GB1094566A - Creation of Inventions and Patents with Artificial Intelligence

GB1094566A – Kasugamycin and processes for the preparation thereof
– Google Patents

GB1094566A – Kasugamycin and processes for the preparation thereof
– Google Patents
Kasugamycin and processes for the preparation thereof

Info

Publication number
GB1094566A

GB1094566A
GB48595/64A
GB4859564A
GB1094566A
GB 1094566 A
GB1094566 A
GB 1094566A
GB 48595/64 A
GB48595/64 A
GB 48595/64A
GB 4859564 A
GB4859564 A
GB 4859564A
GB 1094566 A
GB1094566 A
GB 1094566A
Authority
GB
United Kingdom
Prior art keywords
kasugamycin
aqueous
acid
exhibits
soluble
Prior art date
1963-12-28
Legal status (The legal status 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 status listed.)

Expired

Application number
GB48595/64A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Microbial Chemistry Research Foundation

Original Assignee
Microbial Chemistry Research Foundation
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.)
1963-12-28
Filing date
1964-11-30
Publication date
1967-12-13

1964-11-30
Application filed by Microbial Chemistry Research Foundation
filed
Critical
Microbial Chemistry Research Foundation

1967-12-13
Publication of GB1094566A
publication
Critical
patent/GB1094566A/en

Status
Expired
legal-status
Critical
Current

Links

Espacenet

Global Dossier

Discuss

Classifications

A—HUMAN NECESSITIES

A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE

A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES

A61K31/00—Medicinal preparations containing organic active ingredients

A61K31/70—Carbohydrates; Sugars; Derivatives thereof

C—CHEMISTRY; METALLURGY

C07—ORGANIC CHEMISTRY

C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS

C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals

C07H15/20—Carbocyclic rings

C07H15/207—Cyclohexane rings not substituted by nitrogen atoms, e.g. kasugamycins

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

C12P19/00—Preparation of compounds containing saccharide radicals

C12P19/44—Preparation of O-glycosides, e.g. glucosides

C12P19/46—Preparation of O-glycosides, e.g. glucosides having an oxygen atom of the saccharide radical bound to a cyclohexyl radical, e.g. kasugamycin

Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS

Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE

Y02A—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE

Y02A50/00—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE in human health protection, e.g. against extreme weather

Y02A50/30—Against vector-borne diseases, e.g. mosquito-borne, fly-borne, tick-borne or waterborne diseases whose impact is exacerbated by climate change

Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC

Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS

Y10S435/00—Chemistry: molecular biology and microbiology

Y10S435/8215—Microorganisms

Y10S435/822—Microorganisms using bacteria or actinomycetales

Y10S435/886—Streptomyces

Abstract

An antibiotic substance, kasugamycin, is prepared by cultivating a strain of Streptomyces kasugaenois (ATCC. 15714 and 15715) or kasugamycin-producing variants and mutants thereof in an aqueous carbohydrate solution containing a nitrogenous nutrient under submerged aerobic conditions until substantial anti-bacterial activity is imparted to said solution and then recovering the antibiotic from the solution. An aqueous solution of kasugamycin may be separated from the fermentation broth by adsorption on active carbon followed by elution with aqueous methanol, aqueous ethanol, aqueous acetone or water saturated with butanol, or on a cation exchange resin preferably having sulphonic acid as the active group followed by elution with aqueous ammonia. Kasugamycin may also be adsorbed on anion exchange resins treated with boric acid from which it may be eluted with aqueous hydrochloric acid. Strong basic impurities may be removed by adsorption on a cation exchange resin having carboxylic acid groups. The fermented broth and aqueous solutions of kasugamycin may be concentrated and dried, e.g. by distillation in vacuum, spray drying or freeze drying and the powder so obtained can be further purified by active carbon adsorption or solvent extraction. Kasugamycin which is effective in inhibiting Brucella, Pseudomonas, Salmonella, Shigella, some Klebsiella and Blastmyces, effective in protection of rice plant from progressive infection of Piricularis oryzae is a weakly basic substance which melts at 207-216 DEG C. under decomposition, is soluble in water, slightly soluble in methanol, substantially insoluble in ethanol, acetone, ethylacetate, ether, chloroform and benzene, exhibits no absorption maximum of U.V. light from 220 to 400 mm , gives a positive reaction to ninhydrin in pyridine and negative Tollens, Sakaguchi, Molisch, Fehlings, Elson-Morgan and ferric chloride reactions, has the empirical formula C14H25O9N3, contains a free primary amino group exhibiting pK1a less than 2.0, 7.1, 10.6 shows a titration equivalent of about 453, yields (+)-inositol by its acid hydrolysis, yields C14H24O10N2.H2O by its hydrolysis with baryta which further hydrolyses to C12H24O7N2 and oxalic acid, yields d-inositol (C6H12O6) and methyl glycoside (C9H17O4N3.HCl. 1/2 H2O) on methanolysis and forms acid addition salts, giving a crystalline kasugamycin hydrochloride which melts at 202-204 DEG C. under decomposition is soluble in water, substantially insoluble in methanol, ethanol, acetone, ethyl acetate, chloroform and benzene, has the empirical formula C14H25O9N3.HCl.H2O exhibits (a )o25 + 120 DEG (1.6% H2O), exhibits absorption bands in the infra-red region of the spectrum when pelleted in KBr at the following wave numbers in cm-1 3520, 3350, 3200, 3070, 2950, 2050, 1695, 1670, 1625, 1522, 1462, 1379, 1323, 1286, 1224, 1180, 1135, 1120, 1090, 1080, 1060, 1042, 1025, 975, 945, 908, 890, 870, 846, 825, 783 and 709 exhibits bands in the N.M.R. spectrum in D2O at the following p.p.m. 1.22, 1.32, 2.25, 2.33, 2.42, 2.50, 3.55, 3.79, 4.05, 4.38, 4.50, 4.70, 5.32 and 5.35, properties of kasugamycin hydrobromide being that it has the empirical formula C14H25O9N3.HBr.H2O, properties of kasugamycin sulphate being that it is soluble in water and decomposes at 210-218 DEG C. The structure of kasugamycin has been determined as

