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US4412068A Expired / Lapsed US ⏱️ 0.0 years remaining

Novel compounds of the gentamicin class

Assignee: STWB Inc
•
Filing: 1981-06-08
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Granted: 1983-10-25
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Expires: 2001-06-08
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Abstract

Abstract 5-Deoxygentamicin C 2b and 6'-N-methyl-2-hydroxy- and 6'-N-methyl-5-deoxygentamicins C 2b are prepared, as the major fermentation products, by culturing a nutrient medium containing carbohydrates, a source of assimilable nitrogen, essential salts and either D-streptamine or 2,5-dideoxystreptamine with a mutant of Micromonospora purpurea and isolating the fermentation products from the nutrient medium. The fermentation products are acylated with an ester of an ω-[N-(benzyloxycarbonyl)amino]-α-hydroxy-lower-alkanoic acid after first blocking the primary amino group at the 2'-position with an amine-protecting group, followed by catalytic hydrogenolysis of the benzyloxycarbonyl group and removal of the amine-protecting group to prepare the 1-(ω-amino-α-hydroxy-lower-alkanoyl) derivatives.

Inventors

  • 👤 David Rosi

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-09 04:33
CPC Classifications
C; C07; C07H; C07H15/00; C07H15/20; C07H15/22; C07H15/222; C07H15/226; C07H15/234; C07H15/236; C12; C12N; C12N1/00; C12N1/20; C12N1/205; C12P; C12P19/00; C12P19/44; C12P19/46; C12P19/48; C12P19/485; C12R; C12R2001/00; C12R2001/01; C12R2001/29; C12R2001/31; Y; Y02; Y02P; Y02P20/00; Y02P20/50; Y02P20/55; Y10; Y10S; Y10S435/00; Y10S435/8215; Y10S435/822; Y10S435/867; Y10S435/869

Claims Analysis

Total Claims: 7
Claim 1
Independent Claim 73 words
A member of the group consisting of (A) a compound having the formula: ##STR3## where R 1 is hydrogen or the group, H 2 N(CH 2 ) n CHOHCO--, where n is one of the integers 1 or 2; R 2 and R 5 are either both hydroxy or both hydrogen; and R 6 is hydrogen or methyl, R 2 being hydroxy only when R 6 is methyl; and (B) acid-addition salts thereof.
Claim 2
Dependent Claim 73 words
A member of the group consisting of (A) a compound having the formula: ##STR3## where R 1 is hydrogen or the group, H 2 N(CH 2 ) n CHOHCO--, where n is one of the integers 1 or 2; R 2 and R 5 are either both hydroxy or both hydrogen; and R 6 is hydrogen or methyl, R 2 being hydroxy only when R 6 is methyl; and (B) acid-addition salts thereof.
Claim 3
Dependent Claim 5 words
O-[3-Deoxy-4-C-methyl-3-methylamino-β-L-arabinopyranosyl-(1→6)]-O-[2-amino-6-dimethylamino-2,3,4,6-tetradeoxy-α-D-erythro-hexopyranosyl-(1→4)]-D-streptamine according to claim 1.
Claim 4
Dependent Claim 5 words
O-[3-Deoxy-4-C-methyl-3-methylamino-β-L-arabinopyranosyl-(1→6)]-O-[2-amino-6-methylamino-2,3,4,6-tetradeoxy-α-D-erythro-hexopyranosyl-(1→4)]-2,5-dideoxystreptamine according to claim 1.
Claim 5
Dependent Claim 5 words
O-[3-Deoxy-4-C-methyl-3-methylamino-β-L-arabinopyranosyl-(1→6)]-O-[2-amino-6-dimethylamino-2,3,4,6-tetradeoxy-α-D-erythro-hexopyranosyl-(1→4)]-2,5-dideoxystreptamine according to claim 1.
Claim 6
Dependent Claim 128 words
A process for preparing a compound having the formula: ##STR4## which comprises culturing micromonospora purpurea ATCC 31,849 in a nutrient medium containing carbohydrates, a source of assimilable nitrogen, essential salts and either D-streptamine, to prepare, as a major component, the compound where R 2 and R 5 are both hydroxy and R 6 is hydrogen and, as a minor component, the compound where R 2 and R 5 are both hydroxy and R 6 is methyl, or 2,5-dideoxystreptamine, to prepare, as the major component, the compound where R 2 , R 5 and R 6 are each hydrogen and, as a minor component, the compound where R 2 and R 5 are both hydrogen and R 6 is methyl and isolating the said compounds from the nutrient medium.
Claim 7
Dependent Claim 128 words
A process for preparing a compound having the formula: ##STR4## which comprises culturing micromonospora purpurea ATCC 31,849 in a nutrient medium containing carbohydrates, a source of assimilable nitrogen, essential salts and either D-streptamine, to prepare, as a major component, the compound where R 2 and R 5 are both hydroxy and R 6 is hydrogen and, as a minor component, the compound where R 2 and R 5 are both hydroxy and R 6 is methyl, or 2,5-dideoxystreptamine, to prepare, as the major component, the compound where R 2 , R 5 and R 6 are each hydrogen and, as a minor component, the compound where R 2 and R 5 are both hydrogen and R 6 is methyl and isolating the said compounds from the nutrient medium.

References Cited (Backward Citations)

US3091572A Cited
US3136704A Cited
US3984395A Cited
US4117221A Cited
US4049498A Cited
US3972930A Cited
US4044123A Cited
US3982996A Cited
US4279997A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1986-10-24 1987-04-25 1987-10-25 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1990-10-24 1991-04-25 1991-10-25 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1994-10-24 1995-04-25 1995-10-25 $7700.00 Window Closed / Lapsed

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