3-acetyl-11-deoxyglycyrrhetic acid chloride | 53312-20-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 3-acetyl-11-deoxyglycyrrhetic acid chloride
• 英文别名: 3β-acetoxy-oleanen-(12)-oic acid-(30)-chloride；3β-Acetoxy-oleanen-(12)-saeure-(30)-chlorid；3β-Acetoxy-oleanen-(12)-oyl-(30)-chlorid；3β-acetoxy-18β-olean-12-en-30-oyl chloride；[(3S,4aR,6aR,6bS,8aS,11S,12aR,14aR,14bR)-11-carbonochloridoyl-4,4,6a,6b,8a,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl] acetate
• CAS: 53312-20-2
• 化学式: C₃₂H₄₉ClO₃
• 分子量: 517.192
• InChiKey: GYSQKEQBYGVGJC-OJTFNSJNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9
• 重原子数：
  36
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-acetyl-11-deoxyglycyrrhetic acid chloride 生成 [(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienyl] (2S,4aS,6aR,6aS,6bR,8aR,10S,12aR,14bR)-10-acetyloxy-2,4a,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-2-carboxylate
  参考文献：
  名称：

  KURONO, MASATSUNEH;UINO, JOSIKADZU;KIMURA, XIROMOTO;OKA, MITSURU;XASEHGAV+

  摘要：

  DOI：
• 作为产物：
  描述：

  甘草次酸 在 platinum(IV) oxide 吡啶 、 五氯化磷 、 氢气 作用下， 以 1,4-二氧六环 、 溶剂黄146 为溶剂， 反应 41.0h， 生成 3-acetyl-11-deoxyglycyrrhetic acid chloride
  参考文献：
  名称：

  Cattel, Luigi; Delprino, Laura; Biglino, Giuseppe, Journal of Chemical Research, Miniprint, 1980, # 2, p. 731 - 751

  摘要：

  DOI：

文献信息

• Glycyrrhetic acid derivatives and use thereof
  申请人：Sanwa Kagaku Kenkyusho Co., Ltd.

  公开号：US04871740A1

  公开（公告）日：1989-10-03

  A glycyrrhetic acid derivative of the formula ##STR1## wherein X and Y are hydrogen atom, respectively or X is oxygen atom together with Y, A.sub.1 is methylene or carbonyl radical, A.sub.2 is hydrogen atom, cyano, carbamoyl, carboxyl radical or alkoxycarbonyl group, m and n are an integer, respectively, R.sub.1 is a radical of ##STR2## in which R.sub.2 is an alkyl, alkenyl group, phenyl radical or a substituted phenyl radical, A.sub.3 is S, O or NH, and l is an integer, a process for the preparation of the derivatives, and use of the derivative as a pharmaceutical agent.

  一种公式为##STR1##的甘草酸衍生物，其中X和Y分别为氢原子，或X为氧原子与Y结合，A.sub.1为亚甲基或羰基基，A.sub.2为氢原子、氰基、氨基甲酰基、羧基基团或烷氧羰基团，m和n分别为整数，R.sub.1为##STR2##中的基团，其中R.sub.2为烷基、烯基基团、苯基基团或取代苯基基团，A.sub.3为S、O或NH，l为整数，一种制备该衍生物的方法，以及将该衍生物用作药物代理的用途。
• Glycyrrhetinic acid derivatives
  申请人：Sanwa Kagaku Kenkyusho Co., Ltd.

  公开号：US05356880A1

  公开（公告）日：1994-10-18

  The invention provides a novel glycoside which contains as the aglycon a 4-(substituted phenyl)piperazine-1-yl derivative of glycyrrhetinic acid and 11-deoxo-glycyrrhetinic acid or their derivative as well as a composition for the treatment of virus infection, which contains these compounds as a main active component.

  本发明提供了一种新型糖苷，其包含4-（取代苯基）哌嗪-1-基衍生物甘草酸和11-去氧甘草酸或其衍生物作为无糖基部分，以及一种用于治疗病毒感染的组合物，其将这些化合物作为主要活性成分。
• Glycyrrhetinic acid derivatives and antiviral compositions thereof
  申请人：SANWA KAGAKU KENKYUSHO CO., LTD.

  公开号：EP0518533A1

  公开（公告）日：1992-12-16

  Glycyrrhetinic acid substituted at its 30 positions is of the general formula where X and Y are H or together oxo, Z is a saccharide or -A₂-(CH₂)n-(CH=CH)m-A₁- and W is extensively defined, including of three further general formulae each terminating in substituted phenylpiperazine. Synthesis can be by use of a glycosyl bromide and a condensing agent and optionally sulfation or phosphation. The compounds and their salts have antiviral action, especially those which contain as the aglycon a 4-(substituted)phenylpiperazine-1-yl derivative. Pharmaceutical compositions are described for oral, topical or injection administration. The compounds and compositions are effective to treat viral diseases, e.g. herpes virus or influenza.

  在 30 位上被取代的甘草次酸的通式为 其中 X 和 Y 是 H 或一起是氧代，Z 是糖或-A₂-(CH₂)n-(CH=CH)m-A₁-，W 的定义很广，包括三个通式，每个通式都以取代的苯基哌嗪结尾。 合成时可使用溴化糖基和缩合剂，也可选择硫酸化或磷酸化。 这些化合物及其盐类具有抗病毒作用，尤其是那些含有 4-（取代）苯基哌嗪-1-基衍生物作为苷元的化合物。 所述药物组合物可用于口服、局部或注射给药。 这些化合物和组合物能有效治疗病毒性疾病，如疱疹病毒或流感。
• Folate Deficiency In Vitro Induces Uracil Misincorporation and DNA Hypomethylation and Inhibits DNA Excision Repair in Immortalized Normal Human Colon Epithelial Cells
  作者：Susan J. Duthie、Sabrina Narayanan、Stephanie Blum、Lynn Pirie、Gillian M. Brand

  DOI：10.1207/s15327914nc372_18

  日期：2000.7

  Epidemiological studies have indicated that folic acid protects against a variety of cancers, particularly cancer of the colorectum. Folate is essential for efficient DNA synthesis and repair. Moreover folate can affect cellular S-adenosylmethionine levels, which regulate DNA methylation and control gene expression. We have investigated the mechanisms through which folate affects DNA stability in immortalized normal human colonocytes (HCEC). DNA strand breakage, uracil misincorporation, and DNA repair, in response to oxidative and alkylation damage, were determined in folate-sufficient and folate-deficient colonocytes by single cell gel electrophoresis. In addition, methyl incorporation into genomic DNA was measured using the bacterial enzyme Sss1 methylase. Cultured human colonocyte DNA contained endogenous strand breaks and uracil. Folate deficiency significantly increased strand breakage and uracil misincorporation in these cells. This negative effect on DNA stability was concentration dependent at levels usually found in human plasma (1-10 ng/ml). DNA methylation was decreased in HCEC grown in the absence of folate. Conversely, hypomethylation was nor concentration dependent. Folate deficiency impaired the ability of HCEC to repair oxidative and alkylation damage. These results demonstrate that folic acid modulates DNA repair DNA strand breakage, and uracil misincorporation in immortalized human colonocytes and that folate deficiency substantially decreases DNA stability in these cells.
• US4871740A
  申请人：——

  公开号：US4871740A

  公开（公告）日：1989-10-03