物化性质

• 熔点：
  146°C
• 沸点：
  771.16°C (rough estimate)
• 密度：
  1.2430 (rough estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  60
• 可旋转键数：
  10
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  261
• 氢给体数：
  7
• 氢受体数：
  18

反应信息

• 作为反应物：
  描述：

  N-乙酰-L-半胱氨酸 、 麻西罗霉素 在 1,4-dihydronicotinamide adenine dinucleotide 、 烟酰胺腺嘌呤双核苷酸磷酸盐 、 spinach ferredoxin 作用下， 以77%的产率得到
  参考文献：
  名称：

  7,11-双脱氧蒽环酮醌甲基化物的亲核捕获

  摘要：

  Les quinonemethides des desoxy-11 anthracyclinones possedent une reactive commeelectrophiles en reagissant avec des nucleophiles thiols et thiolates par 反应 sur le C-7

  DOI：

  10.1021/ja00362a037

文献信息

• Antitumor activity at the molecular level: binding modes in anthracycline–dinucleotide complexes as determined by optical titration and magnetic circular dichroism
  作者：M. J. Bell、G. W. Buchanan、B. R. Hollebone、E. D. Jones

  DOI：10.1139/v82-044

  日期：1982.2.1

  The first application of magnetic circular dichroism (mcd) spectroscopy to drug–dinucleotide binding is reported. The mcd spectra have been recorded for complexes of the intercalating anthracyclines carminomycin, marcellomycin, and aclacinomycin with the dinucleotide CpG. Analysis indicates that drugs having OH groups peri to each anthraquinone carbonyl (i.e. carminomycin and marcellomycin) bind with

  报道了磁性圆二色性 (mcd) 光谱在药物-二核苷酸结合中的首次应用。已经记录了嵌入蒽环霉素胭脂红霉素、马塞洛霉素和阿克拉霉素与二核苷酸 CpG 的复合物的 mcd 光谱。分析表明，在每个蒽醌羰基周围具有OH基团的药物（即胭脂红霉素和马塞洛霉素）仅与核苷酸中央亲水区中的一个药物分子结合。相比之下，阿克拉霉素，其中一个蒽醌羰基缺乏peri-OH，被发现协同结合，并且在二核苷酸腔中存在两个药物分子。结合的协同性已通过光学滴定程序阐明。
• Antibiotic compound
  申请人：Bristol-Myers Company

  公开号：US04162938A1

  公开（公告）日：1979-07-31

  A novel anthracycline antibiotic designated rudolphomycin is produced by fermentaion of Actinosporangium sp. ATCC 31127 and isolation of the new antibiotic free of substances co-produced therewith. Rudolphomycin and its pharmaceutically acceptable salts exhibit antimicrobial activity and inhibit the growth of mammalian tumors.

  一种新的蒽环类抗生素，名为Rudolphomycin，是通过Actinosporangium sp. ATCC 31127的发酵生产，并分离出与其共同生产的物质。 Rudolphomycin及其药物可接受的盐具有抗微生物活性并抑制哺乳动物肿瘤的生长。
• Method of forming multiple glycosidic linkages in a single step
  申请人：The Trustees of Princeton University

  公开号：US05635612A1

  公开（公告）日：1997-06-03

  The invention relates to methods that permit the rapid construction of oligosaccharides and other glycoconjugates. Methods for forming multiple glycosidic linkages in solution in a single step are disclosed. The invention takes advantage of the discovery that the relative reactivity of glycoside residues containing anomeric sulfoxides and nucleophilic functional groups can be controlled. In another aspect of the invention, the reactivity of activated anomeric sugar sulfoxides is utilized in a solid phase method for the formation of glycosidic linkages. The methods disclosed may be applied to the preparation of specific oligosaccharides and other glycoconjugates, as well as to the preparation of glycosidic libraries comprising mixtures of various oligosaccharides, including glycoconjugates, which can be screened for biological activity.

  本发明涉及一种可快速构建寡糖和其他糖类结合物的方法。本发明揭示了在溶液中一步形成多个糖苷键的方法。本发明利用了发现的糖苷残基含有缩醛基和亲核官能团的相对反应性可被控制的特点。在本发明的另一个方面，利用活化的缩醛基糖醇亚砜的反应性，用于在固相方法中形成糖苷键。所揭示的方法可应用于特定寡糖和其他糖类结合物的制备，以及制备包含多种寡糖和其他糖类结合物混合物的糖苷库，可用于筛选生物活性。
• Solution and solid-phase formation of glycosidic linkages
  申请人：Trustees of Princeton University

  公开号：US05700916A1

  公开（公告）日：1997-12-23

  The invention relates to methods that permit the rapid construction of oligosaccharides and other glycoconjugates. Methods for forming multiple glycosidic linkages in solution in a single step are disclosed. The invention takes advantage of the discovery that the relative reactivity of glycoside residues containing anomeric sulfoxides and nucleophilic functional groups can be controlled. In another aspect of the invention, the reactivity of activated anomeric sugar sulfoxides is utilized in a solid phase method for the formation of glycosidic linkages. The methods disclosed may be applied to the preparation of specific oligosaccharides and other glycoconjugates, as well as to the preparation of glycosidic libraries comprising mixtures of various oligosaccharides, including glycoconjugates, which can be screened for biological activity.

  本发明涉及一种快速构建寡糖和其他糖蛋白的方法。公开了在溶液中一步形成多个糖苷键的方法。本发明利用了糖苷残基中含有异构硫氧化物和亲核官能团的相对反应性可以被控制的发现。在本发明的另一个方面中，激活的异构糖硫氧化物的反应性被用于固相方法来形成糖苷键。所公开的方法可以应用于特定寡糖和其他糖蛋白的制备，以及制备包含各种寡糖和糖蛋白混合物的糖苷库，这些库可以用于生物活性筛选。
• Catalytic method of forming a glycosidic linkage
  申请人：Trustees of Princeton University

  公开号：US05792839A1

  公开（公告）日：1998-08-11

  The invention relates to methods that permit the rapid construction of oligosaccharides and other glycoconjugates. Methods for forming multiple glycosidic linkages in solution in a single step are disclosed. The invention takes advantage of the discovery that the relative reactivity of glycoside residues containing anomeric sulfoxides and nucleophilic functional groups can be controlled. In another aspect of the invention, the reactivity of activated anomeric sugar sulfoxides is utilized in a solid phase method for the formation of glycosidic linkages. The methods disclosed may be applied to the preparation of specific oligosaccharides and other glycoconjugates, as well as to the preparation of glycosidic libraries comprising mixtures of various oligosaccharides, including glycoconjugates, which can be screened for biological activity.

  本发明涉及一种快速构建寡糖和其他糖蛋白的方法。本发明揭示了在溶液中一步形成多个糖苷键的方法。本发明利用了发现含有缩醛基硫醇和亲核官能团的糖苷残基的相对反应性可以被控制的发现。在本发明的另一个方面，利用活化的缩醛基硫醇的反应性，实现了一种固相法形成糖苷键的方法。所揭示的方法可用于制备特定的寡糖和其他糖蛋白，以及制备包含各种寡糖的糖苷库，包括糖蛋白，可用于筛选生物活性。