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A kind of monoterpene dihydroquinolinone alkaloid compound and its crystal preparation method and application as marine antifouling agent

A technology of monoterpene dihydroquinolinone and marine antifouling agent, which is applied in the field of preparation of monoterpene dihydroquinolinone alkaloid compounds and crystals thereof, and achieves the effect of broad application prospect and strong inhibitory activity

Active Publication Date: 2017-10-13
OCEAN UNIV OF CHINA
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the use of monoterpene dihydroquinolinone alkaloid compounds with important antifouling activity as antifouling agents has not been seen in recent years.

Method used

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  • A kind of monoterpene dihydroquinolinone alkaloid compound and its crystal preparation method and application as marine antifouling agent
  • A kind of monoterpene dihydroquinolinone alkaloid compound and its crystal preparation method and application as marine antifouling agent
  • A kind of monoterpene dihydroquinolinone alkaloid compound and its crystal preparation method and application as marine antifouling agent

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0017] (1) The strain culture of the endophytic fungus Scopulariopsis sp. (TA01-33) of Gorgonian coral

[0018] The culture medium used for strain culture contains glucose 1.0% (percentage by weight, the same below), yeast extract 0.2%, peptone 0.2%, agar 1.0%, sodium chloride 3.0%, and the rest is water. The strains were cultured at 30°C for 5 days.

[0019] (2) Fermentation of the endophytic fungus Scopulariopsis sp. (TA01-33) of Gorgonian coral

[0020] The culture medium used in the fermentation culture contains 1.0% of glucose (percentage by weight, the same below), 0.2% of yeast extract, 0.2% of peptone, 3.0% of sodium chloride, and the rest is water; the fungal strain is cultivated at 28° C. for 60 days.

[0021] (3) extraction and separation of formula I compound

[0022] Get 10L of fermented liquid that step (2) obtains and filter, remove thalline, after filtrate is concentrated, use ethyl acetate of equal volume to extract 5 times; Carry out normal phase silica gel...

Embodiment 2

[0026] (1) The strain culture of the endophytic fungus Scopulariopsis sp. (TA01-33) of Gorgonian coral

[0027] The culture medium used for strain cultivation contains 0.1%-5.0% of glucose (percentage by weight, the same below), 0.01%-1% of yeast extract, 0.01%-1% of peptone, 0.1%-3.0% of agar, and 0.05% of sodium chloride- 5%, and the rest is water. When used, it is made into a test tube slant, and the fungal strains are cultivated at 0-30°C for 3-15 days.

[0028] (2) Fermentation of the endophytic fungus Scopulariopsis sp. (TA01-33) of Gorgonian coral

[0029]The medium used for fermentation culture contains 0.1%-5.0% of glucose (weight percentage, the same below), 0.01%-1% of yeast extract, 0.01%-1% of peptone, 0.05%-5% of sodium chloride, and the rest is water, fungi The strains were cultured at 0-30°C for 10-60 days.

[0030] (3) extraction and separation of formula I compound

[0031] Take 5-50L of the fermented liquid obtained in step (2) and filter, remove the bact...

Embodiment 3

[0034] Take 5 mg of the compound of formula I and dissolve it in a vial filled with 2 mL of methanol, ethanol, water, tetrahydrofuran or acetone. After standing at 0° C. for 30 days, slowly crystallize to obtain the crystal of the compound of formula I.

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Abstract

A preparation method of a monoterpene dihydroquinolinone alkaloid compound and its crystal and its application as a marine antifouling agent. During the preparation, the fungus Scopulariopsis sp. (TA01-33) was first cultured, and then the fungus was cultured Fermentation culture, filtration to remove bacteria, after the filtrate was concentrated, extracted with ethyl acetate; followed by normal phase silica gel column chromatography, Sephadex LH‑20 gel column chromatography, HPLC high performance liquid chromatography, to obtain the compound of formula I. The present invention provides a marine biological antifouling agent, which is characterized in that the compound of formula I of the present invention, its pharmaceutically acceptable salt or its crystal is used for preventing and treating marine biological fouling caused by barnacle attachment.

Description

technical field [0001] The present invention relates to a monoterpenoid-dihydroquinolone (monoterpenoid-dihydroquinolone) alkaloid compound and its crystal preparation method and application, in particular to a kind of marine fouling biological barnacle Balanusamphitrite larvae with strong inhibitory activity Preparation method and application of monoterpene dihydroquinolinone alkaloid compound and its crystal. Background technique [0002] Marine biofouling is the hazardous accumulation of organic molecules, microorganisms, animals, plants, and their by-products on the surface of marine submersible facilities. This hazardous accumulation often occurs on the surface of unprotected marine submersible facilities, including marine and tourist ships, naval warships, heat exchangers, marine sensors, and aquaculture bases. Biofouling has caused huge economic losses. Taking the US Navy warships as an example, the annual economic loss in this area is between 1.8 and 2.6 billion US ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C12P17/12C07D215/22A01P7/00C09D5/16C12R1/645
Inventor 邵长伦王长云胥汝芳王开玲
Owner OCEAN UNIV OF CHINA