Bis(p-benzoquinone) compound and extraction method thereof

A technology of p-benzoquinone and compounds, applied in the field of natural products, can solve problems such as the unclear relationship between bamboo and yellow, and achieve the effect of easy industrial production

Inactive Publication Date: 2017-01-04
NANJING NORMAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] Bamboo yellow isolated fungi refer to the strains that live in the frui...

Method used

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  • Bis(p-benzoquinone) compound and extraction method thereof
  • Bis(p-benzoquinone) compound and extraction method thereof
  • Bis(p-benzoquinone) compound and extraction method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0026] Embodiment 1: the isolation of the red pigment-producing fungal strain in bamboo yellow fruiting body

[0027] Collect natural and fresh bamboo yellow fruiting bodies, soak in 1% sodium hypochlorite for 2 minutes in the laboratory immediately, rinse 5 times with sterile water, cut into 1cm small pieces with a sterilized scalpel, and place them on the PDA solid medium . Cultivate at 28°C for 7 days, inoculate the mycelia grown from the small pieces on the PDA slant, and store the isolated strains numbered.

[0028] Add sterile water to wash the spores of the slant strains that have been cultured for more than 7 days, spread them on a PDA plate after dilution, culture at 28°C, observe every day, and select colonies that produce red pigment for further testing.

Embodiment 2

[0029] Embodiment 2: the detection of solid fermentation and product of producing red pigment strain

[0030] Each bacterial strain that example 1 obtains is inoculated on the PDA plate, after 6d, take the 1cm on the plate 2 Inoculate the bacterial block together with the medium into a 250mL Erlenmeyer flask containing 100mL potato dextrose liquid medium, and shake the flask at 28°C and 130rpm / min for 4-5d as a seed culture solution.

[0031] Soak the rice in water for 24 hours at room temperature, add 30% soybean powder, adjust the pH to 6.8 with 1mol / L NaOH, and sterilize at 121°C. The seed culture solution was inoculated into the rice culture medium cooled to room temperature, cultured at 28°C, and the fermented product was harvested after 14 days, dried in an oven at 50°C and pulverized.

[0032] Ethyl acetate was added to the pulverized fermented product to soak, and after 24 hours, it was filtered, and then concentrated under reduced pressure at 55° C. to recover the so...

Embodiment 3

[0033] Embodiment 3: the separation of new bis-p-benzoquinones

[0034] Take the following steps:

[0035]Ferment the strain detected to contain the target compound in solid state according to the method of Example 2, put 200 grams of the solid fermented product in a 50°C oven, dry and pulverize, add ethyl acetate for leaching 3 times, each leaching for 24h; suction filtration Afterwards, the solvent was concentrated under reduced pressure at 55° C. to obtain 28 g of crude extract. The obtained crude material was dissolved in petroleum ether, and it was preliminarily divided into a petroleum ether-soluble fraction (18 g) and a petroleum ether-insoluble fraction (10 g). The part 10g insoluble in petroleum ether was further separated by vacuum silica gel column chromatography, and the sample was loaded by dry method. Esters = 100:1, followed by 30:1, 25:1...1:1, recover the eluent, and combine similar components according to the results of polyamide film spotting, the developi...

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Abstract

The invention discloses a bis(p-benzoquinone) compound and an extraction method thereof. The bis(p-benzoquinone) compound is named as 2,7-dihydroxy-3,6,9-trimethyl-9H-xanthene-1,4,5,8-tetraone. The bis(p-benzoquinone) compound with the molecular weight being 316 and unsaturation degree being 11 can form orange red needle crystals in an ethyl acetate solution, is represented as a molecular formula of C16H12O7 and is represented as a structural formula containing one oxygen heterocycle, two hydroxys, three methyls and four ketone groups. The extraction method of the bis(p-benzoquinone) compound includes isolating a haematochrome-producing hypha fermentation solid from a fruiting body of Shiraia bambusicola Henn., extracting through ethyl acetate to obtain extract, adding the extract into petroleum ether for sufficient dissolving, centrifuging to remove a supernatant, subjecting a precipitate to ethyl acetate dissolving and then column chromatography on silica gel, concentrating to crystallize and using reversed-phase high performance liquid chromatography for detecting purity so as to obtain the novel high-purity compound. The bis(p-benzoquinone) compound has a high free radial scavenging capability and provides a lead compound resource for developing new drugs as a natural product of a novel structure.

Description

technical field [0001] The invention belongs to the field of natural products, and relates to a new natural compound and its extraction method, specifically a new bis-p-benzoquinone compound, 2,7-dihydroxy-3,6,9-trimethyl-9H-xanthene- 1,4,5,8-tetraone and its extraction method. Background technique [0002] Shiraia bambusicola Henn. is a traditional parasitic medicinal fungus in my country, also known as bamboo flower, bamboo ginseng, bamboo red spot fungus, bamboo notoginseng and bamboo red dumpling, etc. , Sphaeriales, Sphaeriales, Hypocreaceae Hypocreaceae, Shiraia fungi, usually grow in decaying or about to decay bamboo forests, and their host plants are mainly Brachystachyum, mainly distributed in Zhejiang, Jiangsu and other southern provinces of China and Japan. It is an endemic species mainly found in my country and only found in Asia. The medicinal value of bamboo yellow is mainly reflected in anti-inflammatory, analgesic, antibacterial, anti-tumor and anti-viral ef...

Claims

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Application Information

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IPC IPC(8): C07D311/82C12P17/06A61P39/06
CPCC07D311/82C12P17/06
Inventor 陈双林闫淑珍张苗苗
Owner NANJING NORMAL UNIVERSITY
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