西安交通大学：《药物分析》课程教学资源（PPT课件讲稿）第十章 甾体激素类药物的分析 The Analysis of Steroid Hormone Drugs

The analysis of Steroid Hormone drugs Chapter 10 B体激素类药物分析

The Analysis of Steroid Hormone Drugs 甾体激素类药物分析 Chapter 10

s The main contents 甾体激素类药物的基本结构特点与分类 The structure characteristics and classification 甾体激素药物的鉴别试验 The identification tests 甾体激素药物的特殊杂质检査 The specific impurity tests 甾体激素药物的含量测定 Assays

The main contents： ➢ 甾体激素类药物的基本结构特点与分类 ➢ The structure, characteristics and classification； ➢ 甾体激素药物的鉴别试验 ➢ The identification tests； ➢ 甾体激素药物的特殊杂质检查 ➢ The specific impurity tests； ➢ 甾体激素药物的含量测定 ➢ Assays

Fundamental requirement 掌握各类甾体激素药物的基本结构特点、鉴别 实验及含量测定方法; Mastering the general structure characteristics identification tests and assays of steroid hormones >熟悉HPLC在鉴别试验及含量测定中的应用 Familiarizing with the application of hPlC in identification tests and assays 掌握I在甾体激素类药物鉴别中的应用。 Mastering the application of ir in identification tests

Fundamental requirement: ➢ 掌握各类甾体激素药物的基本结构特点、鉴别 实验及含量测定方法； ➢ Mastering the general structure characteristics、 identification tests and assays of steroid hormones; ➢ 熟悉HPLC在鉴别试验及含量测定中的应用； ➢ Familiarizing with the application of HPLC in identification tests and assays; ➢ 掌握IR在甾体激素类药物鉴别中的应用。 ➢ Mastering the application of IR in identification tests

Index Index To content To requirement Analysis Specific impurity Steroid hormones Brief summary Structure Identification assay

Structure Identification Assay Steroid hormones Specific impurity Brief summary To content To requirement

基本结构与分类 结构特点 基本骨架 甾体激素类药物,一些为天 然物,一些为人工合成品。但无 论是天然的还是人工合成的本类 药物,均含有环五烷骈多氢菲母 核。多数药物都是半合成的 第一

基本结构与分类 C C ➢ 结构特点 基本骨架: 甾体激素类药物，一些为天 然物，一些为人工合成品。但无 论是天然的还是人工合成的本类 药物，均含有环五烷骈多氢菲母 核。多数药物都是半合成的。 第一节

General structures Structure characteristics Steroid skeleton Steroid compounds have a cyclo pentanoperhydrophenanthrene skeleton. Some of these drugs are natural products, and some are synthetic materials. Most of these drugs are obtained by semi-synthetic methods Section l

General structures C C ➢ Structure characteristics Steroid skeleton: Steroid compounds have a cyclo￾pentanoperhydrophenanthrene skeleton.Some of these drugs are natural products,and some are synthetic materials.Most of these drugs are obtained by semi-synthetic methods. Section 1

Sort Structure ypical drugs CHOH C=。 Hydrocortisone Acetate Adrenocorticoid HO H (醋酸氢化可的松) hormones Dexamethasone Acetate (醋酸地塞米松); OH Methyltestosterone (甲睾酮); Androgens Testosterone Propinate (丙酸睾酮);

Sort Structure Typical drugs Adrenocorticoid hormones Hydrocortisone Acetate (醋酸氢化可的松）; Dexamethasone Acetate （醋酸地塞米松）; Androgens Methyltestosterone （甲睾酮）; Testosterone Propinate （丙酸睾酮）; O HO C O CH2 OH H O OH

<Previous OCOCH CH-CH Alair anabolic Nandrolone Phenylpropionate hormones (苯丙酸诺龙) Progesterone: o Megestrol Acetate Progestogens (醋酸甲地孕酮); Norethisterone (炔诺酮) OH Estradiol Ethinylestradiol Estrogens (炔雌醇) HO Diethylstibestrol (己烯雌酚)

Galair anabolic hormones Nandrolone Phenylpropionate (苯丙酸诺龙）; Progestogens Progesterone; Megestrol Acetate （醋酸甲地孕酮） ; Norethisterone （炔诺酮） ; Estrogens Estradiol; Ethinylestradiol （炔雌醇） ; Diethylstibestrol (己烯雌酚）. O O C O C H 2 C H 2 - C 6 H 5 O O C H 3 H O O H

鉴别实验 △4-3-酮基一紫外分光光度法 酮基一呈色反应(与羰基试剂呈色) 制备衍生物测定其熔点 与强酸的呈色反应 官能团一红外分光光度法 C17(-醇酮基一呈色反应(与氧化剂四氮唑盐呈色) 沉淀反应 甲基酮一呈色反应(与亚硝基铁氰化钠、间二硝基酚、芳香醛呈色) 第二芹

鉴 别 实 验 第二节 Δ4 -3-酮基 — 紫外分光光度法 C17-α-醇酮基 — 呈色反应 (与氧化剂四氮唑盐呈色) — 沉淀反应 酮基 — 呈色反应 (与羰基试剂呈色) — 制备衍生物测定其熔点 — 与强酸的呈色反应 官能团 — 红外分光光度法 甲基酮 — 呈色反应 (与亚硝基铁氰化钠、间二硝基酚、芳香醛呈色)

Identification tests △4-3-keto— Ultraviolet spectrophotometry Ketone group-Color reaction(with carbonyl reagents) Melting point determination of derivatives Reaction with strong acids Functional group-Infrared spectrophotometry a-hydroxyacetone Color reaction( with tetrazoline salt) Precipitation reaction Methylketone group- Color reaction( with sodium nitroferricyanide, m-dinitrophenol, aromatic aldehyde Section 2

Identification tests Section 2 Δ4 -3-keto — Ultraviolet spectrophotometry α-hydroxyacetone — Color reaction(with tetrazoline salt) — Precipitation reaction Ketone group — Color reaction (with carbonyl reagents) — Melting point determination of derivatives — Reaction with strong acids Functional group — Infrared spectrophotometry Methylketone group — Color reaction(with sodium nitroferricyanide , m-dinitrophenol,aromatic aldehyde )