车叶草酸 | 25368-11-0

• 物质功能分类: 生物化工 - 提取物
• 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
• 中文名称: 车叶草酸
• 中文别名: 车叶草苷酸；车叶草甙酸
• 英文名称: asperulosidic acid
• 英文别名: (1S,4aS,5S,7aS)-7-(acetyloxymethyl)-5-hydroxy-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylic acid
• CAS: 25368-11-0
• 化学式: C₁₈H₂₄O₁₂
• 分子量: 432.381
• InChiKey: DGDWCRWJRNMRKX-DILZHRMZSA-N

物化性质

• 沸点：
  715.6±60.0 °C(Predicted)
• 密度：
  1?+-.0.1 g/cm3(Predicted)
• 溶解度：
  溶于DMSO、乙醇、甲醇和吡啶

计算性质

• 辛醇/水分配系数(LogP)：
  -3.2
• 重原子数：
  30
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  192
• 氢给体数：
  6
• 氢受体数：
  12

安全信息

• WGK Germany：
  3
• 危险性防范说明：
  P261,P280,P301+P312,P302+P352,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  2-8°C

制备方法与用途

作用

车叶草苷酸是一种环烯醚萜类物质，是诺尼果汁中重要的活性成分。它具有抗肿瘤、抗病毒、抗氧化和抗畸变等活性，与人体健康密切相关。

制备

取10公斤白花蛇舌草加入75%乙醇（体积比）回流提取2次，每次1小时，60℃减压浓缩至相对密度为1.10-1.20。将浓缩液中加入重量百分比为0.5%的活性炭脱色，高速离心取上清，真空干燥得白花蛇舌草粗提物；将粗提物采用30%甲醇溶解，以ODS开口柱（20×250mm，5μm）为固定相，30%甲醇水溶液洗脱。回收甲醇后，再次真空干燥。干燥后的样品用5%甲醇溶解，采用高速逆流色谱法分离获得车叶草苷酸。制备条件：YMC-PackODS-A色谱柱（20×250mm，5μm）为色谱柱，以体积浓度为5%的甲醇为流动相，等梯度洗脱60分钟；检测波长235nm；进样体积100μL。

生物活性

ASPerulosidic Acid（ASPA）是一种具有生物活性的环烯醚萜苷，从白花蛇舌草中提取。它具有抗肿瘤、抗氧化和抗炎作用。ASPA通过抑制NF-κB和丝裂原活化蛋白激酶（MAPK）信号通路来抑制炎性细胞因子（TNF-α、IL-6）的释放而发挥抗炎作用。

体外研究

在脂多糖（LPS）诱导的大鼠巨噬细胞系RAW264.7中，ASPA（40-160 μg/mL；预处理1小时）显著下调TNF-α和IL-6的mRNA水平，与单独使用LPS组相比。ASPA以浓度依赖性方式减少IκB-α磷酸化，并在所有浓度下降低Erk1/2磷酸化，但对p-p38没有影响。

RT-PCR结果

• 细胞系：RAW 264.7细胞
• 浓度：40 μg/mL、80 μg/mL 和 160 μg/mL
• 预处理时间：1小时
• 结果：TNF-α和IL-6 mRNA表达下调

Western Blot分析结果

• 细胞系：RAW 264.7细胞
• 浓度：40 μg/mL、80 μg/mL 和 160 μg/mL
• 预处理时间：1小时
• 结果：IκB-α和Erk1/2磷酸化下调

反应信息

• 作为反应物：
  描述：

  车叶草酸 在 盐酸 作用下， 以 水 为溶剂， 生成 D-葡萄糖
  参考文献：
  名称：

  Identification and occurrence of phenylethanoid and iridoid glycosides in six Polish broomrapes (Orobanche spp. and Phelipanche spp., Orobanchaceae)

