CAS: 71678-03-0; Ilimaquinone
该化合物是一种自然形成的化学化合物,被归类为五角形,具体来自海洋生物,特别是某些藻类种类;其特点是独特的双环结构,有助于其生物活动;伊利马昆酮展示了一系列有趣的特性,包括其作为抗微生物和细胞毒剂的潜力,使其成为药物研究的一个主题;该化合物以其与细胞过程相互作用的能力而闻名,有可能影响细胞信号路径;其溶性特性受其分子结构的影响,允许其在各种有机溶剂中溶解;此外,对硅石酮进行了研究,以了解其在海洋环境生态相互作用中的作用,突出其不仅具有化学特性的重要性;
- 英文名称Ilimaquinone
- 中文名称3-[(十氢-1β,2β,4aβ-三甲基-5-亚甲基-1-萘基)甲基]-2-羟基-5-甲氧基苯醌
- IUPAC名称2-hydroxy-5-methoxy-3-(((1R,2S,4aS,8aS)-1,2,4a-trimethyl-5-methylenedecahydronaphthalen-1-yl)methyl)cyclohexa-2,5-diene-1,4-dione
- 其它别名Ilimaquinone, (-)-; 3-[(Decahydro-1Beta,2Beta,4Alphabeta-Trimethyl-5-Methylene-1-Naphthyl)Methyl]-2-Hydroxy-5-Methoxybenzoquinone; Imaquinone; 2-Hydroxy-5-Methoxy-3-(((1R,2S,4As,8As)-1,2,4A-Trimethyl-5-Methylenedecahydronaphthalen-1-yl)Methyl
- CAS编号71678-03-0
- MFCD编号:MFCD22200891
- FDA UNII编号:5U0WAN3N8Q
- 分子式:C22H30O4分子量:358.48
- 产品CID: 2490962
- 产品分类有机原料 → 脂质和类脂质分子 → 异戊烯醇脂质
物理性质
- 熔点108-110°C (pentane )
- 沸点478.4±45.0 °C at 760 mmHg
- 闪点159.9±22.2 °C
- 密度1.1±0.1 g/cm3
- PH:D23 -23.2° (c = 1.12 in CHCl3)
- pKa:2.92±0.50(预测)
- PSA:63.6
- LogP:6.38
- 折射率1.549
- 蒸汽压0.0±2.7 mmHg at 25°C
- 溶解性DMSO: Soluble; Ethanol: Soluble; Hexane: Soluble; Methanol: Soluble
- 敏感性指定条件下稳定，远离氧化物。
- 外观形态淡黄色至棕色红色固体
- 储存条件−20°C
- 产品应用该化合物是MYCOBACTIUM 结核病血基体酶(MTSK)的自然不可逆转的活性, 减少PYRUVAT DE HYLEGENASE RICASE 1 (PDK1)活性导致癌症细胞的吸血细胞死亡.
MSDS等安全信息
上下游产品
CAS号121994-56-7 3-[[(1R,2S,4aS,... | CAS号41722-49-0 (8aS)-5,8a-dime... | CAS号2441-46-5 1,2,4,5-四甲氧基苯 | CAS号86489-89-6 3-(Bromomethyl)... | CAS号213026-15-4 (1R,4aS)-trans-... | CAS号213026-18-7 (1R,2S,4aS)-tra... | CAS号583-63-1 2-苯醌 | CAS号3117-03-1 2,5-二甲氧基-1,4-苯醌 | CAS号121994-56-7 3-[[(1R,2S,4aS,...合成工艺路线路线简述
📜2-苯醌置于10Percent Pd/c 盐酸,Silver(II) Oxide,氢氧化钾,Sodium Hydroxide,Sodium Tetrahydroborate,硫酸,Potassium Tert-Butylate,氨,氢溴酸,氢气,硝酸,Lithium,Sodium Hydrogensulfite,Lead Dioxide,溶剂黄146,三乙胺体系中,用 四氢呋喃,1,4-二氧六环,甲醇,乙醇,水,甲苯 作为反应溶剂,化学反应 56.75H,反应生成 3-[(十氢-1β,2β,4Aβ-三甲基-5-亚甲基-1-萘基)甲基]-2-羟基-5-甲氧基苯醌
参考文献:Nakijiquinones 的全合成和生物学评价
标题:Nakijiquinones 的全合成和生物学评价
摘要:Her-2/neu 受体酪氨酸激酶在大约 30% 的原发性乳腺癌,卵巢癌和胃癌中过度表达.nakijiquinones 是这一重要致癌基因的唯一天然抑制剂,Nakijiquinones 的结构类似物可能对其他参与细胞信号传导和增殖的受体酪氨酸激酶显示出抑制特性.在这里,我们描述了 Nakijiquinones 的第一个对映选择性合成.合成的关键要素是 (I) Wieland-Miescher 型烯酮与四甲氧基芳基溴化物的还原烷基化,(II) 芳环氧化转化为对醌体系,(Iii) 区域选择性皂化包含在其中的两种乙烯基酯,(Iv) 通过将剩余的乙烯基酯亲核转化为相应的乙烯基酰胺,选择性地引入不同的氨基酸.正确的立体化学和取代模式是通过将两个酮基分别通过烯化/还原和烯化/异构化序列转化为甲基和内环烯烃来完成的.该合成路线还提供了在 C-2 处具有倒置构型或具有环外双键而不是内环双键的 Nakijiquinone
DOI:10.1021/ja011413I
海关参考信息
- 2901210000-乙烯
2901220000-丙烯
2905121000-正丙醇
2905130000-正丁醇 - 💡 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:US-6797819-B1
优先权日:1998-06-11
标 题 :Alkaloids
发明人：SHAIR MATTHEW; WESTWOOD NICHOLAS; PELISH HENRY EFREM; KIRCHHAUSEN THOMAS; FENG YAN
权利人:HARVARD COLLEGE; CBR INST FOR BIOMED RES INC
摘要:The present invention provides novel alkaloid compounds and collections of these compounds, and provides methods for the synthesis of these compounds using biomimetic synthetic strategies. Additionally, the present invention provides pharmaceutical compositions and methods for treating disorders such as bacterial infections, proliferative diseases, and reproductive disorders, to name a few.
