Compound having anti-fouling activity as well as extraction method and use thereof

An extraction method and anti-fouling technology, applied in the field of isoquinoline compounds, can solve the problems of poisoning attached organisms, destroying ecological balance, polluting the environment, etc., achieving the effects of good lipophilicity, simple structure, and avoiding dissolution and loss.

Inactive Publication Date: 2008-07-30
XIAMEN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, cuprous oxide-based antifouling coatings are dominant, but because copper elements will accumulate in large quantities in the ocean, especially in harbors, causing a large number of algae to die and destroying the ecological balance, they will eventually be banned
[0004] Traditional antifouling agents are toxic to attached organisms, causing irreversible damage, polluting the environment, and destroying ecological balance. An ideal marine antifouling agent should simultaneously satisfy: (1) active at low concentrations; (2) Economical; (3) harmless to the human body and other organisms; (4) suitable for various attachment substrates; (5) pollution-free; (6) biodegradable

Method used

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  • Compound having anti-fouling activity as well as extraction method and use thereof
  • Compound having anti-fouling activity as well as extraction method and use thereof
  • Compound having anti-fouling activity as well as extraction method and use thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0028] The preparation of embodiment 1 compound

[0029] Source of materials: The sea paint samples were collected from Dongzhai Port, Hainan. The species was identified by Professor Lin Yiming, School of Life Sciences, Xiamen University, and the specimens were deposited in the Institute of Ecology, School of Life Sciences, Xiamen University.

[0030] Extraction and separation: crush the dried sea lacquer root into particles with a particle size of 0.1-0.5 cm, soak the crushed root in 95% ethanol for 48 hours, and repeat 3 times; filter the extract and evaporate the solvent with a rotary evaporator. into an extract; the extract is dispersed in water (200ml water per 100g extract) and extracted with ethyl acetate (1:1 with water volume ratio), and then the ethyl acetate is evaporated with a rotary evaporator to obtain a crude product; the crude product is used Petroleum ether: acetone was purified by silica gel column chromatography (4:1) as the eluent, recrystallized in aceton...

Embodiment 2

[0031] The structure identification of embodiment 2 compound (3-methoxy group-5 hydroxyl group-7-formyl isoquinoline)

[0032] The physical and chemical properties of the compound: the compound (3-methoxy-5-hydroxyl-7-formyl isoquinoline) is a yellow needle-like crystal (methanol), easily soluble in chloroform, ethyl acetate, acetone, soluble in methanol, hardly Dissolved in water. ESI-MS: 226 (M+Na) + . 1 H NMR (CDCl 3 , 600Hz) δ: 9.96(1H, s), 9.17(1H, s), 8.52(1H, s), 7.95(1H, d, J=3.0Hz), 7.13(1H, dd, J=3.0, 0.6Hz ), 4.00 (3H, s). 13 C NMR (CDCl 3 , 600Hz) δ: 185.1, 164.7, 149.7, 148.2, 148.1, 130.3, 125.1, 124.4, 115.0, 113.5, 52.5.

[0033] Table 1 shows the two-dimensional NMR spectrum data (detection 1 Heteronuclear multiple quantum coherence (HMQC) of H, detected 1 Heteronuclear multiple bond correlation (HMBC) of H (see Figure 1).

[0034] Table 1 Two-dimensional NMR spectrum data

[0035] 1 Hδ

HMQC

HMBC

9.96 (1H, s)

9.17 (1H,...

Embodiment 3

[0038] The distribution of the compound (3-methoxy-5-hydroxyl-7-formyl isoquinoline) in different organs of sea lacquer

[0039] Collect the roots, stems and leaves of sea paint, dry them in the shade, take 100g each, and use a pulverizer to crush the samples into particles with a particle size of 0.1-0.5cm. Extract with 95% ethanol for 48 hours, repeat 3 times, combine the extracts, concentrate under reduced pressure with a rotary evaporator to obtain an extract. Obtain the extractum of root, stem, leaf and weigh 7.35g, 5.04g, 3.84g respectively. The obtained extract is detected by TLC, and compared with the pure product of the compound obtained, the compound itself is yellow, and it can be seen from TLC that the extracts of leaves and stems do not have spots corresponding to the samples, while the extracts of roots have very obvious spots. spots. It was determined that the active substance is mainly distributed in the roots.

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Abstract

The invention relates to a compound with antifouling activity and the distilling method as well as the application, in particular to an isoquinoline compound, and provides a compound with antifouling activity and the distilling method as well as the application. The compound is 3-methoxy-5 hydroxy-7-aldehyde group isoquinoline, and the molecular formula is C11H9NO3. Dry root of excoecaria agallocha is crushed to obtain root shivers; the shivers are dipped into solvents to obtain extracting solutions; the extracting solution goes through filtration and decompression, and the dry solvent is made into extracts; the extracts are scattered in water and distilled with ethyl acetate, which is removed to obtain crude products; the crude products are processed with petroleum aether; the acetone is used as eluent to purify the silica gel column, which is re-crystallized in the acetone. And then, methanol is used as solvents to refine the silica gel column to obtain the pure compound with the antifouling activity (3-methoxy-5 hydroxy-7-aldehyde group isoquinoline). The compound can be used for producing high-efficiency antifouling agents.

Description

technical field [0001] The invention relates to an isoquinoline compound, in particular to a new compound which has anti-fouling biological adhesion and can inhibit the adhesion of barnacle larvae and its extraction, separation and purification method and application. Background technique [0002] Fouling organisms is a general term for animals, plants and microorganisms that inhabit or attach to ships and various underwater artificial facilities in the marine environment and have adverse effects on human economic activities. It not only affects the safety of marine facilities and An important factor in service life and a concern when humans first came into contact with the ocean. Worldwide, fouling organisms on the surface of man-made installations in sea water cause serious technical and environmental problems, they are harmful to ships, mines, docks, offshore oil platforms, submarine cables, buoys, cooling pipes of coastal power plants and mariculture nets The serious ha...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D217/24A01N43/42C09D5/16
Inventor 王湛昌林鹏林益明杨志伟冯丹青陈俊德
Owner XIAMEN UNIV
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