(3aR)-2-phenyl-5c-(3,4,5-trimethoxy-phenyl)-(3ar)-3,3a,4,5-tetrahydro-2H-[1,3]dioxolo[4',5':4,5]benzo[1,2-g]indazole-4c-carboxylic acid | 121976-16-7

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物 - 芳基四氢萘木脂素
• 英文名称: (3aR)-2-phenyl-5c-(3,4,5-trimethoxy-phenyl)-(3ar)-3,3a,4,5-tetrahydro-2H-[1,3]dioxolo[4',5':4,5]benzo[1,2-g]indazole-4c-carboxylic acid
• 英文别名: (3aR,4R,5R)-2-phenyl-5-(3,4,5-trimethoxyphenyl)-3,3a,4,5-tetrahydro-[1,3]benzodioxolo[6,5-g]indazole-4-carboxylic acid
• CAS: 121976-16-7
• 化学式: C₂₈H₂₆N₂O₇
• 分子量: 502.524
• InChiKey: QCYIDHCGZBASQZ-OWAUWMPXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  37
• 可旋转键数：
  6
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  99
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  (3aR)-2-phenyl-5c-(3,4,5-trimethoxy-phenyl)-(3ar)-3,3a,4,5-tetrahydro-2H-[1,3]dioxolo[4',5':4,5]benzo[1,2-g]indazole-4c-carboxylic acid 在 溴 作用下， 以 乙醚 、 氯仿 为溶剂， 生成 (3aR)-2-(4-bromo-phenyl)-5c-(3,4,5-trimethoxy-phenyl)-(3ar)-3,3a,4,5-tetrahydro-2H-[1,3]dioxolo[4',5':4,5]benzo[1,2-g]indazole-4c-carboxylic acid methyl ester
  参考文献：
  名称：

  Compounds Related to Podophyllotoxin. XII. Podophyllotoxone, Picropodophyllone and Dehydropodophyllotoxin¹

  摘要：

  DOI：

  10.1021/ja01508a026
• 作为产物：
  描述：

  鬼臼毒素 在 重铬酸吡啶 、 溶剂黄146 作用下， 以 二氯甲烷 为溶剂， 反应 28.0h， 生成 (3aR)-2-phenyl-5c-(3,4,5-trimethoxy-phenyl)-(3ar)-3,3a,4,5-tetrahydro-2H-[1,3]dioxolo[4',5':4,5]benzo[1,2-g]indazole-4c-carboxylic acid
  参考文献：
  名称：

  Cytotoxic cyclolignans related to podophyllotoxin

  摘要：

  The cyclolignan family of natural products includes compounds with important antineoplastic and antiviral properties such as podophyllotoxin and two of their semisynthetic derivatives, etoposide and teniposide. The latter are included in a wide variety of cancer chemotherapy protocols. Due to these biological activities, cyclolignans have been the objective of numerous studies focused to prepare better and safer anticancer drugs. Several cyclolignans related to podophyllotoxin have, been prepared and evaluated for their cytotoxic activities on four neoplastic cell lines (P-388, A-549, HT-29 and MEL-28); some of them have antiviral and immunosuppressive activities. (C) 2001 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0014-827x(01)01030-8

文献信息

• 13C NMR data for 7- and/or 9-aza-substituted naphthalenecyclolignans
  作者：M. Angeles Castro、José M. Miguel del Corral、M. Luisa López-Vázquez、Pablo A. García、Arturo San Feliciano、Marina Gordaliza

  DOI：10.1002/(sici)1097-458x(199711)35:11<808::aid-omr165>3.0.co;2-l

  日期：1997.11

  C-13 NMR assignments are provided for 45 7- and/or 9-aza-substituted naphthalenecyclolignans. (C) 1997 John Wiley & Sons, Ltd.
• Cytotoxic cyclolignans related to podophyllotoxin
  作者：Marina Gordaliza、José M Miguel del Corral、M Angeles Castro、Pablo A Garcı́a-Garcı́a、Arturo San Feliciano

  DOI：10.1016/s0014-827x(01)01030-8

  日期：2001.4

  The cyclolignan family of natural products includes compounds with important antineoplastic and antiviral properties such as podophyllotoxin and two of their semisynthetic derivatives, etoposide and teniposide. The latter are included in a wide variety of cancer chemotherapy protocols. Due to these biological activities, cyclolignans have been the objective of numerous studies focused to prepare better and safer anticancer drugs. Several cyclolignans related to podophyllotoxin have, been prepared and evaluated for their cytotoxic activities on four neoplastic cell lines (P-388, A-549, HT-29 and MEL-28); some of them have antiviral and immunosuppressive activities. (C) 2001 Elsevier Science S.A. All rights reserved.
• Compounds Related to Podophyllotoxin. XII. Podophyllotoxone, Picropodophyllone and Dehydropodophyllotoxin¹
  作者：Walter J. Gensler、Francis Johnson、A. David B. Sloan

  DOI：10.1021/ja01508a026

  日期：1960.12