Cytochalasin derived from phenylalanine and preparation method and application thereof

A technology of cytochalasin and phenylalanine, applied in the field of cytochalasin and its preparation

Active Publication Date: 2020-10-23
LANZHOU UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, whether MHC II is solely responsible for the inhibitory function of LAG-3 remains controversial

Method used

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  • Cytochalasin derived from phenylalanine and preparation method and application thereof
  • Cytochalasin derived from phenylalanine and preparation method and application thereof
  • Cytochalasin derived from phenylalanine and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] The present invention will be further described in conjunction with embodiment, accompanying drawing:

[0033] making process

[0034] Inoculate the endophytic fungus Xylaria sp.CFL5 on the leaves of Cephalotaxus fortunei Hook.f in YMG medium (composed of: yeast extract 4g, malt extract 10g, glucose 10g, distilled water 1L), culture at 140rpm, 28°C After 5 days, the seed solution was obtained. Afterwards, it was added to rice culture medium (80 g rice, 4 g sucrose, 120 mL distilled water) according to the inoculum amount of 10 mL per bottle, and cultivated at a constant temperature of 28 ° C for 3 weeks. When the fermentation is over, chop the rice culture medium. EtOAc was extracted at room temperature for 5 times, and the solvent was distilled off under reduced pressure to obtain a crude extract. The crude extract was segmented using a macroporous resin, and 30%, 50%, 80%, 95% EtOH was used as the gradient elution of the mobile phase to obtain 4 sample segments (Fr...

Embodiment 2

[0037] Inoculate the endophytic fungus Xylaria sp.CFL5 on the leaves of Cephalotaxus fortunei Hook.f in YMG medium (composed of: 40g yeast extract, 100g malt extract, 100g glucose, 10L distilled water), culture at 140rpm, 30°C After 5 days, the seed solution was obtained. Then it was added into rice culture medium (800g rice, 40g sucrose, 1200mL distilled water) according to the inoculum amount of 100mL per bottle, and cultivated at a constant temperature of 28°C for 3 weeks. When the fermentation is over, chop the rice culture medium. EtOAc was extracted at room temperature for 5 times, and the solvent was distilled off under reduced pressure to obtain a crude extract. The crude extract was segmented using a macroporous resin, and 30%, 50%, 80%, 95% EtOH was used as the gradient elution of the mobile phase to obtain 4 sample segments (Fr.1–4).

[0038] Fr.3 Use normal phase silica gel column for segmentation, mobile phase is petroleum ether / ethyl acetate mixed solvent gradi...

Embodiment 3

[0040] Inoculate the endophytic fungus Xylaria sp.CFL5 on the leaves of Cephalotaxus fortunei Hook.f in YMG medium (composed of: 40g yeast extract, 100g malt extract, 100g glucose, 10L distilled water), culture at 140rpm, 30°C After 5 days, the seed solution was obtained. Then it was added into rice culture medium (800g rice, 40g sucrose, 1200mL distilled water) according to the inoculation amount of 100mL per bottle, and cultivated at a constant temperature of 28°C for 2 weeks. When the fermentation is over, chop the rice culture medium. EtOAc was extracted at room temperature for 5 times, and the solvent was distilled off under reduced pressure to obtain a crude extract. The crude extract was segmented using a macroporous resin, and 30%, 50%, 80%, 95% EtOH was used as the gradient elution of the mobile phase to obtain 4 sample segments (Fr.1–4).

[0041] Fr.3 Use normal phase silica gel column for segmentation, mobile phase is petroleum ether / ethyl acetate mixed solvent gr...

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Abstract

The invention discloses cytochalasin derived from phenylalanine and a preparation method and application thereof. The preparation method of the cytochalasin compound comprises the following steps: inoculating endophytic fungi Xyllaria sp.CFL5 in leaves of cephalotaxus fortunei Hook.f into a rice culture medium, chopping the culture medium after the endophytic fungi Xyllaria sp.CFL5 grow for 3 weeks, soaking and extracting with ethyl acetate, and concentrating under reduced pressure to obtain a crude extract; and separating the extract by macroporous resin, silica gel and a semi-prepared high performance liquid chromatography column to obtain the compound. The compound has obvious inhibitory activity on the combination of LAG3 and MHC II and the combination of LAG3 and FGL1, and further inhibits the immune escape of tumor cells so that the compound can be used as a novel anti-cancer candidate drug.

Description

technical field [0001] The invention belongs to the field of biochemical technology, and in particular relates to a kind of cytochalasin derived from phenylalanine and its preparation method and application. Background technique [0002] Endophytic fungi play an important role in the growth and survival of host plants because of their long-term coexistence with host plants, such as protecting plants from insects and herbivores, promoting plant growth, producing signal molecules to attract insects, and birds to help pollination Wait. Studies have shown that the existence of these effects is closely related to the natural products produced by plant endophytic fungi, and some endophytic fungi can even produce the same or similar metabolites as those of the host plant. Therefore, the study of plant endophytic fungi and their metabolites can explore the co-evolutionary relationship between plants and endophytic fungi, and it is also an important way to find valuable natural prod...

Claims

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Application Information

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IPC IPC(8): C07D209/96A61P35/00C12P17/10C12R1/645
CPCC07D209/96A61P35/00C12P17/10
Inventor 高坤马凯亮李亚刘珍伶
Owner LANZHOU UNIVERSITY
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