A kind of polyphenol compound in oriental tobacco and its preparation method and application

Abstract

The invention discloses polyphenol compounds in aromatic tobaccos as well as a preparation method and application of the polyphenol compounds. The polyphenol compounds are obtained by separating from roots and stems of the aromatic tobaccos, and have a molecular formula of C18H18NaO6, and have a structure as shown in the specification. A preparation method of the polyphenol compounds comprises the following steps of extract extraction, silica-gel column chromatography and high-pressure liquid-phase chromatographic separation by taking roots and stems of the aromatic tobaccos as materials, and specifically comprises the following steps: crushing the roots and the stems of the aromatic tobaccos, ultrasonically extracting by alcohol, combining extracting liquor, filtering, reducing pressure and concentrating into extract; and carrying out silica-gel column chromatography on the extract by filling the column through a silica-gel dry method; carrying out gradient elution by adopting chloroform-acetone liquor with a volume ratio of (1:0)-(1:2); and separating and purifying 7:3 part of the eluant by using high-pressure liquid-phase chromatography to obtain the polyphenol compounds. A test proves that the polyphenol compounds disclosed by the invention have good cell activity for tobacco mosaic virus. Besides, the compounds disclosed by the invention are simple in structure, easy to artificially synthesize and good in activity, and can be used as guiding compounds for resisting the tobacco mosaic virus.

Description

technical field

[0001] The invention belongs to the field of tobacco chemistry, and in particular relates to a polyphenol compound extracted from the rhizome of oriental tobacco, its preparation method and application. Background technique

[0002] Tobacco is one of the most abundant chemical substances among the various plants known to mankind. After decades of research, more than 3,000 individual chemical substances have been identified from tobacco, and there are still many components that have not yet been identified. identified. In addition to being mainly used for smoking cigarettes, tobacco can also extract a variety of valuable chemical components from it, and discover leading compounds that are valuable for development and utilization. In particular, the roots and stems of tobacco are generally treated as waste from the tobacco leaf production process. Therefore, in addition to being consumed as cigarettes, it is of great significance to strengthen the comprehensi...

Examples

preparation example Construction

[0023] Preparation method C of polyphenolic compound of the present invention 18 h 18 o 6 The preparation method comprises extract extraction, silica gel column chromatography, high-pressure liquid chromatography separation steps, specifically comprises:

[0024] A. Extraction: take oriental tobacco rhizomes, crush them to 20-40 mesh, use 80-100% ethanol to ultrasonically extract 3-5 times, each time for 30-60 minutes, combine the extracts, filter, and concentrate under reduced pressure to form an extract;

[0025]B. Silica gel column chromatography: the extract is dry-packed with 160-200 mesh silica gel column with a weight ratio of 2.5 times for silica gel column chromatography; the gradient is carried out with a chloroform-acetone solution with a volume ratio of 1:0-1:2 elute, pool identical fractions, collect eluate from each fraction and concentrate;

[0026] C. High-pressure liquid chromatography separation: the 7:3 part of the eluent in step B is further separated an...

Embodiment 1

[0035] The rhizome samples of oriental tobacco were from Baoshan, Yunnan, and the variety was Basma. Sampling 1.8 kg of oriental tobacco rhizomes was crushed to 30 mesh, extracted 3 times with 90% ethanol and ultrasonically for 35 minutes each time, the extracts were combined, filtered, concentrated under reduced pressure to obtain an extract, and 86.5 g of extract was obtained. After dissolving the extract with 2.5 times the amount of pure methanol by weight, mix the sample with 150 g of 100-mesh silica gel, pack 1.5 kg of 160-mesh silica gel into a column for silica gel column chromatography, and use a volume ratio of 1:0, 20:1, 9:1, 8:2, 7:3, 6:4, 1:1, 1:2 chloroform-acetone gradient elution, TLC monitoring and merging the same parts to obtain 8 parts, wherein the volume ratio is 7: The chloroform-acetone eluted part of 3 was separated by Agilent 1100 semi-preparative high-performance liquid chromatography, with 48% methanol as the mobile phase, Zorbax SB-C18 (21.2×250mm, 5...

