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Diterpenoid compounds with antifouling activities

A compound and diterpenoid technology, applied in the field of diterpenoids, can solve the problems of no anti-fouling active diterpenoids, etc.

Inactive Publication Date: 2012-06-27
SECOND MILITARY MEDICAL UNIV OF THE PEOPLES LIBERATION ARMY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] But so far there are no reports of other new diterpenoids with anti-fouling activity isolated from the sponge A. cavernosa

Method used

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  • Diterpenoid compounds with antifouling activities
  • Diterpenoid compounds with antifouling activities
  • Diterpenoid compounds with antifouling activities

Examples

Experimental program
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Effect test

Embodiment 1

[0021] Embodiment 1. prepare diterpenoid kalihinol O~S of the present invention

[0022] 1. Preparation of Total Extract

[0023] Take the wet weight of sponge A.cavernosa 5.5 kg, use 10 times the volume of acetone solution to leak and extract, combine the extracts, recover the solvent under reduced pressure, and obtain the crude extract;

[0024] 2. Separation and purification

[0025] The crude extract was dissolved in water, extracted three times with dichloromethane, the extract was dispersed in 60%-90% methanol and extracted three times with petroleum ether and dichloromethane successively, and the solvent was recovered under reduced pressure to obtain the petroleum ether fraction (49g) and Dichloromethane fraction (30g) extract; put the dichloromethane extract on silica gel decompression column chromatography as usual, use petroleum ether-acetone system at 100:1-50:1-30:1-15:1-10: 1-5:1-1:1 gradient elution was carried out, and 14 partial eluents Fr1~Fr14 were obtained...

Embodiment 2

[0036] Embodiment 2: Antifouling activity test of the compound of the present invention

[0037] The most harmful fouling organism barnacle B. amphitrite larvae were selected to establish the anti-fouling activity screening model. Adult barnacles were collected from the intertidal zone of Hong Kong (22°19′N, 114°16′E) and fed on Chaetoceros gracilis, and cultured from nauplii to Venus larvae in 0.22-μm-filtered seawater stage, the culture temperature is 28°C, and the anti-fouling activity of Venus stage larvae is tested.

[0038] The test compounds kalihinol O~P were dissolved in dimethyl sulfoxide to form a series of concentration gradients (0.5~10 μg / ml), and sterile filtered seawater was used as the control group. Take about 20 barnacle larvae and put them into a 24-well polystyrene plate, add 1ml of test solution to each well, and make 5 replicate samples for each concentration, and place the 24-well cell culture plate in a 30°C incubator for 24 hours. Observe the number...

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Abstract

The invention relates to the antifouling agent field. The objective of the invention is to obtain new substances with the antifouling activities through carrying out extracting separation on marine sessile organisms, especially Acanthella cavernosa. The invention provides five diterpenoid compounds separated from the Acanthella cavernosa, the chemical structure of the five diterpenoid compounds is represented by formula (I), and the five diterpenoid compounds are named kalihinol O, kalihinol P, kalihinol Q, kalihinol R and kalihinol S respectively. The compounds undergo in vitro Balanus Amphitrite larva adsorbing activity tests, and results show that the compounds have obvious antifouling activities. A new source is provided for preparing environmentally-friendly high efficiency antifouling agents.

Description

technical field [0001] The invention relates to the field of antifouling agents, in particular to five novel diterpenoids with antifouling activity extracted and separated from the South China Sea sponge Acanthella cavernosa. Background technique [0002] Marine fouling organisms are a general term for marine animals, plants and microorganisms that grow on the bottom of ships and on the surface of artificial facilities in the sea. The proliferation of fouling organisms will cause great harm to ships and artificial facilities in the sea, such as increasing ship resistance, clogging pipelines, accelerating metal corrosion, causing failure of instruments and components in the ocean, and threatening aquaculture. The annual cost of preventing biofouling of artificial facilities in the sea alone is as high as 6.5 billion US dollars. At present, the use of antifouling coatings is the most economical and widely used method to prevent marine pollution. Organotin antifouling agents, ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D309/08A01P7/00C09D5/16
Inventor 林厚文徐影刘香芳焦伟华朱彦甘建红朴淑娟陈万生
Owner SECOND MILITARY MEDICAL UNIV OF THE PEOPLES LIBERATION ARMY
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