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US4049498A
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Methods for the preparation of semi-synthetic aminocyclitol aminoglycoside antibiotics
Assignee: Merck Sharp & Dohme LLC
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Filing: 1976-12-15
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Granted: 1977-09-20
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Expires: 1996-12-15
Abstract
Abstract Micromonospora inyoensis strain 155OF-1G NRRL 5742 is incapable of producing antibiotics unless an aminocyclitol is added to the fermentation medium. When such a compound is added, antibiotics are produced, said antibiotics being analogs of known aminoglycoside antibiotics differing therefrom with respect to the aminocyclitol subunit.
Inventors
- 👤 Marvin Joseph Weinstein
- 👤 Peter John Lovell Daniels
- 👤 Gerald Howard Wagman
- 👤 Raymond Thomas Testa
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-09 04:32
CPC Classifications
C; C07; C07H; C07H15/00; C07H15/20; C07H15/22; C07H15/222; C07H15/226; C07H15/234; C07H15/236
Claims Analysis
Total Claims: 10
Claim 1
Independent Claim
153 words
A process for producing Antibiotics Mu-1, Mu-2, Mu-4, Mu-5 and Mu-6 which comprises fermenting Micromonospora inyoensis strain 1550F-1G in an aqueous nutrient medium, adding to the fermentation a compound of the formula: ##STR16## wherein A is a member selected from the group consisting of hydrogen, amino, hydroxy and (C 1 -C 8 ) alkoxy, B is a member selected from the group consisting of hydrogen and hydroxy, wherein the wavy lines connecting A and B to the ring nucleus denote that such groups may be in any of the possible stereoisomeric forms, with the proviso that when B is hydrogen and A is hydroxy, A must be cis to the hydroxyl groups adjacent thereto and with the further proviso that when A is amino, it must be trans to the hydroxy groups adjacent thereto, continuing the fermentation until a composition of matter having substantial antibacterial activity is produced and isolating an antibiotic therefrom.
Claim 2
Dependent Claim
153 words
A process for producing Antibiotics Mu-1, Mu-2, Mu-4, Mu-5 and Mu-6 which comprises fermenting Micromonospora inyoensis strain 1550F-1G in an aqueous nutrient medium, adding to the fermentation a compound of the formula: ##STR16## wherein A is a member selected from the group consisting of hydrogen, amino, hydroxy and (C 1 -C 8 ) alkoxy, B is a member selected from the group consisting of hydrogen and hydroxy, wherein the wavy lines connecting A and B to the ring nucleus denote that such groups may be in any of the possible stereoisomeric forms, with the proviso that when B is hydrogen and A is hydroxy, A must be cis to the hydroxyl groups adjacent thereto and with the further proviso that when A is amino, it must be trans to the hydroxy groups adjacent thereto, continuing the fermentation until a composition of matter having substantial antibacterial activity is produced and isolating an antibiotic therefrom.
Claim 3
Dependent Claim
27 words
A process according to claim 1 wherein the fermentation is conducted at from about pH 6.0 to about pH 8.0 for about 2 to about 10 days.
Claim 4
Dependent Claim
19 words
A process according to claim 2 wherein the fermentation is conducted at from about 24° to about 49° C.
Claim 5
Dependent Claim
27 words
A process according to claim 3 wherein the fermentation is conducted at about 35° C for about 7 days from about pH 6.8 to about pH 7.4.
Claim 6
Dependent Claim
20 words
The process according to claim 4 wherein the compound added to the fermentation medium is streptamine thereby producing Antibiotic Mu-1.
Claim 7
Dependent Claim
20 words
The process according to claim 4 wherein the compound added to the fermentation medium is 2,5-dideoxystreptamine thereby producing Antibiotic Mu-2.
Claim 8
Dependent Claim
21 words
The process according to claim 4 wherein the compound added to the fermentation medium is 2-epi streptamine thereby producing Antibiotic Mu-4.
Claim 9
Dependent Claim
20 words
The process according to claim 4 wherein the compound added to the fermentation medium is 1,3,5-triaminocyclohexane-4,6-diol thereby producing Antibiotic Mu-5.
Claim 10
Dependent Claim
19 words
The process according to claim 4 wherein the compound added to the fermentation medium is 5-epi-2-deoxystreptamine thereby producing 5-epi-sisomicin.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1980-09-19 | 1981-03-21 | 1981-09-20 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-09-19 | 1985-03-21 | 1985-09-20 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-09-19 | 1989-03-21 | 1989-09-20 | $7700.00 | Window Closed / Lapsed |