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Pterodontic acid derivatives as well as preparation method and application thereof

A technology of malodotanic acid and its derivatives, applied in the field of natural medicinal chemistry, can solve the problems of large toxic side effects and easy complications

Pending Publication Date: 2020-11-24
YUNNAN UNIV OF TRADITIONAL CHINESE MEDICINE
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At the same time, synthetic drugs have greater toxic and side effects on the body, which can easily cause complications, or other diseases

Method used

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  • Pterodontic acid derivatives as well as preparation method and application thereof
  • Pterodontic acid derivatives as well as preparation method and application thereof
  • Pterodontic acid derivatives as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0089] The synthesis of the 13 amidation derivatives of embodiment 1 malidan acid

[0090] Reaction (i) is carried out in the present embodiment: 50.0 mg of fendanic acid with the structure of formula (A) is dissolved in 5.0 mL of anhydrous dichloromethane (DCM) solvent, and 1-ethyl-(3-dimethyl Aminopropyl) carbodiimide hydrochloride (EDCI, 0.27mmol) as condensation agent, 4-dimethylaminopyridine (DMAP) catalyst (0.1mmol), add 0.25mmol methylamine hydrochloride, ethylamine hydrochloride salt, allylamine, dimethylamine hydrochloride, diethylamine hydrochloride, diallylamine, 2,4-dimethylhexylamine, cyclohexylamine, 2-methyl-2 imidazoline, 4-picolylamine, 4-methoxybenzylamine, 3-aminobenzylamine, methylbenzylamine, 3-chlorobenzylamine, 4-chlorobenzylamine, 4-fluorobenzylamine, 4-bromobenzylamine, 4-Hydroxybenzylamine, diphenylmethylamine, benzylamine, 4-methylbenzylamine, phenethylamine, 2-furylmethylamine, 4-(trifluoromethyl)benzylamine, 3-( Trifluoromethyl)benzylamine, 2-chl...

Embodiment 2

[0091] Synthesis of the 13-position amidation derivatives of embodiment 2 malidanic acid

[0092] Reaction (i) is carried out in the present embodiment: 80.0 mg of fendanic acid of formula (A) structure is dissolved in 8.0 mL of anhydrous dichloromethane (DCM) solvent, and 1-ethyl-(3-dimethyl Aminopropyl) carbodiimide hydrochloride (EDCI, 0.43mmol) as condensation agent, 4-dimethylaminopyridine (DMAP) catalyst (0.2mmol), add 0.40mmol methylamine hydrochloride, ethylamine hydrochloride salt, allylamine, dimethylamine hydrochloride, diethylamine hydrochloride, diallylamine, 2,4-dimethylhexylamine, cyclohexylamine, 2-methyl-2 imidazoline, 4-picolylamine, 4-methoxybenzylamine, 3-aminobenzylamine, methylbenzylamine, 3-chlorobenzylamine, 4-chlorobenzylamine, 4-fluorobenzylamine, 4-bromobenzylamine, 4-Hydroxybenzylamine, diphenylmethylamine, benzylamine, 4-methylbenzylamine, phenethylamine, 2-furylmethylamine, 4-(trifluoromethyl)benzylamine, 3-( Trifluoromethyl)benzylamine, 2-chlor...

Embodiment 3

[0093] Synthesis of the 13 amidation derivatives of embodiment 3 malidanic acid

[0094] Reaction (i) is carried out in the present embodiment: 60.0 mg of meridanic acid of formula (A) structure is dissolved in 6.0 mL of anhydrous dichloromethane (DCM) solvent, and 1-ethyl-(3-dimethyl Aminopropyl) carbodiimide hydrochloride (EDCI, 0.3mmol) as condensation agent, 4-dimethylaminopyridine (DMAP) catalyst (0.15mmol), add 0.35mmol methylamine hydrochloride, ethylamine hydrochloride salt, allylamine, dimethylamine hydrochloride, diethylamine hydrochloride, diallylamine, 2,4-dimethylhexylamine, cyclohexylamine, 2-methyl-2 imidazoline, 4-picolylamine, 4-methoxybenzylamine, 3-aminobenzylamine, methylbenzylamine, 3-chlorobenzylamine, 4-chlorobenzylamine, 4-fluorobenzylamine, 4-bromobenzylamine, 4-Hydroxybenzylamine, diphenylmethylamine, benzylamine, 4-methylbenzylamine, phenethylamine, 2-furylmethylamine, 4-(trifluoromethyl)benzylamine, 3-( Trifluoromethyl)benzylamine, 2-chlorobenzyla...

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Abstract

The invention relates to pterodontic acid derivatives as well as a preparation method and application thereof, and belongs to the technical field of natural pharmaceutical chemistry. A series of pterodontic acid derivatives including C-5, C-12 and C-13 derivatives and the like are prepared by the method. The pterodontic acid derivatives prepared by the method have the advantages of being good in influenza A H1N1 virus resisting effect, good in stability, high in yield and the like. The derivatives play an important role in preparing medicines for treating virus infectious diseases such as influenza and the like. Meanwhile, the preparation method is simple and easy to implement, high in universality and easy to apply and popularize, and the yield of derivatives is larger than or equal to 80%.

Description

technical field [0001] The invention belongs to the technical field of natural medicinal chemistry, and in particular relates to a malidan acid derivative and its preparation method and application. Background technique [0002] Influenza virus is a kind of specific respiratory virus. It is an Orthomyxoviridae RNA virus that causes influenza in humans and poultry. Because its internal antigens are prone to change, it mutates and spreads, and there is seasonal transmission, so it is susceptible The population is concentrated in children and the elderly, and the infection mortality rate of the elderly with chronic diseases is relatively high. Influenza viruses are divided into three types: A, B, and C according to their internal proteins and antigens. Among them, influenza A virus is the type that mutates most frequently, which brings difficulties to prevention and control. Influenza A virus is divided into 18 different HA subtypes and 11 different NA subtypes according to it...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C233/10C07C233/21C07C231/02C07C233/39C07C233/13C07C233/91C07C279/22C07C277/08C07C69/608C07C67/08C07C21/215C07C17/093C07C211/27C07C209/16C07C247/10C07C309/65C07C303/24C07D401/04C07D249/06C07D295/03C07D303/40C07D295/185C07D233/06C07D213/40C07D307/92A61P31/16
CPCC07C233/10C07C233/21C07C233/39C07C233/13C07C233/91C07C279/22C07C69/608C07C21/215C07C211/27C07C247/10C07C309/65C07D401/04C07D249/06C07D295/03C07D303/40C07D295/185C07D233/06C07D213/40C07D307/92A61P31/16C07C2602/28C07C2601/14
Inventor 张荣平于浩飞胡炜彦黄邦连张兰春王新华李鲜周宁娜杨为民罗晓东赵昱胡建林刘绍兴王玉涛
Owner YUNNAN UNIV OF TRADITIONAL CHINESE MEDICINE
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