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根皮苷 | 7061-54-3

中文名称
根皮苷
中文别名
弗罗利辛;根皮苷,二水;弗罗利辛二水合物;根皮苷二水
英文名称
Phlorizin hydrate
英文别名
1-[2,4-dihydroxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-(4-hydroxyphenyl)propan-1-one;hydrate
根皮苷化学式
CAS
7061-54-3
化学式
C21H26O11
mdl
——
分子量
454.4
InChiKey
KOIIMADCRCFGOA-NVADMLJHSA-N
BEILSTEIN
——
EINECS
——
  • 物化性质
  • 计算性质
  • ADMET
  • 安全信息
  • SDS
  • 制备方法与用途
  • 上下游信息
  • 反应信息
  • 文献信息
  • 表征谱图
  • 同类化合物
  • 相关功能分类
  • 相关结构分类

物化性质

  • 熔点:
    113-114 °C(lit.)
  • 比旋光度:
    -52 º (c=3, EtOH)
  • 溶解度:
    溶于氯仿、二氯甲烷、乙酸乙酯、DMSO、丙酮等。

计算性质

  • 辛醇/水分配系数(LogP):
    -1.03
  • 重原子数:
    32
  • 可旋转键数:
    7
  • 环数:
    3.0
  • sp3杂化的碳原子比例:
    0.38
  • 拓扑面积:
    178
  • 氢给体数:
    8
  • 氢受体数:
    11

安全信息

  • 危险品标志:
    Xi
  • 安全说明:
    S26,S36
  • 危险类别码:
    R36/37/38
  • WGK Germany:
    3
  • RTECS号:
    UC2080000
  • 危险性防范说明:
    P261,P305+P351+P338
  • 危险性描述:
    H315,H319,H335

制备方法与用途

弗罗利辛简介

弗罗利辛又称为根皮甙,是一种微黄色针状结晶体。它能溶解于热乙醇甲醇戊醇丙酮乙酸乙酯吡啶冰醋酸等溶剂中,而不溶于醚、氯仿及苯。

据报道,根皮甙具有抗肿瘤活性,对皮肤癌有治疗效果。在面部护理产品中使用时,能抑制黑色素的生成,有助于淡化茶色斑、灰色斑点以及雀斑的颜色。

来源

根皮甙是一种广泛存在于多种果树中的天然成分,包括树皮、嫩芽、树叶和果实体(成熟或未熟)。研究表明,在苹果树体内酚类物质总含量中,根皮苷占到了95%,因其含量高,以至于其存在状态影响了其他分类物质的整体存在状态。因此,更多针对根皮甙的分离纯化工作都是以苹果、苹果树皮及树叶等为原料进行研究。

根皮苷是由根皮素和配糖体通过葡萄糖苷键结合形成的苷类化合物,当糖基解后会产生葡萄糖。由于其含量较高,许多学者认为它是碳水化合物的一种储存形式。近年来的临床研究表明,根皮苷在治疗糖尿病方面具有良好的疗效。

制法 (1) 提取

对苹果根皮进行粉碎处理后,使用3-10倍重量的纯化进行提取,并加入质量为0.1%-2%的碱性试剂(如氢氧化钠氢氧化钾碳酸氢钠碳酸)。最佳条件为8倍量纯化,55℃温度下提取2小时,共进行两次。最适宜的碱性试剂是碳酸,其占纯化质量的比例为1%。

(2) 浓缩

对所得提取液进行浓缩处理后得到浸膏,浸膏密度控制在0.90-1.08之间,并过滤除去不溶物,获得滤液。最理想的浸膏密度为1.03。

(3) 调酸

将上一步骤中获得的滤液通过盐酸硫酸甲酸乙酸等酸性溶液调节pH值至2-7区间后静置并离心分离,此时沉淀即为根皮甙产品。最适宜采用的是盐酸调至pH 4。

(4) 重结晶

将步骤3得到的沉淀物用1-10倍重量的纯溶解,并加入沉淀量的1%-20%脱色剂(如活性炭、活性白土、活性氧化镁藻土)在30-80℃下进行脱色处理,持续0.5小时至4小时。随后过滤、室温放置结晶,抽滤并采用真空干燥技术最终获得纯度大于98%的弗罗利辛产品。

