Compound with anti-rotavirus activity in Thalictrum scabrifolium Franch. var. leve Franch, and preparation method thereof

Abstract

The invention discloses a compound with anti-rotavirus activity in Thalictrum scabrifolium Franch. var. leve Franch, and a preparation method thereof. The compound is a chromone alkaloid compound, and the structural formula is as shown in formula (I). The preparation method of the compound comprises the following steps: preparing an extract by taking a Thalictrum scabrifolium Franch. var. leve Franch whole plant as a raw material; treating the extract by silica gel column chromatography to obtain a first eluate; concentrating the first eluate, and performing high-pressure liquid chromatography separation to obtain a second eluate; and finally, carrying out gel column chromatography on the second eluate to obtain the compound as shown in the formula (I). The new chromone alkaloid compound is extracted from the Thalictrum scabrifolium Franch. var. leve Franch whole plant as het raw material, and the compound has outstanding rotavirus resistance activity through rotavirus resistance experiments. The anti-rotavirus activity of the chromone alkaloid compound is disclosed for the first time, a new compound skeleton type is provided for antiviral drug screening, and the chromone alkaloid compound has important significance for development of new antiviral drugs.

Description

technical field

[0001] The invention belongs to the technical field of phytochemistry, and in particular relates to a compound with anti-rotavirus activity in Heqing Tangsongcao and a preparation method thereof. Background technique

[0002] At present, searching for highly effective and low-toxic antiviral active molecules from natural plants is the current research hotspot in natural product chemistry. Clinically, a variety of medicinal plant resources are widely used to treat various viral infectious diseases, such as Radix Radix, Honeysuckle, Licorice , Sophora flavescens, rhubarb, chrysanthemum, etc. Yunnan's natural medicine resources are extremely rich and blend with ethnic diversity. A variety of characteristic medicines have been proven to have antiviral effects in long-term folk medicine. Therefore, the prospect of finding virus inhibitors from characteristic medicinal plant resources is very broad.

[0003] Heqing Tangsongcao is a perennial herb with a stem heigh...

Examples

preparation example Construction

[0024] The present invention also provides a preparation method of the compound, specifically comprising the following steps:

[0025] 1) The whole plant of Heqing Tangsongcao was used as raw material to prepare the extract;

[0026] 2) treating the extract with silica gel column chromatography to obtain the first eluent;

[0027] 3) concentrating the first eluent, and then separating by high-pressure liquid chromatography to obtain the second eluent;

[0028] 4) The second eluent is subjected to gel column chromatography to obtain the compound of formula (I).

[0029] In said step 1, the preparation method of the extract extract is as follows: the raw material is ultrasonically extracted 2 to 5 times with 9-99% ethanol as the extraction solvent, and the extracts are combined and concentrated to 1 / 3-1 / 3 of the original volume. 5; Add an equal volume of ethyl acetate and 3wt% tartaric acid mixed solution into the concentrated solution and stir fully. After the mixed solution ...

Embodiment 1

[0040] In this example, the whole plant of Heqing Tangsongcao was collected in Heqing County, Dali, Yunnan. The whole plant of Heqing Tangsongcao was used as the raw material, which was dried in the sun and crushed to 30-50 mesh, and 3.5 kg of the raw material was ultrasonically extracted with 90wt%~99wt% ethanol for 3 times, and the volume of the extract was 2.5 times the mass of the raw material. Extract for 40 min, combine the extracts and concentrate to 1 / 4 of the original volume, add an equal volume of ethyl acetate and 3wt% tartaric acid mixture to the concentrate and stir thoroughly, after the mixed solution is allowed to stand and separate into layers, separate and remove Ethyl acetate phase, then Na 2 CO 3 Solution Adjust the pH value of the aqueous layer to 9.0, and extract twice again with an equal volume of ethyl acetate, combine the extracts, filter, and concentrate under reduced pressure to form an extract to obtain 155 g of extract. The extract was dissolved i...

