betulin

• 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: betulin
• 英文别名: (1R,3aS,5aR,5bR,9S,11aR)-3a-(hydroxymethyl)-1-isopropenyl-5a,5b,8,8,11a-pentamethyl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-ol；(1R,3aS,5aR,5bR,9S,11aR)-3a-(hydroxymethyl)-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-ol
• 化学式: C₃₀H₅₀O₂
• 分子量: 442.726
• InChiKey: FVWJYYTZTCVBKE-NBEMKFCPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.3
• 重原子数：
  32
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  betulin 在 六甲基磷酰三胺 、 乙二醇二甲醚 、 sodium iodide 、 锌 作用下， 以 吡啶 为溶剂， 反应 13.0h， 生成 lupeol
  参考文献：
  名称：

  Studies on the constituents of Artemisia argyi LEVL et VANT.

  摘要：

  从中国采集的艾蒿（Artemisia argyi，LEVL et VANT，菊科）中分离出了十二种化合物：棕榈酸乙酯、油酸乙酯、亚油酸乙酯、露根酮、露根醋酸酯、α-阿莫林醋酸酯、β-阿莫林醋酸酯、谷丁酮、芬尔酮、24-亚甲基环阿坦酮、西米腺醇和反式苯乙烯酸。这是首次从天然源中分离出反式苯乙烯酸的报告。

  DOI：

  10.1248/cpb.32.723

文献信息

• [EN] METHOD FOR PREPARATION OF BETULINIC ACID<br/>[FR] PROCÉDÉ DE PRÉPARATION D'ACIDE BÉTULINIQUE
  申请人：STORA ENSO OYJ

  公开号：WO2013038312A1

  公开（公告）日：2013-03-21

  The present invention relates to a method for preparation of betulinic acid from betulin. The method comprises oxidizing betulin to betulinic and/or betulonic aldehyde with a ruthenium based catalyst catalyzed oxidation process in the presence of an oxidant, and further converting the betulinic and/or betulonic aldehyde to betulinic acid.

  本发明涉及一种从白桦酸中制备白桦酸的方法。该方法包括在氧化剂存在下，使用基于钌的催化剂催化氧化过程将白桦酸氧化为白桦酸和/或白桦醛，然后进一步将白桦酸和/或白桦醛转化为白桦酸。
• TRITERPENES DERIVATIVES AND USES THEREOF AS ANTITUMOR AGENTS OR ANTI-INFLAMMATORY AGENTS
  申请人：PICHETTE ANDRE

  公开号：US20080167254A1

  公开（公告）日：2008-07-10

  A compound of formula (1): wherein R 1 is selected from the group consisting of H, α-L-Rhamnopyranose, α-D-Mannopyranose, β-D-Xylopyranose, β-D-Glucopyranose, and α-D-Arabinopyranose; R 2 is selected from CH 3 , COOH, CH 2 OH, COOCH 3 and CH 2 O-α-D-Arabinopyranose; with the proviso that the compound of formula (I) is not a compound of formula (I) wherein R 1 is β-D-Glucopyranose and R 2 is COOH; wherein R 1 is α-L-Rhamnopyranose and R 2 is CH 3 ; wherein R 1 is β-D-Glucopyranose and R 2 is CH 2 OH; wherein R 1 is β-D-Xylopyranose and R 2 is CH 2 OH; wherein R 1 is α-L-Rhamnopyranose and R 2 is COOCH 3 , wherein R 1 is H and R 2 is CH 3 ; wherein R 1 is H and R 2 is CH 2 OH; wherein R 1 is H and R 2 is COOH; or wherein R 1 is H and R 2 is COOCH 3 , or a pharmaceutically acceptable salt thereof.

