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中药材化学成分黄酮类学习笔记

  • 2026-02-24 16:06:20
中药材化学成分黄酮类学习笔记

一、 核心骨架与结构分类
总口诀:黄酮家族人丁旺,C6-C3-C6是总纲。三碳桥连两苯环,结构衍生多花样。

1. 基本母核
(1)核心:两个苯环(A环与B环)通过三个碳原子(C环)相连。

(2)关键差异:C环的饱和度和含氧状态决定了不同亚型的结构和性质。
2. 八大主要类型对比速记表格

3.速记要点:
(1)凡有 “二氢” 前缀,则 C2-C3为单键(饱和),分子非平面,性质(如旋光性、溶解性)发生改变。
(2)异黄酮:B环连接位置与众不同(在C3位)。
(3)看到黄芩想黄酮,看到葛根想异黄酮,看到陈皮想二氢黄酮。
(4)速记口诀:“黄(黄酮)酮(黄酮醇)二氢(二氢黄酮)异(异黄酮)查(查耳酮)”。

二、 含黄酮类“明星中药”与质控成分
1.串联口诀:黄(黄芩)沙(沙棘)铺(蒲黄)满(满山红)地,沉(陈皮)吟(银杏叶)歌(葛根)情(黄芩)怀(槐花)

2.对比速记表格

三、 黄酮类核心性质“四要素”
1. 颜色
(1)规律:分子中是否存在交叉共轭体系(C环不饱和,且与A、B环共轭)。

(2)口诀:“黄酮(醇)查耳酮,都显黄;二氢兄弟(二氢黄酮/醇)近无色;异黄酮,浅浅黄;花色素,随pH变红蓝紫。”

2. 旋光性
(1)有旋光性:二氢黄酮、二氢黄酮醇、黄烷醇(因C2-C3单键,有手性碳)。

(2)无旋光性:其他游离苷元(分子对称或无双键)。
(3)苷类:因引入糖,均有旋光性,且多为左旋。
3. 溶解性(关键!)
(1)平面性强分子(黄酮、黄酮醇、查耳酮):堆叠紧密,难溶于水。
(2)非平面分子(二氢黄酮、二氢黄酮醇):堆叠松散,水溶性稍大。
(3)离子型分子(花色素):水溶性最大。

4. 酸性强弱
(1)酸性强弱取决于酚羟基的位置和数量,顺序固定:7,4‘-二羟基 > 7-或4‘-羟基 > 一般酚羟基 > 5-羟基

(2)应用:据此可用pH梯度萃取法分离不同黄酮。
(3)记忆口诀:“七四(7,4’)最强,七或四(7或4‘)跟上,五(5)位最窝囊。”
四、 特征显色反应(鉴别的“化学指纹”)

1.对比速记表格

2. 核心提示:盐酸-镁粉反应是黄酮类最经典、最常用的鉴别反应。

五、 重点中药的独特考点
1. 黄芩——代谢与变色的奥秘
(1)药典质控:黄芩苷。

(2)核心药理:抗菌、抗炎、抗过敏(活性成分为黄芩苷及其苷元黄芩素)。
(3)独特考点1:双峰现象与肝肠循环
①口服黄芩苷后,血药浓度出现两个峰。
②一峰:十二指肠少量直接吸收。
③二峰:肠道菌群将黄芩苷水解为黄芩素吸收,后者在肝肠中重新 glucuronide 化为黄芩苷入血。

④结论:黄芩苷的代谢是“苷→元→苷”的循环。

(4)独特考点2:黄芩为何变绿?
①黄芩中的黄芩苷酶能水解黄芩苷生成黄芩素。

②黄芩素含邻三酚羟基,极不稳定,易被氧化成醌式结构而显绿色。
③意义:黄芩炮制(蒸、煮)或储存时需杀酶保苷,防止变绿失效。
2. 葛根——异黄酮与心脑血管
(1)药典质控:葛根素。

(2)关键点:葛根素是碳苷,比氧苷(如大豆苷)更稳定。
(3)核心药理:扩张冠脉、改善心脑循环、降血糖。
3. 槐花——芦丁的代谢
(1)药典质控:总黄酮、芦丁。

(2)关键点:芦丁口服后,肠道菌群将其水解为槲皮素吸收发挥活性。

六、💎 复习心法:

1.结构为根:理解“C6-C3-C6”基本骨架,掌握黄酮、异黄酮、二氢黄酮的C环结构差异。
2.中药为干:用口诀 “黄沙铺满地,沉吟歌情怀” 牢牢绑定8味中药及其质控成分、结构类型。
3.性质为叶:
(1)记住酸性强弱顺序(分离依据)。
(2)理解平面性影响溶解性,共轭体系影响颜色。
(3)反应为花:
①盐酸-镁粉是通用筛查。
②四氢硼钠是二氢黄酮类的“唯一身份证”。
③其他反应(锆盐、氯化锶)用于鉴定特定取代基。

七、思维导图记忆法

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  1. CONNECT:[ UseTime:0.000370s ] mysql:host=127.0.0.1;port=3306;dbname=no_67808;charset=utf8mb4
  2. SHOW FULL COLUMNS FROM `fenlei` [ RunTime:0.000570s ]
  3. SELECT * FROM `fenlei` WHERE `fid` = 0 [ RunTime:0.000292s ]
  4. SELECT * FROM `fenlei` WHERE `fid` = 63 [ RunTime:0.000292s ]
  5. SHOW FULL COLUMNS FROM `set` [ RunTime:0.000467s ]
  6. SELECT * FROM `set` [ RunTime:0.000193s ]
  7. SHOW FULL COLUMNS FROM `article` [ RunTime:0.000598s ]
  8. SELECT * FROM `article` WHERE `id` = 470036 LIMIT 1 [ RunTime:0.000737s ]
  9. UPDATE `article` SET `lasttime` = 1772002152 WHERE `id` = 470036 [ RunTime:0.009671s ]
  10. SELECT * FROM `fenlei` WHERE `id` = 65 LIMIT 1 [ RunTime:0.000251s ]
  11. SELECT * FROM `article` WHERE `id` < 470036 ORDER BY `id` DESC LIMIT 1 [ RunTime:0.000641s ]
  12. SELECT * FROM `article` WHERE `id` > 470036 ORDER BY `id` ASC LIMIT 1 [ RunTime:0.000337s ]
  13. SELECT * FROM `article` WHERE `id` < 470036 ORDER BY `id` DESC LIMIT 10 [ RunTime:0.003181s ]
  14. SELECT * FROM `article` WHERE `id` < 470036 ORDER BY `id` DESC LIMIT 10,10 [ RunTime:0.003091s ]
  15. SELECT * FROM `article` WHERE `id` < 470036 ORDER BY `id` DESC LIMIT 20,10 [ RunTime:0.002574s ]
0.090610s