CAS: 1013-69-0; 5,7-Dihydroxy-2-Methyl-4H-Chromen-4-One

该化合物是自然产生的酚素化合物,产自某些植物物种,特别是在Myrtaceae家族内.它具有显著的抗氧化性特性,引起对制药和化妆品研究的兴趣.在结构上,与eugenin有关,noregenin表现出作为生物活性剂的潜力,因为它有能力挽救自由基和调节氧化性压力路径.它在极地溶解剂中的中等溶解性促进了各种应用的配制.初步研究表明,它也可能具有防炎和抗微生物活动,尽管要证实这些效应还需要进一步研究.Noreugenin在受控制条件下的稳定性及其与普通外体的兼容性增强了其在实验和工业环境中的效用.

结构式图片

上下游产品

eugenin 1-Methyl-3-(2',4',6'-trimethoxyphenyl)propan-1,3-dione 3-acetyl-5,7-dihydroxy-2-methyl-chromen-4-one 2,4,6-trihydroxyacetophenone eugenin 5-hydroxy-2-methyl-7-(toluene-4-sulfonyloxy)-chromen-4-one 2-methyl-5,7-bis-(toluene-4-sulfonyloxy)-chromen-4-one eugenitin

合成工艺路线路线简述

  • 合成目标产物 2-Methyl-5,7-Dihydroxychromone 主要起始原料 4H-1-Benzopyran-4-One, 3-Acetyl-5,7-Bis(Acetyloxy)-2-Methyl-
  • (文献来源)合成步骤主要原料 4H-1-Benzopyran-4-One, 3-Acetyl-5,7-Bis(Acetyloxy)-2-Methyl-
📜2-Methyl-4-Oxo-4H-Chromene-5,7-Diyl Diacetate置于水,Potassium Carbonate体系中,用 甲醇,乙腈 用作溶剂,化学反应 3.0H,以3.53 G的收率获得去甲丁香色原酮
参考文献:椴木叶中色酮和苯并氧杂的合成及抗真菌活性.
标题:椴木叶中色酮和苯并氧杂的合成及抗真菌活性.
摘要:该研究报告了具有生物活性的 Oxepinochromones 12-O-乙酰基白质素 ( 8 )(角异构体)和 12-O-乙酰基ptaeroxylinol ( 9 )(线性异构体)的首次全合成.测定了这些化合物及其衍生物对白色念珠菌和新型隐球菌的抗真菌活性.大多数化合物在两种真菌之间具有非常好的选择性,并显示出中等至非常好的活性.12-O-乙酰基花青素 ( 8 ) 对白色念珠菌的活性最高,Mic 值为 9.9 μm,而 12-O-乙酰基丁二烯酚 ( 9 ),其存在于ptaeroxylonobliquum对新型隐球菌的活性最高,Mic 值为 4.9 μm.
Doi:10.1021/acs.Jnatprod.0C00587

海关参考信息

专利信息


专利号:US-10722441-B2
优先权日:2016-01-15
标题:Noreugenin glycoside derivatives
发明人:CAROLA CHRISTOPHE; SCHULTE MICHAEL; RABAUSCH ULRICH; ROSENFELD HENNING; STREIT WOLFGANG
权利人:UNIV HAMBURG
摘要:A use of noreugenin glycoside derivatives of formulas I, II and III as a self-tanning substance or to increase the synthesis of melanin, improve melanin transport and/or improve the distribution of melanin in suprabasal layers, preparations containing noreugenin glycoside derivatives of formulas I, II and III, and noreugenin glycoside derivatives of formulas I, II and III.

专利号:CN-118421660-A
优先权日:2024-04-30
标题 :A glycosyltransferase from Curculigo orientalis for catalyzing the synthesis of carbonyl glycosides and its application

专利号:US-2017304168-A1
优先权日:2012-05-11
标题 :Phenyl ketone derivatives as self-tanning agents
发明人:CAROLA CHRISTOPHE
权利人:MERCK PATENT GMBH
摘要:The present invention relates to the use of phenyl ketone derivatives of the formula I for use as self-tanning substance or for increasing melanin synthesis, improving melanin transport and/or improving the distribution of melanin in suprabasal layers, and to preparations comprising these phenyl ketone derivatives.

专利号:WO-2022090277-A1
优先权日:2020-10-30
标 题:N-functionalized fatty acid amides as self-tanning substances
发明人:OSTHOFF JULIAN; VON HAGEN JOERG; CAROLA CHRISTOPHE
权利人:MERCK PATENT GMBH
摘要:The present invention relates to the use of N-functionalized fatty acid amides of formula I as self-tanning substances for skin, for stimulating melanin synthesis, for improving melanin transport, for boosting natural tanning and/or improving the distribution of melanin in suprabasal layers of the skin, and to preparations comprising these amides.

专利号:US-2020038306-A1
优先权日:2016-10-07
标题:Barbituric acid derivatives as self-tanning substances
发明人:OSTHOFF JULIAN; DRILLER HANSJUERGEN; CAROLA CHRISTOPHE; BACK ROBIN; KROHN MICHAEL
权利人:MERCK PATENT GMBH
摘要:The present invention relates to the use of barbituric acid derivatives of the formula I as self-tanning substance, for increasing melanin synthesis, for improving melanin transport and/or improving the distribution of melanin in superbasal layers, to preparations comprising these barbituric acid derivatives, and to specific barbituric acid derivatives.

专利号:US-11234914-B2
优先权日:2016-10-07
标 题:Monosubstituted urea derivatives as a self-tanning substance
发明人:OSTHOFF JULIAN; DRILLER HANSJUERGEN; CAROLA CHRISTOPHE; BACK ROBIN; KROHN MICHAEL
权利人:MERCK PATENT GMBH
摘要:The present invention relates to the use of monosubstiuted urea derivatives of the formula I as self-tanning substance, for increasing melanin synthesis, for improving melanin transport and/or improving the distribution of melanin in suprabasal layers, and to preparations comprising these urea derivatives.

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

✅ COA系统入驻 | 共享模式

合成参考文献


参考文献:10.1021/acs.jnatprod.0c00587
摘要:Malefo MS, Ramadwa TE, Famuyide IM, McGaw LJ, Eloff JN, Sonopo MS, Selepe MA. Synthesis and Antifungal Activity of Chromones and Benzoxepines from the Leaves of Ptaeroxylon obliquum. J Nat Prod. 2020 Aug 28;83(8):2508–17. doi: 10.1021/acs.jnatprod.0c00587.
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