CAS: 17303-67-2; Goniothalamin
该化合物是一种自然形成的化学化合物,主要从植物物种Goniothalamus中提取,主要从植物物种Goniothalamus中提取,以其各种生物活动闻名,包括抗癌,抗炎和抗微生物特性. 谷歌塔林的分子结构具有包括双环核在内的复杂安排,有助于其药理效应.它一直是各种研究的主题,旨在了解其行动和潜在治疗应用机制. 谷歌塔林展示了有机溶剂中的中等溶性,这是许多藻类的典型特征,其稳定性可能受到诸如pH和温度等环境因素的影响. 有关谷歌塔林的研究继续探索其作为药物开发中铅化合物的潜力,特别是在肿瘤学方面,因为它能够诱发癌症细胞中的流行性疾病.
- 英文名称Goniothalamin
- 中文名称(6R)-(+)-5,6-二氢-6-苯乙烯基-2-吡喃酮
- IUPAC名称(R,E)-6-styryl-5,6-dihydro-2H-pyran-2-one
- 其它别名(6R)-(+)-Goniothalamin; Goniothalamin; (6R)-6α-[(E)-Styryl]-5,6-Dihydro-2H-Pyran-2-One; (R)-(+)-Goniothalamin; (R)-Goniothalamin; [r,(+)]-5,6-Dihydro-6α-[(E)-2-Phenylethenyl]-2H-Pyran-2-One; (6R)-(+)-5,6-Dihydro-6-Styryl-2-Pyrone; 2H-Pyran-2-One, 5,6-Dihydro-6-[(1E)-2-Phenylethenyl]-, (6R)-
- CAS编号17303-67-2
- MFCD编号:MFCD23103653
- FDA UNII编号:34W9GO6B2Z
- 分子式:C13H12O2分子量:200.24
- 产品CID: 885048
- 产品分类天然产物 → 酚类
物理性质
MSDS等安全信息
上下游产品
tert.-butylhydroperoxide (E)-2-styryl-3,4-dihydro-2H-pyran (E)-7-phenyl-6-ene-5-hydroxy-2-heptinoic acid 6-tert-Butylperoxy-2-((E)-styryl)-3,6-dihydro-2H-pyran(R)-goniothalamin (S)-goniothalamin (6R)-6-[(2S,3S)-3-phenyloxiran-2-yl]-5,6-dihydro-2H-pyran-2-one (1R,5R,7S,8S)-8-hydroxy-7-phenyl-2,6-dioxa-bicyclo-[3.3.1]-nonan-3-one合成工艺路线路线简述
📜(2S,3R,6S)-6-(1-Ethoxyethoxy)-2-<(E)-Styryl>-3,6-Dihydro-2H-Pyran-3-Ol置于盐酸,偶氮二异丁腈,3 A Molecular Sieve,Celite,三正丁基氢锡,Sodium Acetate,Pyridinium Chlorochromate体系中,用 四氢呋喃,二氯甲烷,甲苯 用作溶剂,化学反应 12.33H,反应生成(6R)-(+)-5,6-二氢-6-苯乙烯基-2-吡喃酮
参考文献:从2-呋喃甲醇中合成(+)-乙酰基马内酯和(6 R)-(+)-Goniothalamin的对映选择性
标题:从2-呋喃甲醇中合成(+)-乙酰基马内酯和(6 R)-(+)-Goniothalamin的对映选择性
摘要:描述了两个6-取代的5,6-二氢-2 H-吡喃-2-酮((+)-乙酰基磷内酯和(6 R)-(+)-Goniothalamin)的对映选择性合成,它们利用外消旋仲2的动力学拆分-呋喃甲醇.
Doi:10.1039/p19900001733
海关参考信息
- 2901210000-乙烯
2901220000-丙烯
2902300000-甲苯
2902500000-苯乙烯 - 💡 提示：海关信息按照顺序优先匹配，如需确认的海关信息，请参考相关资料。
- 详情请参考：📖 海关编码查询和海关进出口税则
专利信息
专利号:CN-112574041-B
优先权日:2020-12-25
标 题 :Synthesis method of chiral beta hydroxyl 1,3-dicarbonyl compound
供应商参考报价(招募中)
品牌试剂参考报价(招募中)
📌 第三方产品分析报告
主要参考文献
1: Silva RS, Kido LA, Montico F, Vendramini-Costa DB, Pilli RA, Cagnon VHA. Steroidal hormone and morphological responses in the prostate anterior lobe in different cancer grades after Celecoxib and Goniothalamin treatments in TRAMP mice. Cell Biol Int. 2018 Mar 30. doi: 10.1002/cbin.10967. [Epub ahead of print] doi: 10.3892/etm.2018.5762. Epub 2018 Jan 17.
3: Pang KL, Vijayaraghavan K, Al Sayed B, Seyed MA. Betulinic acid induced expression of nicotinamide adenine dinucleotide phosphate diaphorase in the immune organs of mice: A possible role of nitric oxide in immunomodulation. Mol Med Rep. 2018 Feb;17(2):3035-3041. doi: 10.3892/mmr.2017.8262. Epub 2017 Dec 12.
4: Weber A, Döhl K, Sachs J, Nordschild ACM, Schröder D, Kulik A, Fischer T, Schmitt L, Teusch N, Pietruszka J. Synthesis and cytotoxic activities of goniothalamins and derivatives. Bioorg Med Chem. 2017 Nov 15;25(22):6115-6125. doi: 10.1016/j.bmc.2017.02.004. Epub 2017 Feb 6. doi: 10.1002/pros.23324. Epub 2017 Feb 13. doi: 10.3892/ol.2016.5381. Epub 2016 Nov 11.
合成参考文献
摘要:CRC Handbook of Antibiotic Compounds, Vols.1- , Berdy, J., Boca Raton, FL, CRC Press, 1980, 8(1)(257), 1982
参考文献:10.1016/j.saa.2007.12.054
摘要:Harikumar B, Varghese HT, Panicker CY, Jayakumar G. Vibrational spectroscopic studies and ab initio calculations of Goniothalamin, a natural product. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy. 2008 Nov;71(2):731–8. doi: 10.1016/j.saa.2007.12.054.
参考文献:10.7314/apjcp.2012.13.10.5131
摘要:Alabsi AM, Ali R, Ali AM, Al-Dubai SAR, Harun H, Kasim NHA, Alsalahi A. Apoptosis Induction, Cell Cycle Arrest and in Vitro Anticancer Activity of Gonothalamin in a Cancer Cell Lines. Asian Pacific Journal of Cancer Prevention. 2012 Oct 31;13(10):5131–6. doi: 10.7314/apjcp.2012.13.10.5131.
参考文献:10.1002/cmdc.201900281
摘要:Meirelles MA, Braga CB, Ornelas C, Pilli RA. Synthesis of Nitrogen-Containing Goniothalamin Analogues with Higher Cytotoxic Activity and Selectivity against Cancer Cells. ChemMedChem. 2019 Aug 06;14(15):1403–17. doi: 10.1002/cmdc.201900281.
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