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青蒿琥酯

半合成青蒿素衍生物
规格或纯度: 98%
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基本描述

规格或纯度 98%
英文名称 Artesunate
别名 青蒿脂
英文别名 4-Oxo-4-(((3R,5aS,6R,8aS,9R,10S,12R,12aR)-3,6,9-trimethyldecahydro-3H-3,12-epoxy[1,2]dioxepino[4,3-i]isochromen-10-yl)oxy)butanoic acid
生化机理 半合成青蒿素（Asc-1308）衍生物。诱导血管内皮细胞凋亡。在体内显示抗血管生成和抗寄生虫作用。口服具有活性
应用 青蒿琥酯是一种半合成的青蒿素衍生物,它被证明有效抗寄生虫，如肝吸虫（liver flukes），也显示了对不同类型的肿瘤细胞株有细胞毒性作用。
储存温度 2-8°C储存
运输条件 冰袋运输
备注 如果有可能，您尽量在使用的当天配置溶液，并在当天使用完它。但是，如果您需要预先配制储备溶液，我们建议您将溶液等份保存在-20°C的密封小瓶中。通常，它们最多可以使用一个月。在使用前和打开样品瓶之前，我们建议您让您的产品在室温下平衡至少1小时。需要更多关于溶解度，用法和处理的建议吗？请访问我们的常见问题（FAQ）页面以获取更多详细信息。
产品介绍

Artesunate is a derivative of artemisinin and belongs to a class with antimicrobial properties. The compound is an active ingredient in the Chinese herb Artemisia annua and has been used in Malaria studies. Artesunate has been tested against 55 cell lines and demonstrated anti-cancer activity. Research shows that conditional expression of CDC25A heightens the sensitivity of tumor cells to artesunate.青蒿琥酯是一种半合成的青蒿素衍生物,它被证明有效抗寄生虫，如肝吸虫（liver flukes），也显示了对不同类型的肿瘤细胞株有细胞毒性作用。

Artesunate is a derivative of artemisinin and belongs to a class with antimicrobial properties. The compound is an active ingredient in the Chinese herb Artemisia annua and has been used in Malaria studies. Artesunate has been tested against 55 cell lines and demonstrated anti-cancer activity. Research shows that conditional expression of CDC25A heightens the sensitivity of tumor cells to artesunate.
A derivative of artemisinin

名称和标识符

IUPAC Name 4-oxo-4-[[(1R,4S,5R,8S,9R,10S,12R,13R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecan-10-yl]oxy]butanoic acid
INCHI InChI=1S/C19H28O8/c1-10-4-5-13-11(2)16(23-15(22)7-6-14(20)21)24-17-19(13)12(10)8-9-18(3,25-17)26-27-19/h10-13,16-17H,4-9H2,1-3H3,(H,20,21)/t10-,11-,12+,13+,16-,17-,18-,19-/m1/s1
InChi Key FIHJKUPKCHIPAT-AHIGJZGOSA-N
Canonical SMILES CC1CCC2C(C(OC3C24C1CCC(O3)(OO4)C)OC(=O)CCC(=O)O)C
分子式

C19H28O8
PubChem CID 6917864
分子量 384.42

化学和物理性质

溶解性 Soluble in DMSO (25 mg/mL), and ethanol (25 mg/mL).solubility acetone: 33.4 mg/mL.
密度 1.31
敏感性 对热敏感
熔点 133°C
比旋光度 5.5° (C=1,CH2Cl2)

安全信息

Reaxy-Rn 6003212
Merck Index 818

关联配体

Ligand ID 9956
名称 artesunate
类别 Synthetic organic
学名 4-oxo-4-[[(1R,4S,5R,8S,9R,10S,12R,13R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecan-10-yl]oxy]butanoic acid
生物活性评价 The interaction table below provides data from an evaluation of the antimalarial (asexual blood stage) activity of artesunate, using a panel of P. falciparum strains.
评价 Artesunate is a semisynthetic derivative of , a natural product isolated from the qinghao or sweet wormwood plant (Artemisia annua). It contains an unusual endoperoxide bridge, believed to be responsible for the antimalarial activity of artemisinin and its derivatives.
Artesunate is a prodrug that is converted to the active metabolite (dihydroartemisinin).

The Malaria tab on this ligand page provides additional curator comments of relevance to the Guide to MALARIA PHARMACOLOGY.
配体家族 Antimalarial ligands

