echinosporin | 79127-35-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 英文名称: echinosporin
• 英文别名: (-)-Echinosporin；(1S,4S,7S,8S)-4-hydroxy-3-oxo-2,11-dioxatricyclo[5.4.0.04,8]undeca-5,9-diene-10-carboxamide
• CAS: 79127-35-8
• 化学式: C₁₀H₉NO₅
• 分子量: 223.185
• InChiKey: OXSZHYWOGQJUST-PDXIVQBHSA-N

物化性质

• 沸点：
  635.1±55.0 °C(Predicted)
• 密度：
  1.709±0.06 g/cm3(Predicted)
• 溶解度：
  DMF：可溶，甲醇：可溶，

计算性质

• 辛醇/水分配系数(LogP)：
  -0.6
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  98.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  echinosporin 在 盐酸 、 偶氮二甲酸二异丙酯 、 溶剂黄146 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 反应 23.17h， 生成 (1S,4aS,5S,7aS)-1-Acetoxy-3-carbamoyl-5-hydroxy-1,4a,5,7a-tetrahydro-cyclopenta[c]pyran-5-carboxylic acid methyl ester
  参考文献：
  名称：

  Smith III, Amos B.; Sulikowski, Gary A.; Sulikowski, Michelle M., Journal of the American Chemical Society, 1992, vol. 114, # 7, p. 2567 - 2576

  摘要：

  DOI：
• 作为产物：
  描述：

  (4aS,5S,7aS)-3-Carbamoyl-1,5-dihydroxy-1,4a,5,7a-tetrahydro-cyclopenta[c]pyran-5-carboxylic acid 在 三丁基膦 、 4 A molecular sieve 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 为溶剂， 以30%的产率得到echinosporin
  参考文献：
  名称：

  Smith III, Amos B.; Sulikowski, Gary A.; Sulikowski, Michelle M., Journal of the American Chemical Society, 1992, vol. 114, # 7, p. 2567 - 2576

  摘要：

  DOI：

文献信息

• [EN] BETA-SUBSTITUTED BETA-AMINO ACIDS AND ANALOGS AS CHEMOTHERAPEUTIC AGENTS AND USES THEREOF<br/>[FR] ACIDES BÊTA-AMINÉS SUBSTITUÉS EN BÊTA ET ANALOGUES À UTILISER EN TANT QU'AGENTS DE CHIMIOTHÉRAPIE ET LEURS UTILISATIONS
  申请人：QUADRIGA BIOSCIENCES INC

  公开号：WO2017024009A1

  公开（公告）日：2017-02-09

  β-Substituted β-amino acids, β-substituted β-amino acid derivatives, and β-substituted β-amino acid analogs and (bio)isosteres and their use as chemotherapeutic agents are disclosed. The β-substituted β-amino acid derivatives and β-substituted β-amino acid analogs and (bio)isosteres are selective LAT1/4F2hc substrates and exhibit rapid uptake and retention in tumors expressing the LAT1/4F2hc transporter. Methods of synthesizing the β-substituted β-amino acid derivatives and β-substituted β-amino acid analogs and methods of using the compounds for treating cancer are also disclosed. The β-substituted β-amino acid derivatives and β-substituted β-amino acid analogs exhibit selective uptake in tumor cells expressing the LAT1/4F2hc transporter and accumulate in cancerous cells when administered to a subject in vivo. The β-substituted β-amino acid derivatives and β-substituted β-amino acid analogs and (bio)isosteres exhibit cytotoxicity toward several tumor types.

  β-取代β-氨基酸，β-取代β-氨基酸衍生物，β-取代β-氨基酸类似物和（生物）同位素以及它们作为化疗药物的用途被披露。β-取代β-氨基酸衍生物和β-取代β-氨基酸类似物和（生物）同位素是选择性LAT1/4F2hc底物，并在表达LAT1/4F2hc转运蛋白的肿瘤中表现出快速摄取和保留。还披露了合成β-取代β-氨基酸衍生物和β-取代β-氨基酸类似物的方法以及使用这些化合物治疗癌症的方法。β-取代β-氨基酸衍生物和β-取代β-氨基酸类似物在表达LAT1/4F2hc转运蛋白的肿瘤细胞中表现出选择性摄取，并在体内给予受试者后在癌细胞中积累。β-取代β-氨基酸衍生物和β-取代β-氨基酸类似物和（生物）同位素对几种肿瘤类型表现出细胞毒性。
• β-substituted β-amino acids and analogs as chemotherapeutic agents and uses thereof
  申请人：Quadriga Biosciences, Inc.

