IE38626L - Everinomycin derivatives - Google Patents
Everinomycin derivativesInfo
- Publication number
- IE38626L IE38626L IE732232A IE223273A IE38626L IE 38626 L IE38626 L IE 38626L IE 732232 A IE732232 A IE 732232A IE 223273 A IE223273 A IE 223273A IE 38626 L IE38626 L IE 38626L
- Authority
- IE
- Ireland
- Prior art keywords
- group
- derivative
- hydroxylamino
- everninomicin
- nitroso
- Prior art date
Links
Classifications
-
- 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
Abstract
1454548 Everninomicin derivatives SCHERICO Ltd 10 Dec 1973 [14 Dec 1972 9 July 1973] 57152/73 Heading C2C Novel antibiotic everninomicin derivatives having the general Formula (I) wherein X is a nitroso group, a hydroxylamino group or a nitrone group derivable from the hydroxylamino group, Y is hydrogen or a hydroxy group, and Z is the group when Y is hydroxy, or hydrogen or the group when Y is hydrogen, and pharmaceutically acceptable salts thereof, are prepared by reducing everninomicin B, C or D at the nitro group (i.e. the group corresponding to X) to give a mixture of the corresponding nitroso derivative and hydroxylamino derivative, isolating the required reduction product, and if required, converting the hydroxylamino derivative into the corresponding nitrone by reaction with an aldehyde, or subjecting the hydroxylamino derivative to appropriate oxidation to convert it to the corresponding nitroso derivative, or subjecting the nitroso derivative to appropriate reduction to convert it to the corresponding hydroxylamino derivative. Reduction of the everninomicin B, C or D at the nitro group is effected with aluminium amalgam in aqueous C 1-4 alkanol. Aldehydes used for preparation of the nitrone may be formaldehyde, acetaldehyde, propanol, heptanal, decanal, dodecanal, cyclopropanecarbaldehyde, cyclopentanecarbaldehyde, cyclohexanecarbaldehyde, 3-cyclohexylcarbaldehyde, benzaldehyde, phydroxybenzaldehyde, tolylcarbaldehydes, 3- phenylpropanal, 1- and 2-naphthalene carbaldehydes, 2 - furfuraldehyde, thienylcarbaldehyde, thiazolylcarbaldehyde, pyrazinylcarbaldehyde, and pyranylcarbaldehyde. The oxidation of the hydroxylamino derivative to the nitroso derivative may be effected with alkali metal hypobromite or atmospheric oxygen in the presence of aqueous alkali. The salts of the inventive compounds include those of alkali and alkaline earth metals, (Na, K, Ca), aluminium, triethylamine, procaine, dibenzylamine, N-benzylbetaphenethylamine, N,N<SP>1</SP> - dibenzylethylenediamine, N,N<SP>1</SP> - bis - dehydroabietyl - ethylenediamine, N-ethylpiperidine and N-methylglucamine. The preparation of everninomicins B, C and D by aerobically cultivating Micromonospora carbonacea var. carbonacea or var. aurantiaca is described. The inventive compounds and their salts have antibacterial activity and are formulated into antibiotically active pharmaceutical compositions with an acceptable diluent or carrier.
[GB1454548A]
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US31526372A | 1972-12-14 | 1972-12-14 | |
US37734473A | 1973-07-09 | 1973-07-09 |
Publications (2)
Publication Number | Publication Date |
---|---|
IE38626L true IE38626L (en) | 1974-06-14 |
IE38626B1 IE38626B1 (en) | 1978-04-26 |
Family
ID=26979787
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
IE2232/73A IE38626B1 (en) | 1972-12-14 | 1973-12-10 | Novel everninomocin derivatives and process for their preparation |
Country Status (14)
Country | Link |
---|---|
JP (1) | JPS4987674A (en) |
BG (1) | BG23542A3 (en) |
CA (1) | CA1013739A (en) |
CH (1) | CH601337A5 (en) |
DD (1) | DD111575A5 (en) |
DE (1) | DE2361582A1 (en) |
FR (1) | FR2210384B1 (en) |
GB (1) | GB1454548A (en) |
HU (1) | HU168868B (en) |
IE (1) | IE38626B1 (en) |
IL (1) | IL43789A0 (en) |
NL (1) | NL7316867A (en) |
NO (1) | NO140306C (en) |
PH (1) | PH10211A (en) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4767748A (en) * | 1985-10-15 | 1988-07-30 | Schering Corporation | Substituted oligosaccharide antibodies |
-
1973
- 1973-12-07 CH CH1724473A patent/CH601337A5/xx not_active IP Right Cessation
- 1973-12-10 IL IL43789A patent/IL43789A0/en unknown
- 1973-12-10 FR FR7344025A patent/FR2210384B1/fr not_active Expired
- 1973-12-10 IE IE2232/73A patent/IE38626B1/en unknown
- 1973-12-10 NL NL7316867A patent/NL7316867A/xx not_active Application Discontinuation
- 1973-12-10 CA CA187,761A patent/CA1013739A/en not_active Expired
- 1973-12-10 NO NO734703A patent/NO140306C/en unknown
- 1973-12-10 PH PH15311A patent/PH10211A/en unknown
- 1973-12-10 GB GB5715273A patent/GB1454548A/en not_active Expired
- 1973-12-11 DE DE2361582A patent/DE2361582A1/en not_active Withdrawn
- 1973-12-11 JP JP48137472A patent/JPS4987674A/ja active Pending
- 1973-12-12 DD DD175291A patent/DD111575A5/xx unknown
- 1973-12-12 HU HUSC456A patent/HU168868B/hu unknown
- 1973-12-13 BG BG25241A patent/BG23542A3/xx unknown
Also Published As
Publication number | Publication date |
---|---|
AU6347573A (en) | 1975-06-12 |
HU168868B (en) | 1976-07-28 |
DD111575A5 (en) | 1975-02-20 |
PH10211A (en) | 1976-09-29 |
NL7316867A (en) | 1974-06-18 |
NO140306C (en) | 1979-08-08 |
NO140306B (en) | 1979-04-30 |
FR2210384A1 (en) | 1974-07-12 |
DE2361582A1 (en) | 1974-06-20 |
FR2210384B1 (en) | 1976-08-13 |
IE38626B1 (en) | 1978-04-26 |
BG23542A3 (en) | 1977-09-15 |
CH601337A5 (en) | 1978-07-14 |
CA1013739A (en) | 1977-07-12 |
GB1454548A (en) | 1976-11-03 |
JPS4987674A (en) | 1974-08-22 |
IL43789A0 (en) | 1974-03-14 |
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