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Scalarane type sesterterpene and preparation method thereof, and application of Scalarane type sesterterpene as marine antifouling agent

A technology of sesquiterpene and marine organisms, which is applied in biocide-containing paints, anti-fouling/underwater coatings, chemicals for biological control, etc., and can solve problems such as marine natural anti-fouling agents that have not yet been seen. Achieve strong anti-adhesion activity and broad application prospects

Active Publication Date: 2012-10-24
OCEAN UNIV OF CHINA
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  • Claims
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AI Technical Summary

Problems solved by technology

At present, there is no marine natural antifouling agent obtained from sponges and other invertebrates with important application value

Method used

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  • Scalarane type sesterterpene and preparation method thereof, and application of Scalarane type sesterterpene as marine antifouling agent
  • Scalarane type sesterterpene and preparation method thereof, and application of Scalarane type sesterterpene as marine antifouling agent
  • Scalarane type sesterterpene and preparation method thereof, and application of Scalarane type sesterterpene as marine antifouling agent

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Embodiment Construction

[0008] In preparing the compounds of the present invention, the following steps are taken:

[0009] (1) Get a fresh sponge sample (1000.0g), pulverize it and extract it 3 times with 95% (volume percent) ethanol aqueous solution, combine the extracts, concentrate under reduced pressure to obtain a crude extract (30.0g).

[0010] (2) The crude extract is first subjected to normal phase vacuum silica gel column chromatography (VLC), and petroleum ether-ethyl acetate program gradient elution (100-200 mesh silica gel, column volume 400mL), and it is divided into 7 according to the polarity. components F1-F7. F5 was subjected to normal phase silica gel column chromatography with ethyl acetate-petroleum ether (0-100%, gradient) system to obtain four subcomponents of F5a-F5d, wherein F5b was subjected to Sephadex LH-20 gel column chromatography ( Methanol) and semi-preparative HPLC (methanol: water = 75: 25) purification, the eluate was concentrated to obtain colorless crystals, name...

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Abstract

The invention relates to a Scalarane type sesterterpene and a preparation method thereof, and an application of the Scalarane type sesterterpene as a marine antifouling agent. During preparation, 95% ethanol is adopted to extract Carteriospongia foliascens; the resulting extracting solution is concentrated, and then extracted with an organic solvent; the resulting extracted solution is concentrated, and then is subjected to normal and reversed phase silica gel column chromatography, Sephadex LH-20 gel column chromatography, and semi-preparative high-performance liquid chromatography; and the resulting eluent is concentrated to obtain a colorless crystal, wherein the crystal is a compound carteriofenone D. The Scalarane type sesterterpene prepared from the Carteriospongia foliascens in the present invention has strong antifouling (Balanus amphitrite) activity, can be used for development of the marine antifouling agent, and has broad application prospects.

Description

technical field [0001] The present invention relates to a rare Scalarane-type sesquiterpene compound containing a carboxylic acid group at the 18th position in nature, in particular to a Scalarane-type ssesquiterpene compound having the activity of inhibiting barnacle fouling and its preparation method and application . Background technique [0002] Marine biofouling means that the larvae of marine fouling organisms such as barnacles, bryozoans, sea squirts, etc. adhere to and grow on the surface of various marine facilities such as hulls, fish tanks, and oil wells to form communities, which increases the burden on equipment; at the same time, these polluted Damage organisms will also secrete acidic substances to corrode facilities. The economic loss caused by marine biofouling is huge every year all over the world. The anti-fouling materials currently used are mainly coated with organic coatings containing pesticides or organic metals on the surface of the hull, etc., and...

Claims

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Application Information

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IPC IPC(8): C07J63/00A01P7/00C09D5/16C09D7/12
Inventor 王长云邵长伦吴泽宏
Owner OCEAN UNIV OF CHINA
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