5,7,4'-tris(methoxymethoxy)flavanone | 134955-30-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: 5,7,4'-tris(methoxymethoxy)flavanone
• 英文别名: 5,7-bis(methoxymethoxy)-2-(4-(methoxymethoxy)phenyl)chroman-4-one；4',5,7-tris(methoxymethyloxy)flavanone；4',5,7-Trihydroxyflavanone 4',5,7-tri(methoxymethyl) ether；5,7-bis(methoxymethoxy)-2-[4-(methoxymethoxy)phenyl]-2,3-dihydrochromen-4-one
• CAS: 134955-30-9
• 化学式: C₂₁H₂₄O₈
• 分子量: 404.417
• InChiKey: KSNAHHMAWZGNOS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  29
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  81.7
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  5,7,4'-tris(methoxymethoxy)flavanone 在 盐酸 、 氢氧化钾 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 1,4-二氧六环 、 甲醇 、 苯 为溶剂， 反应 9.25h， 生成 6-geranylapigenin
  参考文献：
  名称：

  Fukai, Toshio; Nomura, Taro, Heterocycles, 1991, vol. 32, # 3, p. 499 - 510

  摘要：

  DOI：
• 作为产物：
  描述：

  2′,4,4′-trimethoxymethoxy-6′-hydroxychalcone 在 sodium acetate 作用下， 以 甲醇 为溶剂， 以67 %的产率得到5,7,4'-tris(methoxymethoxy)flavanone
  参考文献：
  名称：

  羽扇豆素及其天然类似物的全合成及抗菌评价

  摘要：

  本研究首次通过化学合成获得羽扇豆素 ( 1 ) 及其天然类似物 Mundulin ( 2 )、Minimiorin ( 3 )、khonklonginol H ( 4 )、flemichin D ( 5 ) 和 eriosemaone A ( 27 ) 。时间。关键步骤包括电环化以构建线性吡喃环和克莱森/科普重排以安装 8-异戊二烯基取代基。所有化合物均针对临床相关人类病原体进行了体外抗菌活性评估，包括一种革兰氏阴性菌株（大肠杆菌ATCC 25922）和四种革兰氏阳性菌株（金黄色葡萄球菌ATCC 29213、粪肠球菌ATCC 29212、 MRSA21-5 和 VRE ATCC 51299）。结果表明，eriosemaone A ( 27 ) 是对抗革兰氏阳性菌最有效的一种，最低抑制浓度在 0.25–0.5 μg/mL 范围内。机理研究表明27对细菌内膜具有良好的膜靶向能力，可以与细菌膜中

  DOI：

  10.1021/acs.jnatprod.4c00008

文献信息

• Flavonoid derivatives as organometallic bioprobes
  作者：Christopher E Anson、Colin S Creaser、Andrej V Malkov、Ljubica Mojovic、G.Richard Stephenson

  DOI：10.1016/s0022-328x(02)02146-0

  日期：2003.2

  derivatives of substituted aromatic rings have been employed as nucleophiles in combination with tricarbonyl(η5-cyclohexadienyl)iron electrophiles. Products have been converted into flavonoid and chalcone derivatives. Enolates generated from protected flavanones have also been used in nucleophile addition reactions, and a one-pot in situ protection, nucleophile addition, deprotection sequence is reported

  描述了生物活性类黄酮的有机铁衍生物的合成。官能化保护的乙酰苯和取代的芳族环的金属化衍生物的烯醇化物锂已经用作与三羰基（η组合亲核试剂5 -cyclohexadienyl）铁电体。产品已转化为类黄酮和查尔酮衍生物。由受保护的黄烷酮产生的烯醇酸酯也已经用于亲核试剂加成反应中，并且报道了一锅就地保护，亲核试剂加成，去保护序列。
• METHODS FOR INHIBITING MUSCLE ATROPHY
  申请人：Adams Christopher M.

  公开号：US20140228333A1

  公开（公告）日：2014-08-14

  In one aspect, the invention relates to methods for treating muscle atrophy by providing to an animal in need thereof an effective amount of a compound. The compound can modulate the expression levels of multiple mRNA of a muscle atrophy signature. This abstract is intended as a scanning tool for purposes of searching in the particular art and is not intended to be limiting of the present invention.
• US9295664B2
  申请人：——

  公开号：US9295664B2

  公开（公告）日：2016-03-29
• [EN] METHODS OF INHIBITING MUSCLE ATROPHY<br/>[FR] PROCÉDÉS D'INHIBITION D'UNE ATROPHIE MUSCULAIRE
  申请人：UNIV IOWA RES FOUND

  公开号：WO2012170546A1

  公开（公告）日：2012-12-13

  In one aspect, the invention relates to methods for treating muscle atrophy by providing to an animal in need thereof an effective amount of a compound. The compound can modulate the expression levels of multiple mRNA of a muscle atrophy signature. This abstract is intended as a scanning tool for purposes of searching in the particular art and is not intended to be limiting of the present invention. The disclosed compounds can treat muscle atrophy when administered in an effective amount to an animal, such as a mammal, fish or bird. For example, human. Also disclosed in a method of lowering blood glucose in an animal by administering ursolic acid or ursolic acid analogs, such as betulininc acid analogs, and narigenin analogs, such as naringenin, in an effective amount to an animal. Also disclosed in a method of lowering blood glucose in an animal by administering ungerine/hippeastrine analogs, such as hippeastrine, in an effective amount to an animal. The disclosed compounds can also promote muscle health, promote normal muscle function, and/or promote healthy aging muscles by providing to a subject in need thereof an effective amount of a disclosed compound.
• Fukai, Toshio; Nomura, Taro, Heterocycles, 1991, vol. 32, # 3, p. 499 - 510
  作者：Fukai, Toshio、Nomura, Taro

  DOI：——

  日期：——