pongamol | 121324-08-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: pongamol
• 英文别名: (2Z)-3-hydroxy-1-(4-methoxy-1-benzofuran-5-yl)-3-phenylprop 2-en-1-one；(Z)-3-hydroxy-1-(4-methoxy-1-benzofuran-5-yl)-3-phenylprop-2-en-1-one
• CAS: 121324-08-1
• 化学式: C₁₈H₁₄O₄
• 分子量: 294.307
• InChiKey: IHWPQGIYXJKCOV-PTNGSMBKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  59.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  pongamol 在 silica gel 作用下， 以 甲醇 、 乙醚 、 正己烷 为溶剂， 反应 6.0h， 生成 (E)-7-O-Methylpongamol
  参考文献：
  名称：

  Z-E isomerization of .BETA.-methoxychalcones: Preferred existence of E-isomers in naturally occurring .BETA.-methoxychalcones.

  摘要：

  与二氟代甲烷反应时，二苯甲烷的甲基化总是会产生Z-β-甲氧基查尔酮，这些是β-羟基查尔酮的螯合烯醇形式进行动力学控制的甲基化反应的产物。Z-β-甲氧基查尔酮在热力学上不稳定，容易在与硅胶接触、保持在极性溶剂中或暴露在光照下时异构化为更稳定的E-异构体。通过X射线晶体结构分析确定了最简单的β-甲氧基查尔酮的两种异构体的结构。所有合成的β-甲氧基查尔酮均通过光谱法进行了充分表征，结果表明E-异构体和Z-异构体在紫外光和13C核磁共振光谱中是可以区分的，以及β-甲氧基基团与H-8质子的核Overhauser效应。报告中提到的天然β-甲氧基查尔酮、甲基龟甲酮和A型普雷卡松的光谱数据均归因于E-异构体。

  DOI：

  10.1248/cpb.38.1862
• 作为产物：
  描述：

  (E)-1-phenylethanone oxime 在 镍 正丁基锂 、 氢气 、 silica gel 、 溶剂黄146 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 35.75h， 生成 pongamol
  参考文献：
  名称：

  An efficient route for commercially viable syntheses of furan- and thiophene-anellated β-hydroxychalcones

  摘要：

  An efficient route for the syntheses of beta-hydroxychalcones containing benzofuran and benzothiophene rings is described. Isoxazolines obtained from oxime-olefin cycloadditions were reduced under pressure to a mixture of products. Isoxazoles obtained from Claisen aroylation of an ester and subsequent acid cyclization, or from isoxazolines via DDQ-mediated dehydrogenation, were subjected to catalytic hydrogenation followed by hydrolysis to afford 1-phenyl-3-(benzofuran-5-yl)-1,3-diketone and 1-phenyl-3(benzothiophene-5-yl)-1,3-diketones in very good yields. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.06.111

文献信息

• Cosmetic compositions comprising photostabilized dibenzoylmethane compounds and 2-pyrrolidinone-4- carboxy esters
  申请人：Richard Hervé

  公开号：US20100183529A1

  公开（公告）日：2010-07-22

  Photostable cosmetic compositions contain, formulated into a cosmetically acceptable vehicle, at least one UV-screening system that includes: (a) at least one dibenzoylmethane compound, and (b) at least one 2-pyrrolidinone-4-carboxy ester compound having the following formula (I): in which: R 1 is a linear or branched C 1 -C 20 alkyl radical, and R 2 is a linear or branched C 1 -C 20 alkyl radical which optionally includes a C 5 -C 6 ring member, the phenyl radical, the benzyl radical or the phenethyl radical.