参考文献

1. Morris CA, Duparc S, Borghini-Fuhrer I, Jung D, Shin CS, Fleckenstein L.  (2011)  Review of the clinical pharmacokinetics of artesunate and its active metabolite dihydroartemisinin following intravenous, intramuscular, oral or rectal administration..  Malar J,  10  (13):  (263).  [PMID:21914160]
2. Sanford M, McCormack PL.  (2015)  All chapters.  Guidelines for the Treatment of Malaria,  71  (13):  (1755-70).  [PMID:26020088]
3. H Xu,Y He,X Yang,L Liang,Z Zhan,Y Ye,X Yang,F Lian,L Sun.  (2007-02-23)  Anti-malarial agent artesunate inhibits TNF-alpha-induced production of proinflammatory cytokines via inhibition of NF-kappaB and PI3 kinase/Akt signal pathway in human rheumatoid arthritis fibroblast-like synoviocytes..  Rheumatology (Oxford, England),  46  ((6)):  (920-926).  [PMID:17314215]
4. Emile B Gordon,Geoffrey T Hart,Tuan M Tran,Michael Waisberg,Munir Akkaya,Jeff Skinner,Severin Zin?cker,Mirna Pena,Takele Yazew,Chen-Feng Qi,Louis H Miller,Susan K Pierce.  (2015-06-04)  Inhibiting the Mammalian target of rapamycin blocks the development of experimental cerebral malaria..  mBio,  6  ((3)):  (e00725-e00725).  [PMID:26037126]
5. Erica L L Warkus,Yusuke Marikawa.  (2017-02-12)  Exposure-Based Validation of an In Vitro Gastrulation Model for Developmental Toxicity Assays..  Toxicological sciences : an official journal of the Society of Toxicology,  157  ((1)):  (235-245).  [PMID:28184906]
6. Doyoung Kim,Tetsuro Kobayashi,Benjamin Voisin,Jay-Hyun Jo,Keiko Sakamoto,Seon-Pil Jin,Michael Kelly,Helena B Pasieka,Jessica L Naff,Jon H Meyerle,Ijeoma D Ikpeama,Gary A Fahle,Fred P Davis,Sergio D Rosenzweig,Julie C Alejo,Stefania Pittaluga,Heidi H Kong,Alexandra F Freeman,Keisuke Nagao.  (2020-01-22)  Targeted therapy guided by single-cell transcriptomic analysis in drug-induced hypersensitivity syndrome: a case report..  Nature medicine,  26  ((2)):  (236-243).  [PMID:31959990]
7. Weiyu Zhang,Qiu Du,Piaopiao Bian,Zheng Xiao,Xin Wang,Yajuan Feng,Hou Feng,Ziyan Zhu,Nailin Gao,Diming Zhu,Xiang Fan,Yonghong Zhu.  (2020-08-15)  Artesunate exerts anti-prolactinoma activity by inhibiting mitochondrial metabolism and inducing apoptosis..  Annals of translational medicine,  8  ((14)):  (858-858).  [PMID:32793702]
8. Shunyang Fan,Deyin Zhang,Fuyun Liu,Yuqi Yang,Hongliang Xu.  (2020-11-20)  Artesunate alleviates myocardial ischemia/reperfusion-induced myocardial necrosis in rats and hypoxia/reoxygenation-induced apoptosis in H9C2 cells via regulating the FAK/PI3K/Akt pathway..  Annals of translational medicine,  8  ((20)):  (1291-1291).  [PMID:33209871]
9. Wei Li,Weike Mo,Dan Shen,Libo Sun,Juan Wang,Shan Lu,Jane M Gitschier,Bing Zhou.  (2005-09-20)  Yeast model uncovers dual roles of mitochondria in action of artemisinin..  PLoS genetics,  1  ((3)):  (e36-e36).  [PMID:16170412]
10. Patrice Njomnang Soh,Beno?t Witkowski,David Olagnier,Marie-Laure Nicolau,Maria-Concepcion Garcia-Alvarez,Antoine Berry,Fran?oise Benoit-Vical.  (2008-11-19)  In vitro and in vivo properties of ellagic acid in malaria treatment..  Antimicrobial agents and chemotherapy,  53  ((3)):  (1100-1106).  [PMID:19015354]
11. Lisa Evans DeWald,Joshua C Johnson,Dawn M Gerhardt,Lisa M Torzewski,Elena Postnikova,Anna N Honko,Krisztina Janosko,Louis Huzella,William E Dowling,Ann E Eakin,Blaire L Osborn,Janet Gahagen,Liang Tang,Carol E Green,Jon C Mirsalis,Michael R Holbrook,Peter B Jahrling,Julie Dyall,Lisa E Hensley.  (2019-12-29)  In Vivo Activity of Amodiaquine against Ebola Virus Infection..  Scientific reports,  9  ((1)):  (20199-20199).  [PMID:31882748]
12. Anais Laleve,Cristina Panozzo,Inge Kühl,Alexa Bourand-Plantefol,Jelena Ostojic,Abdoulaye Sissoko,Déborah Tribouillard-Tanvier,David Cornu,Angélique Burg,Brigitte Meunier,Marc Blondel,Jerome Clain,Nathalie Bonnefoy,Romain Duval,Geneviève Dujardin.  (2020-01-29)  Artemisinin and its derivatives target mitochondrial c-type cytochromes in yeast and human cells..  Biochimica et biophysica acta. Molecular cell research,  1867  ((5)):  (118661-118661).  [PMID:31987792]
13. James P Hagen,Grant Darner,Samuel Anderson,Katie Higgins,Derek A Leas,Ananya Mitra,Victoria Mashinson,Tasloach Wol,Carlos Vera-Esquivel,Bret Belter,Monica Cal,Marcel Kaiser,Alexander Wallick,Rosalie C Warner,Paul H Davis.  (2020-03-18)  Activity of diphenyl ether benzyl amines against Human African Trypanosomiasis..  Bioorganic chemistry,  97  ():  (103590-103590).  [PMID:32179269]

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