化学性质

白色结晶粉末,易溶于甲醇乙醇DMSO等有机溶剂中,主要来源于海棠叶和苹果树枝叶。

用途

用于诱导实验性糖尿(glycosuria)。

文献信息

  • MULTIFUNCTIONAL (METH)ACRYLATE MANUFACTURING METHOD
    申请人:TOAGOSEI CO., LTD.
    公开号:US20170204044A1
    公开(公告)日:2017-07-20
    [Problem] The purpose of the present invention is to obtain a multifunctional (meth)acrylate with good yield by an ester exchange reaction of a polyhydric alcohol such as pentaerythritol or dipentaerythritol with a monofunctional (meth)acrylate. [Solution] A multifunctional (meth)acrylate manufacturing method characterized in that when manufacturing a multifunctional (meth)acrylate by an ester exchange reaction of a polyhydric alcohol with a monofunctional (meth)acrylate, catalyst (A) and catalyst (B) are used together. Catalyst (A): One or more kinds of compounds selected from a group consisting of cyclic tertiary amines with an azabicyclo structure or salts or complexes thereof, amidines or salts or complexes thereof, and compounds with a pyridine ring or salts or complexes thereof. Catalyst (B): One or more kinds of compounds selected from a group consisting of zinc-containing compounds.
    [问题] 本发明的目的是通过多元醇(如戊三醇或二戊三醇)与单官能基(甲基)丙烯酸酯的酯交换反应,获得产率高的多功能(甲基)丙烯酸酯。[解决方案] 一种多功能(甲基)丙烯酸酯制备方法,其特征在于,在通过多元醇与单官能基(甲基)丙烯酸酯的酯交换反应制备多功能(甲基)丙烯酸酯时,同时使用催化剂(A)和催化剂(B)。催化剂(A):选自具有氮杂双环结构的环三胺或其盐或络合物、酰胺或其盐或络合物以及吡啶环或其盐或络合物组成的群中的一种或多种化合物。催化剂(B):选自含化合物组成的群中的一种或多种化合物。
  • Multifunctional (meth)acrylate manufacturing method
    申请人:TOAGOSEI CO., LTD.
    公开号:US10035752B2
    公开(公告)日:2018-07-31
    [Problem] The purpose of the present invention is to obtain a multifunctional (meth)acrylate with good yield by an ester exchange reaction of a polyhydric alcohol such as pentaerythritol or dipentaerythritol with a monofunctional (meth)acrylate. [Solution] A multifunctional (meth)acrylate manufacturing method characterized in that when manufacturing a multifunctional (meth)acrylate by an ester exchange reaction of a polyhydric alcohol with a monofunctional (meth)acrylate, catalyst (A) and catalyst (B) are used together. Catalyst (A): One or more kinds of compounds selected from a group consisting of cyclic tertiary amines with an azabicyclo structure or salts or complexes thereof, amidines or salts or complexes thereof, and compounds with a pyridine ring or salts or complexes thereof. Catalyst (B): One or more kinds of compounds selected from a group consisting of zinc-containing compounds.
    [问题]本发明的目的是通过季戊四醇季戊四醇等多元醇与单官能团(甲基)丙烯酸酯的酯交换反应,获得收率高的多官能团(甲基)丙烯酸酯。 [解]一种多功能(甲基)丙烯酸酯的制造方法,其特征在于通过多元醇与单官能(甲基)丙烯酸酯的酯交换反应制造多功能(甲基)丙烯酸酯时,催化剂(A)和催化剂(B)一起使用。催化剂 (A):一种或多种化合物,选自具有氮杂双环结构的环状叔胺或其盐或络合物、脒或其盐或络合物以及具有吡啶环的化合物或其盐或络合物组成的组。催化剂 (B):一种或多种选自含化合物组的化合物。
  • Curable composition
    申请人:TOAGOSEI CO., LTD.
    公开号:US10611856B2
    公开(公告)日:2020-04-07
    Provided is a method for making a curable composition that has low viscosity and rapid curing ability in the form of thin film, further has excellent resistance to emulsification and preservation stability, and has high hardness in the form of cured film, thereby achieving excellent alkali developability, which is preferably an active energy beam-curable composition, is provided. The made curable composition includes a mixture (A) of a compound having two or more (meth)acryloyl groups, and is obtained by conducting a transesterification reaction of diglycerin and/or glycerin and a compound having one (meth)acryloyl group under the presence of the following catalysts X and Y: catalyst X: a compound that is at least one member selected from the group consisting of cyclic tertiary amine having an azabicyclo structure or a salt or complex thereof, amidine or a salt or complex thereof, and a compound having a pyridine ring or a salt or complex thereof; and catalyst Y: a compound including zinc.
    本发明提供了一种固化组合物的制造方法,该固化组合物以薄膜的形式具有低粘度和快速固化能力,进一步具有优异的抗乳化性和保存稳定性,以固化薄膜的形式具有高硬度,从而实现优异的碱显影性,该固化组合物优选为活性能量束固化组合物。制成的可固化组合物包括具有两个或两个以上(甲基)丙烯酰基的化合物的混合物 (A),该混合物是在以下催化剂 X 和 Y 的存在下,通过二甘油和/或甘油与具有一个(甲基)丙烯酰基的化合物进行酯交换反应而得到的:催化剂 X:至少一种选自以下组别的化合物:具有氮杂双环结构的环状叔胺或其盐或络合物、脒或其盐或络合物、具有吡啶环的化合物或其盐或络合物;以及催化剂 Y:包括的化合物。
  • CURABLE COMPOSITION
    申请人:TOAGOSEI CO., LTD.
    公开号:US20180171038A1
    公开(公告)日:2018-06-21
    A curable composition that has low viscosity and rapid curing ability in the form of thin film, further has excellent resistance to emulsification and preservation stability, and has high hardness in the form of cured film, thereby achieving excellent alkali developability, which is preferably an active energy beam-curable composition, is provided. The provided is a curable composition, which includes a mixture (A) of a compound having two or more (meth)acryloyl groups that is obtained by conducting a transesterification reaction of diglycerin and/or glycerin and a compound having one (meth)acryloyl group under the presence of the following catalysts X and Y: catalyst X: a compound that is at least one member selected from the group consisting of cyclic tertiary amine having an azabicyclo structure or a salt or complex thereof, amidine or a salt or complex thereof, and a compound having a pyridine ring or a salt or complex thereof; and catalyst Y: a compound including zinc.
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