Embodiment 2

[0048] In this example, the whole plant of Heqing Tangsongcao was collected in Yulong County, Lijiang, Yunnan. The whole plant of Heqing Tangsongcao was used as the raw material, which was dried and crushed to 30-50 mesh, and 3.5 kg of the raw material was ultrasonically extracted with 90wt%-99wt% ethanol for 3 times, and the volume of the extract was 2.8 times the mass of the raw material. Extract for 35 min, combine the extracts and concentrate to 1 / 3 of the original volume, add an equal volume of ethyl acetate and 3wt% tartaric acid mixture to the concentrate and stir thoroughly, after the mixed solution is allowed to stand and separate into layers, separate and remove Ethyl acetate phase, then Na 2 CO 3 The pH value of the aqueous layer was adjusted to 9.0, and extracted three times with an equal volume of ethyl acetate, and the extracts were combined, filtered, and concentrated under reduced pressure to form an extract to obtain 196 g of extract. The extract was dissolv...

technical field

[0001] The invention belongs to the technical field of phytochemistry, and in particular relates to a compound with anti-rotavirus activity in Heqing Tangsongcao and a preparation method thereof. Background technique

[0002] At present, searching for highly effective and low-toxic antiviral active molecules from natural plants is the current research hotspot in natural product chemistry. Clinically, a variety of medicinal plant resources are widely used to treat various viral infectious diseases, such as Radix Radix, Honeysuckle, Licorice , Sophora flavescens, rhubarb, chrysanthemum, etc. Yunnan's natural medicine resources are extremely rich and blend with ethnic diversity. A variety of characteristic medicines have been proven to have antiviral effects in long-term folk medicine. Therefore, the prospect of finding virus inhibitors from characteristic medicinal plant resources is very broad.

[0003] Heqing Tangsongcao is a perennial herb with a stem heigh...

Examples

preparation example Construction

[0024] The present invention also provides a preparation method of the compound, specifically comprising the following steps:

[0025] 1) The whole plant of Heqing Tangsongcao was used as raw material to prepare the extract;

[0026] 2) treating the extract with silica gel column chromatography to obtain the first eluent;

[0027] 3) concentrating the first eluent, and then separating by high-pressure liquid chromatography to obtain the second eluent;

[0028] 4) The second eluent is subjected to gel column chromatography to obtain the compound of formula (I).

[0029] In said step 1, the preparation method of the extract extract is as follows: the raw material is ultrasonically extracted 2 to 5 times with 9-99% ethanol as the extraction solvent, and the extracts are combined and concentrated to 1 / 3-1 / 3 of the original volume. 5; Add an equal volume of ethyl acetate and 3wt% tartaric acid mixed solution into the concentrated solution and stir fully. After the mixed solution ...

Embodiment 1

[0040] In this example, the whole plant of Heqing Tangsongcao was collected in Heqing County, Dali, Yunnan. The whole plant of Heqing Tangsongcao was used as the raw material, which was dried in the sun and crushed to 30-50 mesh, and 3.5 kg of the raw material was ultrasonically extracted with 90wt%~99wt% ethanol for 3 times, and the volume of the extract was 2.5 times the mass of the raw material. Extract for 40 min, combine the extracts and concentrate to 1 / 4 of the original volume, add an equal volume of ethyl acetate and 3wt% tartaric acid mixture to the concentrate and stir thoroughly, after the mixed solution is allowed to stand and separate into layers, separate and remove Ethyl acetate phase, then Na 2 CO 3 Solution Adjust the pH value of the aqueous layer to 9.0, and extract twice again with an equal volume of ethyl acetate, combine the extracts, filter, and concentrate under reduced pressure to form an extract to obtain 155 g of extract. The extract was dissolved i...

Embodiment 2

[0048] In this example, the whole plant of Heqing Tangsongcao was collected in Yulong County, Lijiang, Yunnan. The whole plant of Heqing Tangsongcao was used as the raw material, which was dried and crushed to 30-50 mesh, and 3.5 kg of the raw material was ultrasonically extracted with 90wt%-99wt% ethanol for 3 times, and the volume of the extract was 2.8 times the mass of the raw material. Extract for 35 min, combine the extracts and concentrate to 1 / 3 of the original volume, add an equal volume of ethyl acetate and 3wt% tartaric acid mixture to the concentrate and stir thoroughly, after the mixed solution is allowed to stand and separate into layers, separate and remove Ethyl acetate phase, then Na 2 CO 3 The pH value of the aqueous layer was adjusted to 9.0, and extracted three times with an equal volume of ethyl acetate, and the extracts were combined, filtered, and concentrated under reduced pressure to form an extract to obtain 196 g of extract. The extract was dissolv...

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