Indole alkaloid compound as well as preparation method and application thereof

Abstract

The invention belongs to the technical field of natural product chemistry, and particularly relates to an indole alkaloid compound as well as a preparation method and application thereof. The molecular formula of the compound is C15H15NO2, and the compound has the following structure shown in the specification. The invention also discloses a preparation method and application of the compound. The compound disclosed by the invention is a novel compound separated from a fermentation product of endogenous aspergillus versicolor of tobacco, and is identified as the indole alkaloid compound through spectrum data such as nuclear magnetic resonance, mass spectrum, infrared and the like. The indole alkaloid compound has good tobacco mosaic virus resisting activity, and it is found through tobacco mosaic virus resisting activity tests that the relative inhibition rate of the indole alkaloid compound to tobacco mosaic viruses reaches 41.2%, and the activity of the indole alkaloid compound is higher than the relative inhibition rate (32.5%) of a reference substance ningnanmycin. The compound disclosed by the invention is simple in structure and good in activity, can be used as a leading compound of the tobacco mosaic virus resisting medicine, and has a good application prospect in preparation of the tobacco mosaic virus resisting medicine.

Description

technical field

[0001] The invention belongs to the technical field of natural product chemistry, and in particular relates to an indole alkaloid compound and a preparation method and application thereof. Background technique

[0002] Tobacco is a plant belonging to the family Solanaceae, and it is one of the most widely planted economic crops in the world. China is the world's largest tobacco producer and consumer, with an annual output of 400-500 million tons. However, the research on the metabolites of endophytes is still relatively small, and the secondary metabolites and biological activities of endophytes need to be further studied. Therefore, strengthening the comprehensive utilization of tobacco endophyte secondary metabolites has attracted widespread attention of researchers.

[0003] According to literature reports, more than 4,000 compounds have been identified from tobacco, and the main components include diterpenoids, sesquiterpenoids, flavonoids, alkaloids, a...

Examples

Embodiment 1

[0059] The liquid fermented species obtained from step B of the summary of the invention is subjected to large-scale fermentation, and the large-scale fermentation is carried out in 500 500mL vonbach bottles, each bottle contains 180g rice and 180mL distilled water, and each bottle is inoculated with 2.5mL to obtain A liquid fermented species of Aspergillus versicolor was obtained by culturing at 25-30° C. for 30 days. The fermentation product was ultrasonically extracted 3 times with 95% ethanol, each time for 30 minutes; the extracts were combined and added to the mixture of ethyl acetate and 3wt% tartaric acid (the volume ratio of ethyl acetate and 3wt% tartaric acid aqueous solution was 1:1) Stir fully in the medium, separate the water phase after the mixed solution is left to stand for stratification, and then use Na 2 CO 3 The pH value of the aqueous layer was adjusted to 9.0, and extracted again with ethyl acetate; the ethyl acetate phase was separated and concentrated...

Embodiment 2

[0064] The liquid fermented species obtained from step B of the summary of the invention was subjected to large-scale fermentation, and the large-scale fermentation was carried out in 250 1.0L vonbach bottles, each bottle contained 360g rice and 360mL distilled water, and each bottle was inoculated with 5.0mL culture The obtained liquid fermented species is cultured at 25-30° C. for 30 days to obtain a fermented product of Aspergillus versicolor. Fermentation product is extracted 3 times with 95% ethanol ultrasonic extraction, extracts 30min each time; The ratio is 1:2), and the water phase is separated after the mixed solution is left to stand for stratification, and the water phase is then washed with Na 2 CO 3 The pH value of the aqueous layer was adjusted to 9.0, and extracted again with ethyl acetate; the ethyl acetate phase was separated and concentrated under reduced pressure to obtain an extract, and 618 g of extract was obtained. The extract is mixed with 1.0kg of 8...

Embodiment 3

[0067] Get any indole alkaloid compound prepared by embodiment 1~2 to carry out anti-tobacco mosaic virus activity test, test situation is as follows:

technical field

[0001] The invention belongs to the technical field of natural product chemistry, and in particular relates to an indole alkaloid compound and a preparation method and application thereof. Background technique

[0002] Tobacco is a plant belonging to the family Solanaceae, and it is one of the most widely planted economic crops in the world. China is the world's largest tobacco producer and consumer, with an annual output of 400-500 million tons. However, the research on the metabolites of endophytes is still relatively small, and the secondary metabolites and biological activities of endophytes need to be further studied. Therefore, strengthening the comprehensive utilization of tobacco endophyte secondary metabolites has attracted widespread attention of researchers.

[0003] According to literature reports, more than 4,000 compounds have been identified from tobacco, and the main components include diterpenoids, sesquiterpenoids, flavonoids, alkaloids, a...

Examples

Embodiment 1

[0059] The liquid fermented species obtained from step B of the summary of the invention is subjected to large-scale fermentation, and the large-scale fermentation is carried out in 500 500mL vonbach bottles, each bottle contains 180g rice and 180mL distilled water, and each bottle is inoculated with 2.5mL to obtain A liquid fermented species of Aspergillus versicolor was obtained by culturing at 25-30° C. for 30 days. The fermentation product was ultrasonically extracted 3 times with 95% ethanol, each time for 30 minutes; the extracts were combined and added to the mixture of ethyl acetate and 3wt% tartaric acid (the volume ratio of ethyl acetate and 3wt% tartaric acid aqueous solution was 1:1) Stir fully in the medium, separate the water phase after the mixed solution is left to stand for stratification, and then use Na 2 CO 3 The pH value of the aqueous layer was adjusted to 9.0, and extracted again with ethyl acetate; the ethyl acetate phase was separated and concentrated...

Embodiment 2

[0064] The liquid fermented species obtained from step B of the summary of the invention was subjected to large-scale fermentation, and the large-scale fermentation was carried out in 250 1.0L vonbach bottles, each bottle contained 360g rice and 360mL distilled water, and each bottle was inoculated with 5.0mL culture The obtained liquid fermented species is cultured at 25-30° C. for 30 days to obtain a fermented product of Aspergillus versicolor. Fermentation product is extracted 3 times with 95% ethanol ultrasonic extraction, extracts 30min each time; The ratio is 1:2), and the water phase is separated after the mixed solution is left to stand for stratification, and the water phase is then washed with Na 2 CO 3 The pH value of the aqueous layer was adjusted to 9.0, and extracted again with ethyl acetate; the ethyl acetate phase was separated and concentrated under reduced pressure to obtain an extract, and 618 g of extract was obtained. The extract is mixed with 1.0kg of 8...

Embodiment 3

[0067] Get any indole alkaloid compound prepared by embodiment 1~2 to carry out anti-tobacco mosaic virus activity test, test situation is as follows:

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