  公开号：US10017459B2

  公开（公告）日：2018-07-10

  β-Substituted β-amino acids, β-substituted β-amino acid derivatives, and β-substituted β-amino acid analogs and (bio)isosteres and their use as chemotherapeutic agents are disclosed. The β-substituted β-amino acid derivatives and β-substituted β-amino acid analogs and (bio)isosteres are selective LAT1/4F2hc substrates and exhibit rapid uptake and retention in tumors expressing the LAT1/4F2hc transporter. Methods of synthesizing the β-substituted β-amino acid derivatives and β-substituted β-amino acid analogs and methods of using the compounds for treating cancer are also disclosed. The β-substituted β-amino acid derivatives and β-substituted β-amino acid analogs exhibit selective uptake in tumor cells expressing the LAT1/4F2hc transporter and accumulate in cancerous cells when administered to a subject in vivo. The β-substituted β-amino acid derivatives and β-substituted β-amino acid analogs and (bio)isosteres exhibit cytotoxicity toward several tumor types.

  本研究公开了 β-取代的 β-氨基酸、β-取代的 β-氨基酸衍生物和 β-取代的 β-氨基酸类似物和（生物）异构体及其作为化疗药物的用途。β-取代的β-氨基酸衍生物和β-取代的β-氨基酸类似物和（生物）异甾烷是选择性的 LAT1/4F2hc 底物，在表达 LAT1/4F2hc 转运体的肿瘤中表现出快速吸收和滞留。此外，还公开了β-取代的β-氨基酸衍生物和β-取代的β-氨基酸类似物的合成方法以及使用这些化合物治疗癌症的方法。β-取代的β-氨基酸衍生物和β-取代的β-氨基酸类似物在表达LAT1/4F2hc转运体的肿瘤细胞中表现出选择性吸收，并且在体内给受试者用药时会在癌细胞中蓄积。β-取代的 β-氨基酸衍生物和 β-取代的 β-氨基酸类似物及（生物）异构体对多种肿瘤类型具有细胞毒性。
• Beta-substituted beta-amino acids and analogs as chemotherapeutic agents and uses thereof
  申请人：Quadriga Biosciences, Inc.

  公开号：US10246406B2

  公开（公告）日：2019-04-02

  β-Substituted β-amino acids, β-substituted β-amino acid derivatives, and β-substituted β-amino acid analogs and (bio)isosteres and their use as chemotherapeutic agents are disclosed. The β-substituted β-amino acid derivatives and β-substituted β-amino acid analogs and (bio)isosteres are selective LAT1/4F2hc substrates and exhibit rapid uptake and retention in tumors expressing the LAT1/4F2hc transporter. Methods of synthesizing the β-substituted β-amino acid derivatives and β-substituted β-amino acid analogs and methods of using the compounds for treating cancer are also disclosed. The β-substituted β-amino acid derivatives and β-substituted β-amino acid analogs exhibit selective uptake in tumor cells expressing the LAT1/4F2hc transporter and accumulate in cancerous cells when administered to a subject in vivo. The β-substituted β-amino acid derivatives and β-substituted β-amino acid analogs and (bio)isosteres exhibit cytotoxicity toward several tumor types.

  本研究公开了 β-取代的 β-氨基酸、β-取代的 β-氨基酸衍生物和 β-取代的 β-氨基酸类似物和（生物）异构体及其作为化疗药物的用途。β-取代的β-氨基酸衍生物和β-取代的β-氨基酸类似物和（生物）异甾烷是选择性的 LAT1/4F2hc 底物，在表达 LAT1/4F2hc 转运体的肿瘤中表现出快速吸收和滞留。此外，还公开了β-取代的β-氨基酸衍生物和β-取代的β-氨基酸类似物的合成方法以及使用这些化合物治疗癌症的方法。β-取代的β-氨基酸衍生物和β-取代的β-氨基酸类似物在表达LAT1/4F2hc转运体的肿瘤细胞中表现出选择性吸收，并且在体内给受试者用药时会在癌细胞中蓄积。β-取代的 β-氨基酸衍生物和 β-取代的 β-氨基酸类似物及（生物）异构体对多种肿瘤类型具有细胞毒性。
• Processes and host cells for genome, pathway, and biomolecular engineering
  申请人：enEvolv, Inc.

  公开号：US10370654B2

  公开（公告）日：2019-08-06

  The present disclosure provides compositions and methods for genomic engineering.

  本公开提供了基因组工程的组合物和方法。
• Process
  申请人：——

  公开号：US20030232417A1

  公开（公告）日：2003-12-18

  The present invention relates to a process for preparing ascopyrone P, or a derivative thereof, said process comprising the steps of: (I) converting a starch-type substrate to 1,5-anhydro-D-fructose with &agr;-1,4-glucan lyase at a pH of from about 3.8 to 7.0; (II) treating said 1,5-anhydro-D-fructose with 1,5-anhydro-D-fructose dehydratase and/or pyranosone dehydratase and optionally ascopyrone P synthase at a pH of from about 5.0 to about 7.5.

  本发明涉及一种制备ascopyrone P或其衍生物的工艺，所述工艺包括以下步骤： (I)用&agr;-1,4-葡聚糖裂解酶在pH值约为3.8至7.0的条件下将淀粉型底物转化为1,5-脱水-D-果糖； (II) 用 1，5-脱水-D-果糖脱水酶和/或吡喃酮脱水酶和可选的 ascopyrone P 合成酶在约 5.0 至约 7.5 的 pH 值下处理所述 1，5-脱水-D-果糖。