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WO2002018500A1 - Agents anti-salissures extraits d'algues marines - Google Patents

Agents anti-salissures extraits d'algues marines Download PDF

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Publication number
WO2002018500A1
WO2002018500A1 PCT/KR2001/001460 KR0101460W WO0218500A1 WO 2002018500 A1 WO2002018500 A1 WO 2002018500A1 KR 0101460 W KR0101460 W KR 0101460W WO 0218500 A1 WO0218500 A1 WO 0218500A1
Authority
WO
WIPO (PCT)
Prior art keywords
methanol
extract
sinicola
fraction
ishige
Prior art date
Application number
PCT/KR2001/001460
Other languages
English (en)
Inventor
Hyun-Woung Shin
Yong-Ki Hong
Original Assignee
Nabichem Co., Ltd.
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Nabichem Co., Ltd. filed Critical Nabichem Co., Ltd.
Priority to AU2001286280A priority Critical patent/AU2001286280A1/en
Publication of WO2002018500A1 publication Critical patent/WO2002018500A1/fr

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Classifications

    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N65/00Biocides, pest repellants or attractants, or plant growth regulators containing material from algae, lichens, bryophyta, multi-cellular fungi or plants, or extracts thereof
    • A01N65/03Algae
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D5/00Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
    • C09D5/16Antifouling paints; Underwater paints
    • C09D5/1606Antifouling paints; Underwater paints characterised by the anti-fouling agent
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D5/00Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
    • C09D5/16Antifouling paints; Underwater paints
    • C09D5/1606Antifouling paints; Underwater paints characterised by the anti-fouling agent
    • C09D5/1612Non-macromolecular compounds
    • C09D5/1625Non-macromolecular compounds organic

