WO1996026199A1 - Composes biologiquement actifs - Google Patents

Composes biologiquement actifs Download PDF

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Publication number
WO1996026199A1
WO1996026199A1 PCT/DK1996/000081 DK9600081W WO9626199A1 WO 1996026199 A1 WO1996026199 A1 WO 1996026199A1 DK 9600081 W DK9600081 W DK 9600081W WO 9626199 A1 WO9626199 A1 WO 9626199A1
Authority
WO
WIPO (PCT)
Prior art keywords
carbon atoms
straight
branched chain
hydrogen
compound
Prior art date
Application number
PCT/DK1996/000081
Other languages
English (en)
Inventor
Jens Breinholt
Original Assignee
Novo Nordisk A/S
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 Novo Nordisk A/S filed Critical Novo Nordisk A/S
Priority to AU47838/96A priority Critical patent/AU4783896A/en
Publication of WO1996026199A1 publication Critical patent/WO1996026199A1/fr

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
    • C07D303/02—Compounds containing oxirane rings
    • C07D303/38—Compounds containing oxirane rings with hydrocarbon radicals, substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION 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
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/02—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
    • A01N43/04—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom
    • A01N43/20—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom three- or four-membered rings
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION 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
    • A01N63/00—Biocides, pest repellants or attractants, or plant growth regulators containing microorganisms, viruses, microbial fungi, animals or substances produced by, or obtained from, microorganisms, viruses, microbial fungi or animals, e.g. enzymes or fermentates
    • A01N63/30—Microbial fungi; Substances produced thereby or obtained therefrom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
    • C07D303/02—Compounds containing oxirane rings
    • C07D303/38—Compounds containing oxirane rings with hydrocarbon radicals, substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D303/40—Compounds containing oxirane rings with hydrocarbon radicals, substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals by ester radicals
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
    • C12N1/00—Microorganisms, e.g. protozoa; Compositions thereof; Processes of propagating, maintaining or preserving microorganisms or compositions thereof; Processes of preparing or isolating a composition containing a microorganism; Culture media therefor
    • C12N1/14—Fungi; Culture media therefor
    • C12N1/145—Fungal isolates
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P29/00—Preparation of compounds containing a naphthacene ring system, e.g. tetracycline
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12R—INDEXING SCHEME ASSOCIATED WITH SUBCLASSES C12C - C12Q, RELATING TO MICROORGANISMS
    • C12R2001/00—Microorganisms ; Processes using microorganisms
    • C12R2001/645—Fungi ; Processes using fungi

Definitions

  • the invention in another aspect, relates to a method of pre ⁇ paring said compounds comprising a) cultivating a microorganism capable of producing said compound in or on a suitable nutrient medium and under suit ⁇ able conditions, and b) recovering the compound from the biomass and/or the cul ⁇ ture medium.
  • alkenyl with 2-10 carbon atoms is intended to in ⁇ clude ethenyl, propenyl, butenyl, pentenyl, hexenyl etc. straight, branched or cyclic where appropriate. Also polyenyl (dienyl, trienyl etc.) is intended to be included in the term.
  • Another object of the invention is to provide a method of pre ⁇ paring compounds with the formula I, comprising a) cultivating a microorganism capable of producing said compound in or on a suitable nutrient medium and under suit ⁇ able conditions, and b) recovering the compound from the biomass and/or the cul ⁇ ture medium.
  • composition of the invention in addition to said fungicidally active compounds of the invention may also con ⁇ tain other active ingredients, e.g. fungicides, pesticides, herbicides, insecticides, nematocides or acaricides, or plant nutrients or fertilizers.
  • active ingredients e.g. fungicides, pesticides, herbicides, insecticides, nematocides or acaricides, or plant nutrients or fertilizers.
  • concentration of the active compounds of the invention described herein in the compositions of the invention may vary within a wide range depending on the type of formulation and the field of application.
  • the sugar alcohols have the formula CH 2 OH(CHOH) n CH 2 OH, wherein n is an integer from 2 to 5.
  • sugar alcohols useful for this purpose are sorbitol, mannitol and xylitol.
  • Hamigera avellanea NN005492 was progagated on Potato Dextrose ager slants for 16 days at 26°C. The slants were washed with sterile, distilled water containing 0.1% Tween®80 (10 ml/slant) , and the resulting spore/mycelium suspension was
  • Isolation of compound having formula lb and Ic Hamigera avellanea was fermented in two 10 litre tank fermentors.
  • the mycelia was harvested by vacuum filtration to yield 3 kg of filter cake and 12.5 litre of filtrate.
  • the culture filtrate was passed through a column of XAD-1180 resin (1.3 litre) at a flow rate of approximately 3 litre/hour.

