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Novel lactim compound possessing cardiotonic action, its preparation method and its purpose

A technology of lactim and compounds, which is applied in the field of lactim compounds, can solve the problems such as status reduction

Active Publication Date: 2012-05-30
HARBIN MEDICAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Therefore, the status of traditional inotropic drugs has been reduced and is currently only used as a short-term treatment measure

Method used

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  • Novel lactim compound possessing cardiotonic action, its preparation method and its purpose
  • Novel lactim compound possessing cardiotonic action, its preparation method and its purpose
  • Novel lactim compound possessing cardiotonic action, its preparation method and its purpose

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0024] Embodiment 1, the preparation method of matsutake ethyl acetate extract

[0025] 2 kg of dry matsutake (Tricholoma Matsutake Sing) was soaked in water or 0-70% (ethanol-water, v / v) ethanol at room temperature for 5-8 weeks, and the obtained ethanol extract was dispersed in water and extracted with ethyl acetate. The ethyl acetate extract was recovered under reduced pressure to obtain 8 g of the ethyl acetate layer sample.

Embodiment 2

[0026]Example 2. Separation and purification of lactam monomer compounds in matsutake ethyl acetate extract Instrument materials: high performance liquid chromatography: HPLC detector-Shimadzu RID-6A refractive index; chromatographic column: 5C18-MS-II, 4.6× 250mm. Silica gel for column chromatography (200-300 mesh), silica gel for thin layer chromatography GF 254 (10-40 μm) (manufactured by Qingdao Ocean Chemical Co., Ltd.), ODS for column chromatography: DM1020T (100-200 mesh).

[0027] Separation and purification process: the ethyl acetate layer sample (prepared in Example 1) was subjected to silica gel column chromatography, and gradient elution was performed with cyclohexane-ethyl acetate and chloroform-methanol respectively to obtain 8 fractions (Fr.1-8 ), wherein Fr.8 was eluted by ODS column chromatography with methanol-water (10%~80%, v / v) as the eluent for gradient elution, wherein Fr.8-2 was separated by HPLC preparative chromatography, and methanol-water Water wa...

Embodiment 3

[0028] Embodiment 3, structure analysis of formula I compound

[0029] Instruments and equipment: polarimeter: Perkin-EImer 241 polarimeter; mass spectrometer: JEOL GCmate, Bruker APEX micrOTOF-Q; nuclear magnetic resonance: JNM-LA500 (500MHz).

[0030] Compound I yellow oil, (c 0.72, CHCl 2 ), HR-EI-MS: 195.1261[M]+, the molecular formula is C 11 h 17 NO 2 . According to its physical and chemical properties and spectroscopic data, this compound was identified as 3,5 dimethyl-1-nitrobicyclo[5,2,1]decane-2,10-dione (3,5-dimethyl-1- azabicyclo[5,2,1]decane-2,10-diketone), a new compound that has not been reported in the literature. Its NMR (500MHz, CD 3 OD) data are shown in Table 1.

[0031]

[0032] Formula I compound structural formula

[0033] Table 1, formula I compound 1 H. 13 C NMR data attribution

[0034]

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PUM

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Abstract

The invention discloses a lactim compound possessing cardiotonic action, its preparation method and its purpose. The lactim compound shown in a formula I is obtained from an ethyl acetate extract of edible fungi Tricholoma Matsutake Sing, and is identified as 3,5dimethyl-1-nitrogen bicycle [5,2,1] decane-2,10-dione. The mammal experiments show that the compound possesses the cardiotonic action with different degrees can obviously improve the heart function of cardiac failure animals and inhibit the cardiac vicarious hypertrophy. The effect for obviously increasing the myocardial contractilityis provided in in-vitro heart, no influence on the heart rate is generated, and the basic oxygen consumption of the heat is not increased. The integral animal experiments show that the lactim compound can treat acute or chronic heart failure induced by operation and chemical medicaments, and possesses obvious improvement effects on change of the heart function and pathology caused by heart failure.

Description

technical field [0001] The present invention relates to a new lactam compound, in particular to a lactim compound with cardiotonic effect and a preparation method thereof. The present invention also relates to the application of the compound in the preparation of drugs for treating heart failure and related complications. use. Background technique [0002] Matsutake (Tricholoma Matsutake Sing), also known as Matsutake Matsutake, Matsutake Matsutake, Matsutake Matsutake. Matsutake belongs to Basidiomycotina, Phytomycetes, Agaricaceae, Agaricaceae, Trichomonas. It has been recorded in "Jing Shi Zheng Lei Wu Ji Materia Medica" in Song Dynasty. Matsutake is an endemic species in Asia, mainly distributed in Japan, the Korean Peninsula, Northeast China, Southwest China and Taiwan Province. Matsutake has high nutritional and medicinal value. At present, most matsutake mushrooms in China are exported to Japan, and there are few applications and researches in China. According to...

Claims

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Application Information

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IPC IPC(8): C07D487/08A61K31/407A61P9/04A23L1/30
Inventor 王立波杨宝峰吴立军侯云龙朱久新
Owner HARBIN MEDICAL UNIVERSITY
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