Definitions

  • the present invention relates to an environment- friendly antifouling agent using extract of an alga. More particularly, antifouling activity of extract from an alga with the scientific name of Ishige sinicola, which has excellent antifouling ability.
  • Antifoulant is an agent used in combination with paint to prevent adhesion and growth of marine adherent organisms (eg. sea animals, plants or microbes) on the surface of vessels and so on.
  • marine adherent organisms eg. sea animals, plants or microbes
  • the marine adherent organisms cause an increase in the rate of corrosion of the surface of the vessels and so on.
  • the irregular surface of a vessel has a direct correlation to the frictional resistance of a ship. Hence, when such oceanic fouling organisms adhere to the surface and grow, the frictional resistance of a ship is raised. As a result, the consumption of fuel increases to bring enormous loss in expense.
  • TBT Tributiltin
  • U.S. Patent No. 5,607,741 discloses an antifouling agent comprising the extract from a kind of angiosperm, Zostera marina, called Zosteric acid. Also, it has been reported that Ceratinamine, extracted from a kind of sponge called Psammaplysilla purpurea, has antifouling activity. However, it was found that the antifouling actions of these substances were inadequate for practical uses.
  • antifouling agents are essential substances that protect and assist in the oceanic resource development, but continuing usage of currently available antifouling agents containing tin or copper will become a threat to the marine environment and bring about fatal effects to the oceanic ecosystem in the long run.
  • the object of the present invention is to provide a novel antifouling agent using the extract from a marine alga, being environment-friendly since it is extracted from biomaterial, which is capable of substituting TBT and yet is environmentally safe.
  • Fig. 1 is a schematic diagram illustrating the individual step to obtain active fractions from Ishige sinicola .
  • Ishige sinicola belongs to Ishigeaceae family of Ichordariales order of Phaeophyceae class of Phaeopyta phylum on the classification system and has a scientific name of Ishige sinicola (Setchell et Gardner) Chihara. This plant has a heteromorphic alternation of generation in life cycle and thallus is composed of parenchyma with different cell structures interconnected. Aster is also like the thallus with a ramified formation. The color of the thallus is a dark yellow and its surface has a slippery secretion. Ishige sinicola is found in the tropical to temperate regions, especially in the tidal zone.
  • Ishige sinicola used in this invention was collected from October 1998 to July 2000 in different coastal areas of Korea, including Sokcho, Daechon, Koje Island, Wando, Busan, and Seonsanpo.
  • the extraneous matters attached to the thallus of the collected ishige sinicola was carefully removed with a soft brush and the alga was washed in fresh water then dried completely at room temperature. Thereafter, the alga was finely ground, which was then .used for the test.
  • the combined aqueous layer was treated with aqueous ammonia to pH 10 and extracted twice with a solvent mixture (3:1) of chloroform and methanol (5 ml) .
  • the organic extract was designated as Fraction IV.
  • the aqueous layer was designated as Fraction V.
  • the respective fractions were then screened for their antifouling activities through examining the adhesion of Enteromorpha prolifera' s spores and the repulsion against attachment of Mytilus edulis (mussels) . Test of antifouling effect
  • Enteromorpha prolifera was collected from a seaweed farm located on the coastal areas of Kimhae, Korea and Mytilus edulis was collected on the coastal areas of Busan. Enteromorpha prolifera was examined for the growth rate of its thallus and the adhesion of its spores. Mytilus edulis was examined for the repulsion against attachment of its pes and the adhesion in larvae stage.
  • Ishige sinicola was used in a powder form prepared by completely drying at room temperature for 3 to 7 days and finely grinding. 1 g of dry ground Ishige sinicola was added to 50 ml of methanol and left for 1 day at room temperature. The methanol layer was separated and concentrated. About 40 mg of the concentrate was dissolved in 1 ml of methanol to form a methanol fraction, which was used for the test. The substances insoluble in methanol were added to distilled water in the same amount as methanol and left for 1 day.
  • the resulting aqueous layer was separated and concentrated. A 40 mg of the concentrate was dissolved in 1 ml of distilled water to form an aqueous fraction, which was used for the test.
  • a thallus of Enteromorpha prolifera was cut into pieces with a size of 5 mm and cultured for 15 days in PES (Provasoli's enrichment, Jap. Soc . Plant Physiol, 1968, 63-75) to determine its optimal growth time.
  • the pieces of Enteromorpha prolifera were measured for their sizes every 2 days. On the 7 th day, the results showed the highest growth rate per day of 12.1 ⁇ 2.7%, at which the size was 9.2 ⁇ 0.7 mm.
  • the methanol fraction of Ishige sinicola showed a significant preventive effect of spore adhesion. The results are shown in Table 1. Table 1
  • the test for the repulsion against attachment of Mytilus edulis' pes was performed according to the method of Hyashi & Miki (J. Mar. Biotechnol . 4, 127- 130) .
  • the used Mytilus edulis was cultivated and fully matured one having a size of 4.5 ⁇ 0.2 cm.
  • One ⁇ l of the Ishige sinicola extract (40 mg/ml) was diluted with a 10-fold volume of seawater and examined for repulsion against attachment of Mytilus edulis' pes.
  • the methanol fraction of Ishige sinicola showed a significant repulsion effect against attachment of Mytilus edulis .
  • Table 2 The results are shown in Table 2.
  • Test for adhesion of larvae of Mytilus edulis The test for the adhesion of larvae of Mytilus edulis was performed according to the method of Kitamura (Noppon Suisan Gakkaishi, 58, 75-78). Whatman paper was used as an attachment substrate. The Whatman filter papers were absorbed with various concentrations of methanol extract from Ishige sinicola and soaked in seawater for 4 days . In the experiment , it was observed that the adhesion of larvae of Mytilus edulis was perfectly blocked by the methanol fraction of Ishige sinicola at a concentration of more than 0.8 mg/ml. The results are shown in Table 3. The data shows the proportion of the adhered larvae to the total larvae used in the initial seawater.
  • Fractionation of antifouling substances Following the procedures illustrated in Fig. 1, the dried and powdered Ishige sinicola was fractionated into Fractions I to V. Each Fraction was examined for its ability to prevent the adhesion of spores of Enteromorpha prolifera and to repulse the attachment of Mytilus edulis' pes. The results are shown in Table 4. Table 4
  • the antifouling agent containing extract from a marine alga according to the present invention shows an excellent antifouling effect against oceanic fouling organisms, such as Enteromorpha prolifera and Mytilus edulis .
  • This environment-friendly antifouling agent is expected to substitute for TBT which has a problem associated with disruption of ecosystems.

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  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Biotechnology (AREA)
  • General Health & Medical Sciences (AREA)
  • Organic Chemistry (AREA)
  • Materials Engineering (AREA)
  • Mycology (AREA)
  • Dentistry (AREA)
  • Plant Pathology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Microbiology (AREA)
  • Agronomy & Crop Science (AREA)
  • Natural Medicines & Medicinal Plants (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Paints Or Removers (AREA)

Abstract

La présente invention concerne une composition anti-salissures écologique extraite d'une algue connue sous le nom scientifique de Phaeopyta phaeophyceae chordariales ishigeaceae ishige sinicola. La composition selon l'invention se caractérise par une forte activité anti-salissures à l'endroits d'agents salissants océaniques. Cette composition pourrait remplacer la tributyltine (TBT) qui contribue an dérèglement d'écosystèmes.
PCT/KR2001/001460 2000-08-31 2001-08-29 Agents anti-salissures extraits d'algues marines WO2002018500A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU2001286280A AU2001286280A1 (en) 2000-08-31 2001-08-29 Anti-fouling agent extracted from marine algae