  摘要：

  There are about 200 holoparasitic broomrapes (Orobanchaceae) known worldwide, however, only several species have been so far investigated phytochemically. Among Orobanche s.l. are both rare and endangered species, as well as onerous crop pests. This study aims to give a phytochemical description, both qualitative and quantitative, of six broomrape species (Orobanche and Phelipanche taxa) growing in Poland, including species that have not been tested in detail (O. caryophyllacea, O. linen, O. picridis, and P. arenaria). Sixteen metabolites, including 14 phenylethanoid glycosides (PhGs) and 2 iridoid glycosides (IrGs), were isolated and identified using NMR spectroscopy and hydrolysis, revealing the presence of two previously undescribed PhGs in P. ramosa, named ramoside A and 2'-acetylramoside A. In addition, in the example of O. caryophyllacea, we have reported as the first occurrence of IrGs in broomrapes. Concentrations of phenylethanoids, the main constituents of broomrapes, in the studied plant material (flowering shoots with haustoria) were determined using the UHPLC-PDA method. It was found that P. ramosa has been the richest source of PhGs. In addition, the differences between broomrapes have been visualized using principal component and cluster analysis. The results of the antiradical DPPH test of 13 PhGs confirmed previous findings on the relation of the antioxidant potential with the structure of phenolic moieties - phenolic acid and phenylethanoid unit.

  DOI：

  10.1016/j.phytochem.2019.112189

文献信息

• Hair dyeing
  申请人：TOKIWA KANPO PHARMACEUTICAL CO., LTD.

  公开号：EP0440494A2

  公开（公告）日：1991-08-07

  An iridoid glycoside, or an aglycone thereof, is used to dye hair, and for the manufacture of a cosmetic for dyeing hair.

  鸢尾甙或其苷元可用于染发和制造染发化妆品。
• AN ESTERASE THAT IS CAPABLE OF CONVERTING IRIDOIDS AND SECO-IRIDOIDS
  申请人：N-Zyme BioTec GmbH

  公开号：EP3409766A1

  公开（公告）日：2018-12-05

  The present invention relates to a polypeptide having esterase activity selected from the group consisting of (a) a polypeptide comprising the amino acid sequence of SEQ ID NO: 7; (b) a polypeptide that is at least 60 % identical to the amino acid sequence of SEQ ID NO: 7 and which is characterized by having an esterase activity; (c) a polypeptide encoded by a nucleic acid molecule which is at least 60 % identical to the nucleic acid sequence of SEQ ID NO: 5 or 6 wherein said polypeptide is characterized by having an esterase activity; (d) a polypeptide encoded by the nucleic acid molecule of SEQ ID NO: 5 or 6; and (e) a polypeptide encoded by the complementary sequence of a nucleic acid molecule that is able to hybridize with the nucleic acid molecule of SEQ ID NO: 5 or 6. Further, the present invention relates to a polypeptide having esterase activity selected from the group consisting of SEQ ID NO: 24 and 37 (as encoded by nuleic acid molecule of SEQ ID NO: 22 or 23 and SEQ ID NO: 35 and 36). The present invention also relates to a method for the production of oleacein, oleocanthal, or decarboxymethyl elenolic acid dialdehyde (DEDA) comprising the use of the esterase of the present invention. to an organism, preferably a plant cell, genetically engineered with a nucleic acid molecule encoding a polypeptide characterized by having an esterase activity or the vector of the present invention. The present invention also relates to a method for the production of oleacein, oleocanthal, and/or decarboxymethyl elenolic acid dialdehyde (DEDA) comprising the use of the esterase of the present invention.