  光稳定的化妆品组合物包含至少一种紫外线屏障系统，配制成化妆上可接受的载体，其中包括： (a) 至少一种二苯甲酮化合物，以及 (b) 具有以下式(I)的至少一种2-吡咯烷酮-4-羧酯化合物： 其中： R1是线性或支链的C1-C20烷基基团，以及 R2是线性或支链的C1-C20烷基基团，可选地包括一个C5-C6环成员，苯基基团，苄基基团或苯乙基基团。
• Amberlyst 15-Catalyzed Efficient Synthesis of 5-Acetyl-4-hydroxy-coumarone and 5-Acetyl-6-hydroxy-coumarone: Crucial Precursors for Several Naturally Occurring Furanoflavones
  作者：Atul Goel、Manish Dixit

  DOI：10.1055/s-2004-831180

  日期：——

  A novel approach to the total synthesis of naturally occurring furanoflavones and furanochalcones is described. Angular and linear furanoflavones and furanochalcones have been prepared in just four steps, using economical reagents and simple reaction conditions. The key step of our approach is the formation of crucial precursors, 5-acetyl-4-hydroxy-coumarone and 5-acetyl-6-hydroxy-coumarone by Amberlyst 15-catalyzed cyclization of phen­oxyacetal.

  本文描述了一种合成天然存在的呋喃黄酮和呋喃黄酮醌的新方法。角型和线型呋喃黄酮及呋喃黄酮醌仅需四个步骤即可合成，采用经济的试剂和简单的反应条件。我们方法的关键步骤是通过Amberlyst 15催化的苯氧基甲醛环化反应形成重要前体5-乙酰基-4-羟基香豆素和5-乙酰基-6-羟基香豆素。
• Three dibenzoylmethane derivatives from Lonchocarpus species
  作者：Aderbal F. Magalhães、Ana Maria A. Tozzi、Eva G. Magalhães、Ivani S. Blanco、Marisa A. Nogueira

  DOI：10.1016/s0031-9422(97)00340-3

  日期：1997.11

  petrol extracts of the roots of Lonchocarpus latifolius and L. muehlbergianus . Molecular structures were determined from spectroscopic data, especially NMR techniques. An alkyl group bonded to the central carbon (C-8) of a natural dibenzoylmethane, had not been found before. Spectral data analysis suggested a preponderance of the respective diketotautomers.

  摘要 从Lonchocarpus latifolius 和L. muehlbergianus 根的汽油提取物中分离得到3 种新的二苯甲酰甲烷衍生物。分子结构由光谱数据确定，尤其是核磁共振技术。以前从未发现过与天然二苯甲酰甲烷的中心碳 (C-8) 键合的烷基。光谱数据分析表明各自的二酮变异构体占优势。
• Dipolar cycloaddition of rhodium carbenoids with vinyl esters. Total synthesis of pongamol and lanceolatin B
  作者：Michael C. Pirrung、Yong Rok Lee

  DOI：10.1016/s0040-4039(00)73399-5

  日期：1994.8

  A new method for dipolar cycloaddition of diazocyclohexane-1,3-diones, leading to benzofuran derivatives, has been applied to the total synthesis of natural products from Tephrosia and Pongamia.

  一种重氮偶氮环己烷-1,3-二酮偶极环加成反应的新方法，可产生苯并呋喃衍生物，已被用于全合成来自提弗罗西亚和庞加米的天然产物。
• OLEO-ALCOHOLIC ANHYDROUS FLUID SCREENING COMPOSITION COMPRISING A LIPOPHILIC POLYAMIDE POLYCONDENSATE
  申请人：Chevalier Cyril

  公开号：US20100310481A1

  公开（公告）日：2010-12-09

  The present invention relates to an anhydrous fluid composition comprising, in a cosmetically acceptable medium: a) at least one hydrocarbon oil and b) at least one lipophilic organic UV screening agent and c) at least one linear C 1 -C 3 monoalcohol, in particular ethanol, and d) at least one lipophilic polyamide polycondensate. The present invention also relates to the use of the said composition in the manufacture of products for the cosmetic treatment of the skin, nails, hair, eyelashes, eyebrows and/or scalp, in particular care products, sun protection products, makeup products or scenting products.

  本发明涉及一种无水流体组合物，包括在一种化妆学上可接受的介质中：a）至少一种碳氢化合物油和b）至少一种亲脂性有机紫外线筛选剂和c）至少一种线性C1-C3单醇，特别是乙醇，和d）至少一种亲脂性聚酰胺聚缩酸酯。本发明还涉及所述组合物在制造用于皮肤、指甲、头发、睫毛、眉毛和/或头皮的化妆品治疗产品中的使用，特别是护理产品、防晒产品、化妆品或香氛产品。