  式（1）的化合物：其中R1选自H、α-L-葡萄糖苷、α-D-甘露糖苷、β-D-木糖苷、β-D-葡萄糖苷和α-D-阿拉伯糖苷组成的群；R2选自CH3、COOH、CH2OH、COOCH3和CH2O-α-D-阿拉伯糖苷；但化合物的式（I）不是式（I）中R1为β-D-葡萄糖苷且R2为COOH的化合物；其中R1为α-L-葡萄糖苷且R2为CH3；其中R1为β-D-葡萄糖苷且R2为CH2OH；其中R1为β-D-木糖苷且R2为CH2OH；其中R1为α-L-葡萄糖苷且R2为COOCH3；其中R1为H且R2为CH3；其中R1为H且R2为CH2OH；其中R1为H且R2为COOH；或其中R1为H且R2为COOCH3，或其药学上可接受的盐。
• [EN] TRITERPENOID DERIVATIVES USEFUL AS ANTIPROLIFERATIVE AGENTS<br/>[FR] DÉRIVÉS DE TRITERPÉNOÏDE AGENTS ANTIPROLIFÉRATION
  申请人：UNIV DE COIMBRA

  公开号：WO2010134830A1

  公开（公告）日：2010-11-25

  Formule (I) and (II). The present invention relates to the use of a new lupane derivative of general formula (I) or (II), or a pharmaceutically acceptable salt, crystal form, complex, hydrate, or hydrolysable ester thereof, for preventing and/or inhibiting tumor growth and for treating cancer and other proliferative diseases, more particularly for treating leukemia, liver, cervical, colon and prostate cancer. The present invention also relates to the synthesis of these compounds and to pharmaceutical compositions which contain them.

  公式(I)和(II)。本发明涉及使用一种新的通用公式(I)或(II)的鲁班衍生物，或其药学上可接受的盐、晶型、复合物、水合物或可水解酯，用于预防和/或抑制肿瘤生长，并用于治疗癌症和其他增生性疾病，更具体地用于治疗白血病、肝脏、宫颈、结肠和前列腺癌。本发明还涉及这些化合物的合成以及含有它们的药物组合物。
• N'--3-AMINO-3-PHENYLPROPEONIC ACID AND THE PHARMACEUTICALLY ACCEPTABLE DERIVATIVES THEREOF, A METHOD FOR THE PRODUCTION AND THE USE THEREOF IN THE FORM OF A MEDICINAL AGENT
  申请人：Dzhemilev Usein Memetovich

  公开号：US20100087539A1

  公开（公告）日：2010-04-08

  The invention relates to the field of organic chemistry and medicine, in particular to virology. More specifically the invention relates to a novel chemical compound N′-N-[3-oxo-lupan-28-oyl]-9-aminononanoyl}-3-amino-3-phenylpropionic acid of formula 1 and to pharmaceutically acceptable salts and prodrug forms thereof exhibiting an anti-viral (anti-HIV) and immunostimulating activity. A method for producing the compound of formula 1 and the use thereof for the manufacture of a medicinal agent exhibiting an anti-viral (anti-HIV) and immunostimulating activity is also disclosed.

  该发明涉及有机化学和医学领域，特别是病毒学。更具体地说，该发明涉及一种新型化合物N′-N-[3-氧代-鲁班-28-酰基]-9-氨基壬酰基}-3-氨基-3-苯丙酸，其化学式为1，以及该化合物的药用盐和前药形式，具有抗病毒（抗HIV）和免疫刺激活性。还公开了一种制备化合物1的方法以及将其用于制造具有抗病毒（抗HIV）和免疫刺激活性的药物的用途。
• METHOD FOR PRODUCING 30-HALOGENATED BETULINIC ACID
  申请人：Yan Xiufeng

  公开号：US20140296546A1

  公开（公告）日：2014-10-02

  The invention discloses a method for producing 30-halogenated betulinic acid. Betulin is used as a raw material and selectively oxidized and halogenated to generate 30-betulinic acid, and the selected oxidation and halogenation agent has high selectivity and does not affect C-3 hydroxyl or carbon-carbon double bonds. Oxidation and halogenation are completed in one step, so the process route is short, the treatment method is simple, and the product is purified easily.

  该发明公开了一种制备30-卤代齐墩果酸的方法。以白桦醇为原料，选择性氧化和卤代生成30-齐墩果酸，所选氧化和卤代剂具有较高的选择性，不影响C-3羟基或碳-碳双键。氧化和卤代在一步内完成，因此工艺路线简短，处理方法简单，产品易于纯化。