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
KR10-2000-0051136A KR100386417B1 (ko) 2000-08-31 2000-08-31 해조류의 추출물을 이용한 환경 친화적인 방오제
KR2000/51136 2000-08-31

Publications (1)

Publication Number Publication Date
WO2002018500A1 true WO2002018500A1 (fr) 2002-03-07

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Country Status (3)

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KR (1) KR100386417B1 (fr)
AU (1) AU2001286280A1 (fr)
WO (1) WO2002018500A1 (fr)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20110119774A1 (en) * 2007-09-20 2011-05-19 Tel Hashomer Medical Research Infrastructure And S Compositions of aquatic origin for prevention of cell adhesion and methods of using same
CN107306998A (zh) * 2017-06-10 2017-11-03 威海温喜生物科技有限公司 一种水稻专用拌种剂

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR100745021B1 (ko) * 2006-09-27 2007-08-01 신라대학교 산학협력단 넓패 추출물을 함유하는 여드름 피부용 화장료 조성물
DE102007030406A1 (de) * 2007-06-29 2009-01-08 Henkel Ag & Co. Kgaa Verminderung der Adhäsion von biologischem Material durch Algenextrakte
KR101528548B1 (ko) * 2014-06-12 2015-06-12 대진건설(주) 해조류를 이용한 고내수성 및 고접착력 친환경 도료 조성물 및 이를 이용한 도장방법
KR102486727B1 (ko) * 2022-08-19 2023-01-10 (주)베누스타 희토류를 포함하는 기능성 분말과 목초액과 해조류 농축액을 이용한 친환경 도료의 제조방법

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1991009915A1 (fr) * 1989-12-22 1991-07-11 Courtaulds Coatings (Holdings) Limited Composition de revetement anti-fouling
US5143545A (en) * 1991-09-20 1992-09-01 The United States Of America As Represented By The Secretary Of The Navy Antifouling marine coatings
US5607741A (en) * 1992-12-11 1997-03-04 Arch Development Corporation Phenolic acid sulfate esters for prevention of marine biofouling
US5695552A (en) * 1993-12-09 1997-12-09 Research Foundation Of State University Of New York Aquatic antifouling compositions and methods
US5861435A (en) * 1994-09-16 1999-01-19 Nippon Paint Co., Ltd. Method for preventing settlement of aquatic fouling organisms
US5989323A (en) * 1993-12-09 1999-11-23 The Research Foundation Of State University Of New York Aquatic antifouling compositions and methods

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH0390009A (ja) * 1989-08-31 1991-04-16 Lion Corp 藻類発生抑制物質
JPH08104833A (ja) * 1994-10-03 1996-04-23 Oobusu Kk 船舶用塗料
JPH11180813A (ja) * 1997-12-19 1999-07-06 Ichimaru Pharcos Co Ltd 海藻抽出物含有抗菌・防腐剤
JP2000119297A (ja) * 1998-10-09 2000-04-25 Marine Biotechnol Inst Co Ltd 新規物質エピジオキシステロール

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1991009915A1 (fr) * 1989-12-22 1991-07-11 Courtaulds Coatings (Holdings) Limited Composition de revetement anti-fouling
US5143545A (en) * 1991-09-20 1992-09-01 The United States Of America As Represented By The Secretary Of The Navy Antifouling marine coatings
US5607741A (en) * 1992-12-11 1997-03-04 Arch Development Corporation Phenolic acid sulfate esters for prevention of marine biofouling
US5695552A (en) * 1993-12-09 1997-12-09 Research Foundation Of State University Of New York Aquatic antifouling compositions and methods
US5989323A (en) * 1993-12-09 1999-11-23 The Research Foundation Of State University Of New York Aquatic antifouling compositions and methods
US5861435A (en) * 1994-09-16 1999-01-19 Nippon Paint Co., Ltd. Method for preventing settlement of aquatic fouling organisms

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20110119774A1 (en) * 2007-09-20 2011-05-19 Tel Hashomer Medical Research Infrastructure And S Compositions of aquatic origin for prevention of cell adhesion and methods of using same
US9737571B2 (en) * 2007-09-20 2017-08-22 Tel Hashomer Medical Research Infrastructure And Services Ltd. Compositions of aquatic origin for prevention of cell adhesion and methods of using same
CN107306998A (zh) * 2017-06-10 2017-11-03 威海温喜生物科技有限公司 一种水稻专用拌种剂

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Publication number Publication date
KR100386417B1 (ko) 2003-06-02
AU2001286280A1 (en) 2002-03-13
KR20020017653A (ko) 2002-03-07

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