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Corynantheidine compounds and preparation method thereof

A technology for conanine base and compound, which is applied in the field of conanine base compounds and their preparation, and achieves the effects of easy control, good stability and high yield

Inactive Publication Date: 2016-10-12
FUDAN UNIV
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Problems solved by technology

In recent years, studies on alkaloids in Uncaria show that these alkaloids have the characteristics of high efficiency and low toxicity, and corynantheine is one of the alkaloids in Uncaria. Reported Study on the Activity of Monomer Drugs of Alkaline and Its Similar Compounds

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  • Corynantheidine compounds and preparation method thereof
  • Corynantheidine compounds and preparation method thereof
  • Corynantheidine compounds and preparation method thereof

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Embodiment Construction

[0038] 1: Chemical synthesis and preparation

[0039] All solvents, raw materials and reagents used in the present invention are analytically pure or chemically pure unless otherwise specified; the anhydrous treatment of solvents is carried out according to conventional methods.

[0040] Instruments and methods for product separation and identification: Thin-layer chromatography silica gel GF 254 , column chromatography coarse-pore silica gel (200-300 mesh), all produced by Qingdao Ocean Chemical Factory; TLC was detected by 154nm ultraviolet; NMR was measured by Varian VXR-500 NMR instrument, hydrogen spectrum, carbon spectrum with TMS as internal standard .

[0041] 1.1 Synthesis of 1-ethoxycarbonylmethyl-1,2,3,4-tetrahydrocarboline (Formula 2)

[0042] In a 500ml round-bottomed flask, add 200ml of dichloromethane and 30ml of 3,3-diethoxypropionate ethyl ester in sequence with 8g (50mmol) of tryptamine dissolved in it, then slowly add 12ml of trifluoroacetic acid dropwise ...

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Abstract

The invention belongs to the field of medicine and pharmacology, and relates to corynantheidine compounds and a preparation method thereof. The corynantheidine compounds adopt the structures shown in formulas (1) and (2). According to the corynantheidine compounds and the preparation method thereof, tryptamine is adopted as a starting material, and multiple steps of reactions of the Pictet-Spengler reaction, the butyl aluminum lithium hydrogen reduction, the Knoevenagel / hetero-Diels+ / -Alder cascade reaction, the hydrogenation reaction and the like are adopted to obtain the corynantheidine analogues with the general formulas (1) and (2). The corynantheidine analogues are the new compounds with direct vascular dilation activity, and have the advantages that the synthetic method is simple and convenient, and easy to control, and the synthesized products are large in yield and high in purity; the prepared products are good in self stability, have a wide modification range, can be used for preparing peripheral vascular dilation type antihypertensive drug candidates, and can be used as potential pharmacological tools.

Description

[0001] This application is application number 201310552303X, filing date 2013-11-07, Invention name: Divisional application of Ke Nanyin base compound and its preparation method technical field [0002] The invention belongs to the field of medicine, and relates to conanin base compounds and a preparation method thereof. The present invention uses tryptamine as a starting material, and through multi-step reactions, synthesizes conanine analogues and derivatives thereof; the preparation method has the advantages of strong operability, simple reaction conditions, easy control, and high product purity; The obtained product has good self-stability, can be used to prepare antihypertensive drug candidates for expanding peripheral blood vessels, and can be used as a potential pharmacological tool. Background technique [0003] Uncaria (Ucaria) is a traditional Chinese medicine for lowering blood pressure. After research, its main antihypertensive component is the alkaloid it conta...

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Application Information

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IPC IPC(8): C07D471/04C07D471/14A61P9/08A61P9/12
CPCC07D471/04C07D471/14
Inventor 朱依谆鲍光植古险峰朱依纯
Owner FUDAN UNIV
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