IL42401A - Antibiotic substances b-41,their production and their use as insecticides and acaricides - Google Patents

Antibiotic substances b-41,their production and their use as insecticides and acaricides

Info

Publication number
IL42401A
IL42401A IL42401A IL4240173A IL42401A IL 42401 A IL42401 A IL 42401A IL 42401 A IL42401 A IL 42401A IL 4240173 A IL4240173 A IL 4240173A IL 42401 A IL42401 A IL 42401A
Authority
IL
Israel
Prior art keywords
formula
hydrogen atom
methyl group
group
bond
Prior art date
Application number
IL42401A
Other versions
IL42401A0 (en
Original Assignee
Sankyo Co
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 Sankyo Co filed Critical Sankyo Co
Publication of IL42401A0 publication Critical patent/IL42401A0/en
Publication of IL42401A publication Critical patent/IL42401A/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D313/00—Heterocyclic compounds containing rings of more than six members having one oxygen atom as the only ring hetero atom
    • 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
    • A01N43/90—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07G—COMPOUNDS OF UNKNOWN CONSTITUTION
    • C07G11/00—Antibiotics
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
    • C07H19/01—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing oxygen

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Environmental Sciences (AREA)
  • Biotechnology (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Plant Pathology (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Pest Control & Pesticides (AREA)
  • Agronomy & Crop Science (AREA)
  • Biochemistry (AREA)
  • Dentistry (AREA)
  • Genetics & Genomics (AREA)
  • Molecular Biology (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
  • Compounds Of Unknown Constitution (AREA)

Claims (11)

1. A compound having the formula wherein R, represents a hydrogen atom or a methyl group; R2 represents a methyl grou "or when 1 is hydrogen Rg may also represent a pyrroyloxymethyl group of the formula ; R_ represents a methyl group or an ethyl group? R^ and ^ are each a hydrogen atom, or, when Rg anc Rj are. each a methyl group, A may also represent a group of CH3 the formula -0C0CH-(CH2)j-CH-- in which case R^ is a hydroxy group; Rg and R^ together represent a C-0 bond, but when R^ , and R^ are each a. methyl group and R^ and R^.are each hydrogen, then Rg and R^ may also be each a hydrogen atom.
2. The compound of formula I in Claim 1, wherein R1 is a hydrogen atom, is a methyl group, R^ is a methyl group, R^ and R^ are each a hydrogen atom and Rg and R^ together represent a C-0 bond. - 20 » 42401/2
3. The compound of formula I in. Claim 1, wherein is a hydrogen atom, g is a methyl group, R.. is an ethyl group, R^ and Rpj are each a hydrogen atom and Rg and R^ together represent a 0-0 bond .
4. The compound of formula I in Claim 1 , wherein R^ is a methyl group, Rg is a methyl group, ^ is a methyl group, R^ and R,. are each a hydrogen atom and Rg and R^ together represent a C-0 bond.
5. The compound of formula I in Claim 1, wherein is a methyl group, Rg is a methyl group, R^ is an ethyl group, R^ and Rj are each a hydrogen atom and Rg and R^ together represent a C-0 bond.
6. The compound of formula I in Claim 1, wherein 1 is a hydrogen atom, 2 is the pyrroyloxymethyl group, R^ is a methyl group, R^ and Bp. are each a hydrogen atom and Rg and R^ together represent a C-0 bond.
7. The compound of formula I in Claim 1 , wherein R1 is a hydrogen atom, R2 is the pyrroyloxyme hyl group, R^ is an ethyl group, R^ and R-. are each a hydrogen atom and Rg and ^ together represent a C-0 bond.
8. A compound according to Claim 1 having the formula 42401/2 .,,
9. An antibiotic substance B-^l-Ag-. effective against harmful insects, said substance being a colorless amorphous powder form which is difficultly soluble in water and easily soluble in n-hexane, benzene, acetone, ethanol and chloroform and has the formula I in Claim 1 , in which R^ is a hydrogen atom, R5 is a methyl group, R., is a' methyl group, RA is a group of the formula _oco-CH-(C*i ) -CH » R5 iS ^^νοχ^ ' and Rg and R^ together represent a C-0 bond*; said substance . has a molecular -formula of C^gK^gO^ Q, a compositio of 71.75%Tcarbon and 8.26% hydrogen and the following ■ properties; molecular weights of 672.1 obtained by an osmometric method. in acetone and of 672 according 20 1 mass spectrum; a specific rotatory power of (° D ° · ' '\ +5*-° obtained with the concentration of a sample of 5 mg./2 ml. and the length of a layer of 10 cm. in acetone; no p a at a pK ranging from 2 to 12; absorption maximum in the ultraviolet region of the spectrum at 24-5 ιημ; characteristic absorption bands j in the infrared region shown in Fig. 11; nuclear . 1 magnetic resonance spectrum in (CD^^CO shown in I Fig. 20; main peaks of the mass spectrum 672, 181, j 153 and.151 obtained under the conditions of 75 eV j at ionization room temperature of 2o6eC. and a sample temperature of 120-190°C; and the following color reactions according to a thin layer chromatography, ■ yellow to iodine/chloroform, negative to ninhydrin, reddish purple to sulfuric acid and yellow to potassium permanganate.
10. An- antibiotic substance B-41-B^ effective against harmful insects, said substance bein a -29- 42401 / 3 ethanol and chloroform and has the formula I in Claim 1 , i ethyl is substance has a molecular formula of a composition of 68,006 carbon and 8·32# hydrogen and the following properties; a melting point of 176-178°C ; molecular weights of 629o5 obtained by an osmometric method in acetone and of 686 according to mass spectrum; a specific rotatory power of (° D = obtained with the concentration of a sample of 5 mg./2 ml. and. the length of a layer of 10 cm. in acetone; no pKa at a pH ranging from 2 to 12; absorption maximum in the ultraviolet region of the spectrum at 2 5 πιμ; characteristic absorption bands in the infrared region shown in Fig. 14; nuclear magnetic resonance spectrum in (CD^^CO shown in Fig. 23; main peaks of the mass spectrum .686, 414, 195, .167, 151 and 125 obtained under the conditions of 75 eV at ionization room temperature of · 200eC. and a sample temperature of 120-i90°C; and the following color reactions according to a thin layer chromatography", yellow to iodine/chloroform, negative to ninhydrin, reddish purple to sulfuric acid and yellow to potassium permanganate.
11. A process for producing antibiotic substances B-41-Aj, B-41-A2, B-41-Aj, B-41-A^, B-41-B- B-41-B2, B-41-B^, B-41-C^ and B-41-C2 which comprises cultur-ing a B-41-producing strain belongin to the genus Streptomyces-= and then recovering, either singly or ■ in the form of mixtures , said antibiotic .substances from the fermentation broth.
IL42401A 1972-06-08 1973-05-30 Antibiotic substances b-41,their production and their use as insecticides and acaricides IL42401A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP47057058A JPS4914624A (en) 1972-06-08 1972-06-08