专利号:US-2014315720-A1
优先权日:2012-10-24
标 题 :Polysaccharide ester microspheres and methods and articles relating thereto
发明人：FALLON DENIS G; GARRETT THOMAS S; KIZER LAWTON E; ZAZZARA KAREN L; COMBS MICHAEL T; JOHNSON RICHARD K; DEHART GARY
权利人:CELANESE ACETATE LLC
摘要:A method for producing a polysaccharide ester microsphere may include forming a polysaccharide ester product from a polysaccharide synthesis, wherein the polysaccharide ester product comprises a polysaccharide ester and a solvent; diluting the polysaccharide ester product, thereby yielding a polysaccharide ester dope; and forming a plurality of polysaccharide ester microspheres from the polysaccharide ester dope. Suitable polysaccharides may include, but are not limited to, starch, cellulose, hemicellulose, algenates, chitosan, and any combination thereof. Esters thereof may be organic esters (e.g., acetate and the like), inorganic esters (e.g., sulfonates and the like), or combinations thereof. Further, the solids conent of the polysaccharide ester dope, in some instances, may be greater than about 16 wt %.
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: Shikov AN, Flisyuk EV, Obluchinskaya ED, Pozharitskaya ON. Pharmacokinetics of Marine-Derived Drugs. Mar Drugs. 2020 Nov 9;18(11):557. doi: 10.3390/md18110557.
2: Kwak CH, Jin L, Han JH, Han CW, Kim E, Cho M, Chung TW, Bae SJ, Jang SB, Ha KT. Ilimaquinone Induces the Apoptotic Cell Death of Cancer Cells by Reducing Pyruvate Dehydrogenase Kinase 1 Activity. Int J Mol Sci. 2020 Aug 21;21(17):6021. doi: 10.3390/ijms21176021.
3: Lin CW, Bai LY, Su JH, Chiu CF, Lin WY, Huang WT, Shih MC, Huang YT, Hu JL, Weng JR. Ilimaquinone Induces Apoptosis and Autophagy in Human Oral Squamous Cell Carcinoma Cells. Biomedicines. 2020 Aug 20;8(9):296. doi: 10.3390/biomedicines8090296.
合成参考文献
参考文献:10.1016/j.bmcl.2014.04.116
摘要:Arai M, Kawachi T, Sato H, Setiawan A, Kobayashi M. Marine spongian sesquiterpene phenols, dictyoceratin-C and smenospondiol, display hypoxia-selective growth inhibition against cancer cells. Bioorganic & Medicinal Chemistry Letters. 2014 Jul;24(14):3155–7. doi: 10.1016/j.bmcl.2014.04.116.
参考文献:10.3390/md12063231
摘要:Park S, Yun E, Hwang IH, Yoon S, Kim DE, Kim JS, Na M, Song GY, Oh S. Ilimaquinone and ethylsmenoquinone, marine sponge metabolites, suppress the proliferation of multiple myeloma cells by down-regulating the level of β-catenin. Mar Drugs. 2014 May 28;12(6):3231–44.
参考文献:10.1055/s-0028-1084012|10.1055/s-2008-1074497|10.1055/s-2008-1081358
摘要:Lee JS, Hattori M, Kim J. Inhibition of HIV-1 protease and RNase H of HIV-1 reverse transcriptase activities by long chain phenols from the sarcotestas of Ginkgo biloba. Planta Med. 2008 Apr;74(5):532–4. doi: 10.1055/s-2008-1074497.
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