Embodiment 2

[0037] The rhizome samples of oriental tobacco were from Baoshan, Yunnan, and the variety was Basma. Sampling 1.9 kg of oriental tobacco rhizomes was crushed to 20 mesh, extracted 5 times with 99% ethanol by ultrasonic, 60 min each time, the extracts were combined, filtered, concentrated under reduced pressure to obtain an extract, and 86.5 g of extract was obtained. After dissolving the extract with 1.5 times the amount of pure methanol by weight, mix the sample with 150g of 80-mesh silica gel, pack 1.5kg of 100-mesh silica gel into a column for silica gel column chromatography, and use a volume ratio of 1:0, 20:1, 9:1, 8:2, 7:3, 6:4, 1:1, 1:2 chloroform-acetone gradient elution, TLC monitoring and merging the same parts to obtain 8 parts, wherein the volume ratio is 7: The chloroform-acetone eluted part of 3 was separated by Agilent 1100 semi-preparative high-performance liquid chromatography, with 48% methanol as the mobile phase, Zorbax SB-C18 (21.2×250mm, 5μm) preparative...

technical field

[0001] The invention belongs to the field of tobacco chemistry, and in particular relates to a polyphenol compound extracted from the rhizome of oriental tobacco, its preparation method and application. Background technique

[0002] Tobacco is one of the most abundant chemical substances among the various plants known to mankind. After decades of research, more than 3,000 individual chemical substances have been identified from tobacco, and there are still many components that have not yet been identified. identified. In addition to being mainly used for smoking cigarettes, tobacco can also extract a variety of valuable chemical components from it, and discover leading compounds that are valuable for development and utilization. In particular, the roots and stems of tobacco are generally treated as waste from the tobacco leaf production process. Therefore, in addition to being consumed as cigarettes, it is of great significance to strengthen the comprehensi...

Examples

preparation example Construction

[0023] Preparation method C of polyphenolic compound of the present invention 18 h 18 o 6 The preparation method comprises extract extraction, silica gel column chromatography, high-pressure liquid chromatography separation steps, specifically comprises:

[0024] A. Extraction: take oriental tobacco rhizomes, crush them to 20-40 mesh, use 80-100% ethanol to ultrasonically extract 3-5 times, each time for 30-60 minutes, combine the extracts, filter, and concentrate under reduced pressure to form an extract;

[0025]B. Silica gel column chromatography: the extract is dry-packed with 160-200 mesh silica gel column with a weight ratio of 2.5 times for silica gel column chromatography; the gradient is carried out with a chloroform-acetone solution with a volume ratio of 1:0-1:2 elute, pool identical fractions, collect eluate from each fraction and concentrate;

[0026] C. High-pressure liquid chromatography separation: the 7:3 part of the eluent in step B is further separated an...

Embodiment 1

[0035] The rhizome samples of oriental tobacco were from Baoshan, Yunnan, and the variety was Basma. Sampling 1.8 kg of oriental tobacco rhizomes was crushed to 30 mesh, extracted 3 times with 90% ethanol and ultrasonically for 35 minutes each time, the extracts were combined, filtered, concentrated under reduced pressure to obtain an extract, and 86.5 g of extract was obtained. After dissolving the extract with 2.5 times the amount of pure methanol by weight, mix the sample with 150 g of 100-mesh silica gel, pack 1.5 kg of 160-mesh silica gel into a column for silica gel column chromatography, and use a volume ratio of 1:0, 20:1, 9:1, 8:2, 7:3, 6:4, 1:1, 1:2 chloroform-acetone gradient elution, TLC monitoring and merging the same parts to obtain 8 parts, wherein the volume ratio is 7: The chloroform-acetone eluted part of 3 was separated by Agilent 1100 semi-preparative high-performance liquid chromatography, with 48% methanol as the mobile phase, Zorbax SB-C18 (21.2×250mm, 5...

Embodiment 2

[0037] The rhizome samples of oriental tobacco were from Baoshan, Yunnan, and the variety was Basma. Sampling 1.9 kg of oriental tobacco rhizomes was crushed to 20 mesh, extracted 5 times with 99% ethanol by ultrasonic, 60 min each time, the extracts were combined, filtered, concentrated under reduced pressure to obtain an extract, and 86.5 g of extract was obtained. After dissolving the extract with 1.5 times the amount of pure methanol by weight, mix the sample with 150g of 80-mesh silica gel, pack 1.5kg of 100-mesh silica gel into a column for silica gel column chromatography, and use a volume ratio of 1:0, 20:1, 9:1, 8:2, 7:3, 6:4, 1:1, 1:2 chloroform-acetone gradient elution, TLC monitoring and merging the same parts to obtain 8 parts, wherein the volume ratio is 7: The chloroform-acetone eluted part of 3 was separated by Agilent 1100 semi-preparative high-performance liquid chromatography, with 48% methanol as the mobile phase, Zorbax SB-C18 (21.2×250mm, 5μm) preparative...

Images