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A kind of xanthone compound and its preparation method and use
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A compound, xanthraquinone technology, applied in the field of xanthone compounds and their preparation, can solve problems such as drugs that have not yet been seen, and achieve the effect of strong cytotoxic activity
Active Publication Date: 2022-05-17
NINGBO UNIV
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Problems solved by technology
But, so far, there are few reports on the secondary metabolites of the relevant sponge symbiotic fungi, and the inventors have studied and learned from the ocean photic layer sponge symbiotic fungi ( Pleosporales sp.NBUF144) a polyketide compound isolated from secondary metabolites, the fungus strain was found by 18S rRNA sequencing Pleosporales sp. is a suspected new species, and its secondary metabolites are further isolated, purified and evaluated for activity
There are no reports on the chemical structure and activity of this compound, so there are no related drugs on the market.
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Embodiment 1
[0034] A xanthraquinone compound 1, 2, 3 with at least one of the following structural formulas:
[0035] .
Embodiment 2
[0037] The separation and preparation method of the xanthraquinone compounds shown in the above-mentioned embodiment 1 specifically comprises the following steps:
[0038] 1. Fermentation culture
[0039] The sponge symbiotic fungus ( Pleosporales sp.) After 3~4 days of activation on potato dextrose solid medium (PDA), use a sterilized spatula to pick fungal colonies on the plate and put them in potato dextrose broth medium (PDB), and then place them on a shaker Cultivate, cultivate at 28°C and 120 rpm for 14 days, filter the fermentation product, and separate the fermentation broth and bacterial sediment. The potato glucose solid medium is prepared as follows: 200 g of peeled potatoes, 20.0 g of white sugar, sea salt 35.0 g, 1 L of water;
[0040] 2. Extraction of extract
[0041] The fermentation broth was repeatedly extracted 3 times with ethyl acetate equal to the volume of the fermentation broth, the extracts obtained from the three extractions were combined, and the c...
Embodiment 3
[0048] Compound structure identification and NMR signal assignment
[0049] Compound 1 is a colorless crystal. The molecular formula of compound 1 is C 15 h 12 o 7 , m / z 327.0481[M+Na]+(C 15 h 12 o 7 Na, calcd. 327.0475), evidenced by a prominent molecular ion peak, indicating an unsaturation of 10. of the compound 1 H and 13 See Table 1 for C NMR data.
[0050] Compound 2 is a white powder, m / z=329.0639[M+Na]+ (C 15 h 14 o 7 Na, 329.0632) place sodium adduct ion peak proof, its molecular formula is C 15 h 14 o 7 . of the compound 1 H and 13 See Table 2 for C NMR data.
[0051] Compound 3 is a colorless prism. According to HRESIMS m / z=369.0587 (C 17 h 14 o 8 Na, the sodium addition peak of 369.0581), confirm that its molecular formula is C 17 h 14 o 8 . Showing that the saturation of 3 is 11. of the compound 1 H and 13 See Table 3 for C NMR data.
[0052] Table 1. Compound 1 1 H and 13 NMR data of C (600, 150 MHz, CDCl 3 )
[0053] .
[005...
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Abstract
The invention discloses a xanthraquinone compound and its preparation method and use. It is characterized in that its structural formula is shown in the following compound 1-3, and the preparation method steps include the sponge symbiotic fungus whose preservation number is GDMCC No: 61477 Obtain the fermented product of xanthraquinone compounds through microbial fermentation culture, and then extract the fermented product with ethyl acetate to obtain a crude extract, which is subjected to vacuum silica gel column chromatography, gel column chromatography, and Compounds 1, 2, and 3 were separated and purified by column chromatography and reversed-phase semi-preparative high-performance liquid chromatography. The advantage is that compound 1 has strong cytotoxic activity against CCRF-CEM cells, IC 50 The value is 0.46 μM, showing that it may become a drug lead for the treatment of human acute lymphoblastic leukemia.
Description
technical field [0001] The present invention relates to a polyketone compound, in particular to a xanthone compound and its preparation method and application. Background technique [0002] Sponge symbiotic microorganisms contain many secondary metabolites with novel structures, mainly including macrolides, polyketides, cyclic peptides, alkaloids, etc. These compounds often have strong antibacterial, antitumor and other pharmacological activities , has become one of the hotspots in marine natural product research in recent years. The microorganisms derived from sponges are mainly fungi and bacteria, especially the secondary metabolites in fungi have a wide variety and unique activity. It has been reported that the mesosphere (30 m~150 m underwater) holds more than 80% of the biodiversity in the ocean. But, so far, there are few reports on the secondary metabolites of the relevant sponge symbiotic fungi, and the inventors have studied and learned from the ocean photic layer...
Claims
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