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芦荟大黄素

凋亡抗癌药
规格或纯度: 95%
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六元碳环化合物 蒽醌类

基本描述

规格或纯度 95%
英文名称 Aloe-emodin
别名 芦荟泻素
英文别名 1,8-Dihydroxy-3-(hydroxymethyl)anthraquinone; 3-Hydroxymethylchrysazine
生化机理 Laxative/cathartic compound; increases the contraction of intestinal smooth muscle by releasing endogenous acetylcholine. Anti-tumor activity is associated with an increased production of reactive oxygen species (ROS) that, in turn, reduces the mitochondrial transmembrane electrical potential, thus inducing a permeability transition that sets in motion a series of events culminating in cellular apoptosis. Genotoxicity and mutagenicity appear to be due to the inhibition of topoisomerase II activity by aloe emodin.Apoptotic and anticancer agent. AChE inhibitor (IC 50 = 68 μM). Modulates oxidative stress. Shows antiproliferative effects via ERα inhibition. Shows neuroprotective and antitumor effects in vivo.
储存温度 2-8°C储存
运输条件 冰袋运输
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产品介绍

易溶于热乙醇,在苯及乙醚中呈黄色,在氨水和硫酸中呈绯红色,属蒽醌类化合物,在酸性溶液中被还原则生成蒽酚及其互变异构体的蒽酮。 泻药/泻剂化合物;内源性乙酰胆碱的释放增加了肠道平滑肌收缩。遗传毒性和致突变性似乎是由芦荟大黄素由于抑制拓扑异构酶II活性

名称和标识符

EC号 207-571-7
IUPAC Name 1,8-dihydroxy-3-(hydroxymethyl)anthracene-9,10-dione
INCHI InChI=1S/C15H10O5/c16-6-7-4-9-13(11(18)5-7)15(20)12-8(14(9)19)2-1-3-10(12)17/h1-5,16-18H,6H2
InChi Key YDQWDHRMZQUTBA-UHFFFAOYSA-N
Canonical SMILES C1=CC2=C(C(=C1)O)C(=O)C3=C(C2=O)C=C(C=C3O)CO
分子式

C15H10O5

PubChem CID 10207
Beilstein号 2059062
分子量 270.24

化学和物理性质

密度 1.592
敏感性 对热敏感
熔点 223-224°C

安全信息

象形图
ghs07

Harmful

信号词 Warning
危险声明 H315: Causes skin irritation
H319: Causes serious eye irritation
H335: May cause respiratory irritation
预防措施声明 P261,P305+P351+P338,P280,P302+P352,P321,P405,P501,P264,P271,P304+P340,P403+P233,P362+P364,P264+P265,P337+P317,P332+P317,P319
WGK Germany 3
RTECS CB6712200
Merck Index 306
个人防护装备 dust mask type N95 (US),Eyeshields,Gloves

参考文献

1. Baqi Y, Atzler K, K?se M, Gl?nzel M, Müller CE.  (2009)  High-affinity, non-nucleotide-derived competitive antagonists of platelet P2Y12 receptors..  J Med Chem,  52  (12):  (3784-93).  [PMID:19463000]
2. Tom Coenye,Kris Honraet,Petra Rigole,Pol Nadal Jimenez,Hans J Nelis.  (2007-01-16)  In vitro inhibition of Streptococcus mutans biofilm formation on hydroxyapatite by subinhibitory concentrations of anthraquinones..  Antimicrobial agents and chemotherapy,  51  ((4)):  (1541-1544).  [PMID:17220400]
3. Xing-Ri Cui,Maiko Tsukada,Nao Suzuki,Takeshi Shimamura,Li Gao,Jyunichi Koyanagi,Fusao Komada,Setsuo Saito.  (2007-10-24)  Comparison of the cytotoxic activities of naturally occurring hydroxyanthraquinones and hydroxynaphthoquinones..  European journal of medicinal chemistry,  43  ((6)):  (1206-1215).  [PMID:17949858]
4. Junko Koyama,Yu Nisino,Izumi Morita,Norihiro Kobayashi,Toshiyuki Osakai,Harukuni Tokuda.  (2008-06-17)  Correlation between reduction potentials and inhibitions of Epstein-Barr virus activation by anthraquinone derivatives..  Bioorganic & medicinal chemistry letters,  18  ((14)):  (4106-4109).  [PMID:18556196]
5. Francesca Sorrentino,Anastasia Karioti,Paola Gratteri,Maria Pia Rigobello,Guido Scutari,Luigi Messori,Alberto Bindoli,Matteo Chioccioli,Chiara Gabbiani,Maria Camilla Bergonzi,Anna Rita Bilia.  (2010-11-26)  Hypericins and thioredoxin reductase: Biochemical and docking studies disclose the molecular basis for effective inhibition by naphthodianthrones..  Bioorganic & medicinal chemistry,  19  ((1)):  (631-641).  [PMID:21106380]
6. Khalilah Haris,Samhani Ismail,Zamzuri Idris,Jafri Malin Abdullah,Abdul Aziz Mohamed Yusoff.  (2014-06-28)  Expression profile of genes modulated by Aloe emodin in human U87 glioblastoma cells..  Asian Pacific journal of cancer prevention : APJCP,  15  ((11)):  (4499-4505).  [PMID:24969876]
7. Naraganahalli R Thimmegowda,Chanmi Park,Bettaswamigowda Shwetha,Krisada Sakchaisri,Kangdong Liu,Joonsung Hwang,Sangku Lee,Sook J Jeong,Nak K Soung,Jae H Jang,In-Ja Ryoo,Jong S Ahn,Raymond L Erikson,Bo Y Kim.  (2014-10-18)  Synthesis and antitumor activity of natural compound aloe emodin derivatives..  Chemical biology & drug design,  85  ((5)):  (638-644).  [PMID:25323822]
8. Mildred Acevedo-Duncan,Christopher Russell,Sapna Patel,Rekha Patel.  (2004-11-09)  Aloe-emodin modulates PKC isozymes, inhibits proliferation, and induces apoptosis in U-373MG glioma cells..  International immunopharmacology,  ((14)):  (1775-1784).  [PMID:15531293]
9. Xia Zhou,Baoan Song,Linhong Jin,Deyu Hu,Chunling Diao,Guangfang Xu,Zhihui Zou,Song Yang.  (2005-11-09)  Isolation and inhibitory activity against ERK phosphorylation of hydroxyanthraquinones from rhubarb..  Bioorganic & medicinal chemistry letters,  16  ((3)):  (563-568).  [PMID:16275083]
10. Jun-ming Guo,Bing-xiu Xiao,Qiong Liu,Shun Zhang,Dong-hai Liu,Zhao-hui Gong.  (2007-11-23)  Anticancer effect of aloe-emodin on cervical cancer cells involves G2/M arrest and induction of differentiation..  Acta pharmacologica Sinica,  28  ((12)):  (1991-1995).  [PMID:18031614]
11. Yiqun Du,Jian Zhang,Zhonghua Tao,Chenchen Wang,Shiyan Yan,Xiaowei Zhang,Mingzhu Huang.  (2019-05-28)  Aloe emodin exerts potent anticancer effects in MIAPaCa-2 and PANC-1 human pancreatic adenocarcinoma cell lines through activation of both apoptotic and autophagic pathways, sub-G1 cell cycle arrest and disruption of mitochondrial membrane potential (ΛΨm)..  Journal of B.U.ON. : official journal of the Balkan Union of Oncology,  24  ((2)):  (746-753).  [PMID:31128032]

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