Publications (2)

Publication Number Publication Date
IL42401A0 IL42401A0 (en) 1973-07-30
IL42401A true IL42401A (en) 1976-02-29

Family

ID=13044830

Family Applications (1)

Application Number Title Priority Date Filing Date
IL42401A IL42401A (en) 1972-06-08 1973-05-30 Antibiotic substances b-41,their production and their use as insecticides and acaricides

Country Status (11)

Country Link
JP (1) JPS4914624A (en)
BR (1) BR7304308D0 (en)
CH (2) CH585789A5 (en)
DE (1) DE2329486C2 (en)
ES (1) ES415591A1 (en)
FR (1) FR2187778B1 (en)
GB (1) GB1390336A (en)
IL (1) IL42401A (en)
IT (1) IT986430B (en)
SU (2) SU588926A3 (en)
ZA (1) ZA733857B (en)

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Also Published As

Publication number Publication date
AU5663173A (en) 1974-12-12
CH585514A5 (en) 1977-03-15
ES415591A1 (en) 1976-07-01
FR2187778B1 (en) 1976-06-11
FR2187778A1 (en) 1974-01-18
IL42401A0 (en) 1973-07-30
GB1390336A (en) 1975-04-09
CH585789A5 (en) 1977-03-15
IT986430B (en) 1975-01-30
SU588926A3 (en) 1978-01-15
JPS4914624A (en) 1974-02-08
ZA733857B (en) 1975-04-30
SU1360574A3 (en) 1987-12-15
DE2329486A1 (en) 1973-12-20
DE2329486C2 (en) 1984-01-12
BR7304308D0 (en) 1974-08-29

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