  本发明涉及一种具有酯酶活性的多肽，该多肽选自由以下组成的组 (a) 包含 SEQ ID NO: 7 的氨基酸序列的多肽；(b) 与 SEQ ID NO: 7 的氨基酸序列至少 60% 相同的多肽，其特征在于具有酯酶活性；(c) 由核酸分子编码的多肽，该核酸分子与 SEQ ID NO: 5 或 6 的核酸序列至少 60% 相同，其中所述多肽的特征在于具有酯酶活性；(d) 由 SEQ ID NO: 5 或 6 的核酸分子编码的多肽；以及(e) 由 SEQ ID NO: 6 的核酸分子编码的多肽：5或6的核酸分子编码的多肽，其中所述多肽的特征在于具有酯酶活性；(d)由SEQ ID NO：5或6的核酸分子编码的多肽；以及(e)由能够与SEQ ID NO：5或6的核酸分子杂交的核酸分子的互补序列编码的多肽。此外，本发明涉及一种具有酯酶活性的多肽，该多肽选自 SEQ ID NO: 24 和 37（由 SEQ ID NO: 22 或 23 和 SEQ ID NO: 35 和 36 的核酸分子编码）组成的组。本发明还涉及一种生产油菜素、油菜醛或脱羧甲基烯醇酸二醛（DEDA）的方法，包括使用本发明的酯酶。本发明涉及一种生物体，最好是植物细胞，其基因工程中含有编码具有酯酶活性的多肽的核酸分子或本发明的载体。本发明还涉及一种生产油菜素、油菜醛和/或脱羧甲基烯醇酸二醛（DEDA）的方法，包括使用本发明的酯酶。
• Anti-tumor traditional Chinese medicine microbial fermentation preparation and a preparation method and application thereof
  申请人：Li Xingyao

  公开号：US10987389B2

  公开（公告）日：2021-04-27

  An anti-tumor traditional Chinese medicine, a preparation method therefor, and uses thereof. This traditional Chinese medicine is prepared by leavening of Pleurotus sp. and Dioscorea bulbifera, pangolin scales, rhubarb, oyster, stiff silkworm, kelp, selfheal, Ligusticum wallichii, barbat skullcap, honeysuckle flower, Oldenlandia diffusa, Radix trichosanthis, Rhizoma anemarrhenae Scutellaria baicalensis, Angelica sinensis, Psoralea corylifolia, Lucid ganoderma, and coix seed.

  一种抗肿瘤中药、其制备方法及其用途。这种中药是由浙贝母、穿山甲、大黄、牡蛎、僵蚕、海带等发酵而成。和薯蓣、穿山甲鳞片、大黄、牡蛎、僵蚕、海带、自愈菜、藁本、巴豆、金银花、老鹳草、三七、黄芩、当归、车前子、灵芝、薏苡仁发酵而成。
• Method for modulating steroidogenic activity
  申请人：——

  公开号：US20010046524A1

  公开（公告）日：2001-11-29

  The present invention relates generally to a method for modulating steroidogenic activity and a composition useful for same. The present invention further relates to a composition comprising a steroidogenic modulator useful for modulating physiological processes mediated by the androgen receptor or an active form thereof or complex comprising same and/or for modulating physiological processes mediated by estrogen receptors. The composition of the present invention preferably comprises an extract of herbs or botanical or horticultural equivalents of the herbs or chemical or functional equivalents of one or more components of the herbal extract thereof.

  本发明一般涉及一种调节类固醇生成活性的方法和一种用于调节类固醇生成活性的组合物。本发明进一步涉及一种组合物，该组合物包含一种类固醇生成调节剂，可用于调节由雄激素受体或其活性形式或包含其活性形式的复合物介导的生理过程和/或调节由雌激素受体介导的生理过程。本发明的组合物最好包括草药提取物或草药的植物学或园艺学等同物或草药提取物中一种或多种成分的化学或功能等同物。
• Noni extract for prevention of disease
  申请人：——

  公开号：US20030004116A1

  公开（公告）日：2003-01-02

  Compositions are provided which are derived from extracting the pulp of Noni fruit with butanol. The butanol extract of Noni fruit contains active glycoside compounds which are useful in the prevention and treatment of disease.

  本研究提供了用丁醇萃取诺丽果果肉的成分。诺丽果的丁醇萃取物含有活性糖苷化合物，可用于预防和治疗疾病。