GB48595/64A
1963-12-28
1964-11-30
Kasugamycin and processes for the preparation thereof

Expired

GB1094566A
(en)

Applications Claiming Priority (2)

Application Number
Priority Date
Filing Date
Title

JP7071863

1963-12-28

JP1976764

1964-04-09

Publications (1)

Publication Number
Publication Date

GB1094566A
true

GB1094566A
(en)

1967-12-13

Family
ID=26356622
Family Applications (1)

Application Number
Title
Priority Date
Filing Date

GB48595/64A
Expired

GB1094566A
(en)

1963-12-28
1964-11-30
Kasugamycin and processes for the preparation thereof

Country Status (9)

Country
Link

US
(1)

US3358001A
(en)

BE
(1)

BE657659A
(en)

BR
(1)

BR6465598D0
(en)

CH
(1)

CH480434A
(en)

DE
(1)

DE1236727B
(en)

DK
(1)

DK137339B
(en)

FR
(1)

FR1520378A
(en)

GB
(1)

GB1094566A
(en)

NL
(1)

NL144986B
(en)

Families Citing this family (9)

* Cited by examiner, † Cited by third party

Publication number
Priority date
Publication date
Assignee
Title

GB1094567A
(en)

1964-06-23
1967-12-13
Zh Biseibutsu Kagaku Kenkyukai
Plant disease protective and curative compositions

US3480614A
(en)

1967-11-01
1969-11-25
Bristol Myers Co
Kasuganobiosamine dimedone derivatives and salts thereof

CN102369938B
(en)

2010-08-20
2013-09-25
海利尔药业集团股份有限公司
Sterilization composition containing zineb and chunleimeisu

CN102426155B
(en)

2011-09-01
2013-11-13
浙江工业大学
Method for analyzing trace moisture in edible oil by coupling D2O-assisted acetonitrile extraction and fourier transform infrared spectroscopy (FTIR)

CN104770369A
(en)

2015-04-23
2015-07-15
山西新源华康化工股份有限公司
Kasugamycin water-aqua extracting process

WO2019036566A1
(en)

2017-08-17
2019-02-21
Brown University
Methods and compositions relating to the treatment of fibrosis

WO2022113069A1
(en)

2020-11-24
2022-06-02
Yissum Research Development Company Of The Hebrew University Of Jerusalem Ltd.
E protein channel blockers and orf3 inhibitors as anti-covid-19 agents

CA3177537A1
(en)

2020-05-01
2021-11-04
Isaiah Arkin
E protein channel blockers and orf3 inhibitors as anti-covid-19 agents

CN113846136B
(en)

2021-11-16
2023-06-20
陕西麦可罗生物科技有限公司
Kasugamycin fermentation medium and fermentation method

1964

1964-11-30
GB
GB48595/64A
patent/GB1094566A/en
not_active
Expired

1964-12-01
DK
DK591064AA
patent/DK137339B/en
unknown

1964-12-22
FR
FR999533A
patent/FR1520378A/en
not_active
Expired

1964-12-23
BR
BR165598/64A
patent/BR6465598D0/en
unknown

1964-12-24
CH
CH1663964A
patent/CH480434A/en
not_active
IP Right Cessation

1964-12-24
DE
DEZ11248A
patent/DE1236727B/en
active
Pending

1964-12-28
BE
BE657659A
patent/BE657659A/xx
unknown

1964-12-28
NL
NL646415131A
patent/NL144986B/en
not_active
IP Right Cessation

1966

1966-08-31
US
US576455A
patent/US3358001A/en
not_active
Expired – Lifetime

Also Published As

Publication number
Publication date

DK137339C
(en)

1978-07-17

US3358001A
(en)

1967-12-12

DK137339B
(en)

1978-02-20

NL6415131A
(en)

1965-06-29

NL144986B
(en)

1975-02-17

BR6465598D0
(en)

1973-05-24

CH480434A
(en)

1969-10-31

BE657659A
(en)

1965-04-16

FR1520378A
(en)

1968-04-12

DE1236727B
(en)

1967-03-16

Contact information