Landscapes

  • Life Sciences & Earth Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Zoology (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Microbiology (AREA)
  • Biotechnology (AREA)
  • Environmental Sciences (AREA)
  • Virology (AREA)
  • Dentistry (AREA)
  • Plant Pathology (AREA)
  • Pest Control & Pesticides (AREA)
  • Agronomy & Crop Science (AREA)
  • Genetics & Genomics (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Mycology (AREA)
  • Biochemistry (AREA)
  • General Engineering & Computer Science (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Botany (AREA)
  • Medicinal Chemistry (AREA)
  • Tropical Medicine & Parasitology (AREA)
  • Biomedical Technology (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

L'invention porte sur des nouveaux composés biologiquement actifs de la formule générale (I) dans laquelle R2 et R13 représentent hydrogène, alkyle à chaîne droite ou ramifiée, alcényle à chaîne droite ou ramifiée, alcynyle à chaîne droite ou ramifiée, benzyle ou aryle, éventuellement substitués une ou plusieurs fois par alkyle, des atomes, hydroxy, alcoxy, halogène, amino ou un groupe nitro; et R8 représente hydrogène, -COR, alkyle à chaîne droite ou ramifiée, alcényle à chaîne droite ou ramifiée, alcynyle à chaîne droite ou ramifiée, benzyle ou aryle; R1, R2, R3, R4, R5, R6, R7, R9, R10, R11, R12 représentent hydrogène ou forment, avec un groupe R adjacent, une liaison supplémentaire; et R représente alkyle à chaîne droite ou ramifiée, alcényle à chaîne droite ou ramifiée, alcynyle à chaîne droite ou ramifiée, aryle. L'invention concerne également un procédé de préparation des composés, des compositions fongicides comprenant ces composés comme principes actifs, l'utilisation des composés, ainsi qu'une culture pure isolée du micro-organisme Hamigera avellanea NN005492 (N° CBS 501.94) ou un de ses mutants.
PCT/DK1996/000081 1995-02-24 1996-02-23 Composes biologiquement actifs WO1996026199A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU47838/96A AU4783896A (en) 1995-02-24 1996-02-23 Active bio-compounds

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DK0202/95 1995-02-24
DK20295 1995-02-24

Publications (1)

Publication Number Publication Date
WO1996026199A1 true WO1996026199A1 (fr) 1996-08-29

Family

ID=8090905

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/DK1996/000081 WO1996026199A1 (fr) 1995-02-24 1996-02-23 Composes biologiquement actifs

Country Status (2)

Country Link
AU (1) AU4783896A (fr)
WO (1) WO1996026199A1 (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1205287A1 (fr) * 2000-11-13 2002-05-15 Sun Technochemicals Co., Ltd. Composition avec additifs pour conserver le bois

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
STN INTERNATIONAL, FILE CA, CHEMICAL ABSTRACTS, Volume 107, No. 15, 12 October 1987, (Columbus, Ohio, US), YAMAZAKI MIKIO et al., "New Fungal Metabolites, Avellanins A and B from Hamigera Avellanea, With Pressor Effect", Abstract No. 130565; & CHEM. PHARM. BULL., (1987), 35(5), 2122-4. *

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1205287A1 (fr) * 2000-11-13 2002-05-15 Sun Technochemicals Co., Ltd. Composition avec additifs pour conserver le bois
US6527982B2 (en) 2000-11-13 2003-03-04 Sun Technochemicals Co., Ltd. Wood preservative additive composition

Also Published As

Publication number Publication date
AU4783896A (en) 1996-09-11

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