隐掌叶防己碱 | 2292-20-8

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 普罗托品类生物碱
• 中文名称: 隐掌叶防己碱
• 英文名称: Muramin
• 英文别名: Cryptopalmatin；Muramine；3,4,10,11-tetramethoxy-6-methyl-5,7,8,14-tetrahydrobenzo[e][2]benzazecin-13-one
• CAS: 2292-20-8
• 化学式: C₂₂H₂₇NO₅
• 分子量: 385.46
• InChiKey: HUIJAZQRYSCNED-UHFFFAOYSA-N

物化性质

• 熔点：
  148-150 °C
• 沸点：
  555.6±50.0 °C(Predicted)
• 密度：
  1.131±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  57.2
• 氢给体数：
  0
• 氢受体数：
  6

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  隐掌叶防己碱 、 碘甲烷 以 四氯化碳 为溶剂， 反应 10.0h， 以93.5%的产率得到2,4-Dinitro-6-bromophenol
  参考文献：
  名称：

  Utilization of protopine and related alkaloids. XVII. Spectroscopic studies on the ten-membered ring conformations of protopine and .ALPHA.-allocryptopine.

  摘要：

  普罗托品和 α-allocryptopine 在稀四氯化碳溶液中的红外羰基吸收以及质子核磁共振光谱中的核 Overhauser 效应实验表明，这些生物碱各自在十元环的两种主要构象之间相互转换。根据观察到的光谱数据对这些构象进行了讨论。

  DOI：

  10.1248/cpb.33.4775
• 作为产物：
  描述：

  (+/-)-14-Dihydro-nor-muramin 在 sodium tetrahydroborate 、 sodium acetate 、 pyridinium chlorochromate 作用下， 以 二氯甲烷 为溶剂， 反应 2.67h， 生成 隐掌叶防己碱
  参考文献：
  名称：

  Ronsch, Zeitschrift fur Chemie, 1987, vol. 27, # 2, p. 64 - 65

  摘要：

  DOI：

文献信息

• On the Synthesis of Protopine Alkaloids
  作者：Yasuhiro Wada、Harumi Kaga、Shiho Uchiito、Eri Kumazawa、Miho Tomiki、Yu Onozaki、Nobuhito Kurono、Masao Tokuda、Takeshi Ohkuma、Kazuhiko Orito

  DOI：10.1021/jo071038y

  日期：2007.9.1

  For the synthesis of protopine alkaloids, we studied a reaction sequence based on a ring enlargement of indeno[2,1-a][3]benzazepines by a singlet oxygen oxygenation, followed by conversion of an amide carbonyl group of the resultant 10-membered keto-lactam to a methylene group, which is the last step for completion of the synthesis. The key substances, indeno[2,1-a][3]benzazepines, were prepared by

  为了合成原松碱生物碱，我们研究了基于单重氧合氧化茚并[2,1- a ] [3]苯并ze庚因的环扩大，然后转化所得的10元酰胺基的反应顺序。酮内酰胺成亚甲基，这是完成合成的最后一步。关键物质茚并[2,1- a ] [3]苯并ze庚因是通过Bischler-Napieralski环化烷氧基取代的1-（2-溴苄基）-3-苯并ze庚因-2-酮制备的。检查了该合成中取代基的立体效应。
• Benzylisoquinoline alkaloid (BIA) precursor producing microbes, and methods of making and using the same
  申请人：The Board of Trustees of the Leland Stanford Junior University

  公开号：US10752903B2

  公开（公告）日：2020-08-25

  Methods and engineered yeast cells for generating a benzylisoquinoline alkaloid product are provided herein. A method comprises providing engineered yeast cells and a feedstock to a reactor. In the reactor, the engineered yeast cells are subjected to fermentation by incubating the engineered yeast cells for a time period to produce a solution comprising the BIA product and cellular material. The solution comprises not more than one class of molecule selected from the group of protoberberine, morphinan, isopavine, aporphine, and benzylisoquinoline. Additionally, at least one separation unit is used to separate the BIA product from the cellular material to provide the product stream comprising the BIA product.

