CAS: 470-17-7; (3Ar,4As,8Ar,9Ar)-8A-Methyl-3,5-Dimethylenedecahydronaphtho[2,3-B]Furan-2(3H)-One
该化合物是一种来自天然来源的硅酸盐和亚述萨氏家族其他植物的乳腺化合物,它显示出显著的生物活动,包括抗炎,抗微生物和抗突触特性,使其在制药和生物医学研究中具有价值,其行动机制往往涉及调制NF-B和STAT3等信号路径,有助于其潜在的治疗应用. 也研究异同体内酯在诱发流行性病和抑制细胞在癌症研究中扩散方面的作用.它具有很高的纯度和稳定性,是分析和药理研究的可靠参考标准. 它的结构特性进一步支持了对结构与活动关系的调查.
- 英文名称(3Ar,4As,8Ar,9Ar)-8A-Methyl-3,5-Dimethylenedecahydronaphtho[2,3-B]Furan-2(3H)-One
- 中文名称异土木香内酯
- IUPAC名称(3aR,4aS,8aR,9aR)-8a-methyl-3,5-dimethylenedecahydronaphtho[2,3-b]furan-2(3H)-one
- 其它别名(3aR,4aS,8aR,9aR)-8a-Methyl-3,5-dimethylene-decahydro-naphtho[2,3-b]furan-2-one
- CAS编号470-17-7
- MFCD编号:MFCD08689940
- EINECS号:683-108-6
- 分子式:C15H20O2分子量:232.32
- 产品CID: 1465002
- 产品分类生物化工 → 中草药成分
物理性质
MSDS等安全信息
欧盟法规
C&L通报上下游产品
CAS号69993-39-1 (3aR,4aS,8aR,9a... | CAS号1856-58-2 (3S,3aR,4aS,8aR... | CAS号73069-14-4 白术内酯II； 苍术内酯II合成工艺路线路线简述
- 合成目标产物 Isoalantolactone 主要起始原料 Naphtho[2,3-B]Furan-2(3H)-One, Decahydro-8A-Methyl-5-Methylene-3-[(Phenylthio)Methylene]-, [3Ar-(3E,3Aα,4Aα,8Aβ,9Aα)]- (9CI)
- (文献来源)合成步骤主要原料 Naphtho[2,3-B]Furan-2(3H)-One, Decahydro-8A-Methyl-5-Methylene-3-[(Phenylthio)Methylene]-, [3Ar-(3E,3Aα,4Aα,8Aβ,9Aα)]- (9Ci)
📜11β-Phenylseleno-5,7,8αh-Eudesm-4(15)-En-8,12-Olide置于双氧水体系中,用 四氢呋喃 作为反应溶剂,化学反应 1.0H,以80%的收率获得产物异土木香内酯
参考文献:Synthesis Of (+)-Isoalantolactone And (+)-Isoalloalantolactone From (−)-Santonin
标题:Synthesis Of (+)-Isoalantolactone And (+)-Isoalloalantolactone From (−)-Santonin
摘要:This Paper Reports On The Chemical Conversion Of (-)-Santonin Into (+)-Isoalantolactone And (+)-Isoalloalantolactone Involving Functionality Transfer From C6 To C-8,Refunctionalization Of The Ring A And The Formation Of The Alpha-Methylene-8-Beta,12-Olide Moiety.
DOI:10.1016/s0040-4020(01)89024-4
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主要参考文献
1: Kalachaveedu M, Raghavan D, Telapolu S, Kuruvilla S, Kedike B. Data set on the characterization of the phytoestrogenic extract and isolated compounds of the roots of Inula racemosa Hook F (Asteraceae). Data Brief. 2018 Feb 8;17:770-773. doi: 10.1016/j.dib.2018.02.004. eCollection 2018 Apr.
2: Lu Z, Zhang G, Zhang Y, Hua P, Fang M, Wu M, Liu T. Isoalantolactone induces apoptosis through reactive oxygen species-dependent upregulation of death receptor 5 in human esophageal cancer cells. Toxicol Appl Pharmacol. 2018 Aug 1;352:46-58. doi: 10.1016/j.taap.2018.05.026. Epub 2018 May 22. doi: 10.1016/j.jchromb.2017.11.039. Epub 2017 Dec 2. doi: 10.1016/j.bmc.2017.09.001. Epub 2017 Sep 9. doi: 10.1016/j.jep.2017.09.001. Epub 2017 Sep 8. pii: /j/jcim.2017.14.issue-3/jcim-2016-0083/jcim-2016-0083.xml. doi: 10.1515/jcim-2016-0083. doi: 10.1016/j.jchromb.2017.08.013. Epub 2017 Aug 14. doi: 10.1371/journal.pone.0181731. eCollection 2017.
10: Arha D, Ramakrishna E, Gupta AP, Rai AK, Sharma A, Ahmad I, Riyazuddin M, Gayen JR, Maurya R, Tamrakar AK. Isoalantolactone derivative promotes glucose utilization in skeletal muscle cells and increases energy expenditure in db/db mice via activating AMPK-dependent signaling. Mol Cell Endocrinol. 2018 Jan 15;460:134-151. doi: 10.1016/j.mce.2017.07.015. Epub 2017 Jul 20. doi: 10.1016/j.biopha.2017.03.095. Epub 2017 Apr 11. doi: 10.1002/ptr.5804. Epub 2017 Mar 21. doi: 10.1016/j.biopha.2017.02.053. Epub 2017 Mar 6. doi: 10.7534/j.issn.1009-2137.2017.01.019. Chinese. doi: 10.1016/j.jep.2016.12.020. Epub 2016 Dec 15. doi: 10.1002/ps.4429. Epub 2016 Oct 27. Epub 2016 Sep 6. doi: 10.1016/j.foodchem.2016.07.100. Epub 2016 Jul 15. doi: 10.3892/or.2016.4954. Epub 2016 Jul 20. doi: 10.1016/j.jep.2016.01.015. Epub 2016 Jan 18.
合成参考文献
参考文献:10.1016/s0014-5793(96)01502-5
摘要:Bork PM, Schmitz ML, Kuhnt M, Escher C, Heinrich M. Sesquiterpene lactone containing Mexican Indian medicinal plants and pure sesquiterpene lactones as potent inhibitors of transcription factor NF-kappaB. FEBS Lett. 1997 Jan 27;402(1):85–90. doi: 10.1016/s0014-5793(96)01502-5.
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