  本文提供了生成苄基异喹啉生物碱产品的方法和工程酵母细胞。一种方法包括向反应器提供工程酵母菌细胞和原料。在反应器中，通过培养工程酵母菌细胞一段时间，使工程酵母菌细胞进行发酵，以产生一种包含苄基异喹啉生物碱产品和细胞材料的溶液。该溶液包含不多于一种选自原小檗碱、吗啡烷、异小檗碱、卟吩和苄基异喹啉组的分子。此外，至少一个分离装置用于将 BIA 产物从细胞材料中分离出来，以提供包含 BIA 产物的产品流。
• Herbal composition for treating various disorders including psoriasis, a process for preparation thereof and method for treatment of such disorders
  申请人：LUPIN LIMITED

  公开号：US20030194456A1

  公开（公告）日：2003-10-16

  The invention provides a novel herbal composition containing the extracts of the leaves and/or stem of Argemone mexicana plant, optionally containing the extracts of the fruits of Cuminum cyminum , which exhibits useful in vitro, in vivo and interesting immunological and pharmacological activities; a process for preparation thereof; and a method of treatment of psoriasis and related immunological and biological disorders by administration of the said novel herbal composition. The useful in vitro, in vivo and interesting immunological and pharmacological activities exhibited by the extracts and fractions of the leaves and/or stem of Argemone mexicana plant include immunosuppression, lymphoproliferation inhibition, cytokine modulation such as IL-2 inhibition, IFNgamma inhibition, IL-10 induction, keratinocyte proliferation inhibition, keratolytic activity, endothelial cell proliferation inhibition, inhibition of cell adhesion molecule expression such as ICAM-1, MEST inhibition, and enzymes inhibition such as p60src Tyrosine kinase, which are known to be involved in anti-psoriatic activity. The novel herbal composition(s) is useful in the treatment of various disorders, such as psoriasis including plaque psoriasis, gutatte psoriasis, pustular psoriasis and psoriasis of the nails; dermatitis and scleroderma; eczema; inflammatory disorders and other autoimmune diseases like psoriatic arthritis, rheumatoid arthritis, Crohn's disease, multiple sclerosis, irritable bowel disease, ankylosing spondilitis, systemic lupus erythremetosus and Sjogren's syndrome; allergies like asthma and chronic obstructive pulmonary disease and is safe, well-tolerated, non-toxic, with minimal and reversible adverse reactions or side effects, and most importantly, with minimal relapse or recurrence of the disease following completion of a treatment regimen. The invention also describes the presence of phosphodiesterase (III, IV and V) inhibition and 5-Lipoxygenase inhibition in the aqueous, ethanolic or aqueous-ethanolic extracts of fruits of Cuminum cyminum plant.

  本发明提供了一种新型草药组合物，其中含有以下植物的叶子和/或茎的提取物 Argemone mexicana 植物的叶和/或茎的提取物，可选择含有 孜然 本发明提供了一种新型草药组合物，该组合物具有有用的体外、体内和有趣的免疫学和药理学活性；其制备方法；以及通过服用所述新型草药组合物治疗银屑病和相关免疫学和生物学疾病的方法。墨西哥刺五加（Argemone mexicana）叶和/或茎的提取物和馏分在体外、体内和有趣的免疫学和药理学方面表现出的有用活性。 Argemone mexicana 包括免疫抑制、淋巴细胞增殖抑制、细胞因子调节（如 IL-2 抑制、IFNgamma 抑制、IL-10 诱导）、角质细胞增殖抑制、角质溶解活性、内皮细胞增殖抑制、细胞粘附分子表达抑制（如 ICAM-1）、MEST 抑制、酶抑制（如 p60src 酪氨酸激酶），已知这些活性参与了抗银屑病活性。新型草药组合物可用于治疗各种疾病，如银屑病，包括斑块型银屑病、银屑病、脓疱型银屑病和指甲银屑病；皮炎和硬皮病；湿疹；炎症性疾病和其他自身免疫性疾病，如银屑病关节炎、类风湿性关节炎、克罗恩病、多发性硬化症、肠易激综合征、强直性脊柱炎、系统性红斑狼疮和 Sjogren 综合征；过敏症，如哮喘和慢性阻塞性肺病，并且安全、耐受性好、无毒、不良反应或副作用极小且可逆，最重要的是，在完成治疗方案后，疾病的复发或复发率极低。本发明还描述了孜然果实的水提取物、乙醇提取物或水乙醇提取物中存在磷酸二酯酶（III、IV 和 V）抑制作用和 5-脂氧合酶抑制作用。 孜然 植物。
• Haworth; Koepfli; Perkin, Journal of the Chemical Society, 1927, p. 2262,2264
  作者：Haworth、Koepfli、Perkin

  DOI：——

  日期：——
• A PURIFIED ARABINOGALACTAN-PROTEIN (AGP) COMPOSITION
  申请人：Lupin Limited

  公开号：EP1789439A1

  公开（公告）日：2007-05-30

表征谱图