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Re: Does nebramine exist?

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I am referring to an old (1996) American PDR, and find a proprietary

product called Nebcin, which is Tobramycin Sulfate Injection, USP, an

aminoglycoside, but nothing for " nebramine " . Medline and RxList also didn't

give any results for " nebra* " .

Sorry,

Fran

~~~~~~~~~~~~~~~~~~~

Fran Spielberg PhD

Medical & Academic

Translating and Editing

Hebrew <=> English

writing@...

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Hi Rod:

I see you are still struggling with this term - I do remember your earlier

request in December :-)

-------

Dear List Members,

You have always been so helpful to me before so I would like to pose

another question. I have just started a translation that discusses a

product called (in Spanish) " tobramicina " (tobramycin) and its

degradation by-product " nebramina " . The only references I can find are

to nebramycin (nebramicina?) but not nebramine(?). It does not seem to

be a typo as it is repeated at least 12 times in the same document. Any

ideas to enlighten me?

--------

I think the reason why it is so hard to find " nebramin(e) " anywhere is

because it is a degradation product. I couldn't find the term in any of my

reference materials (all paper, no URLs, as I am hopelessly

old-fashioned...). Perhaps a biochemist, pharmacologist, toxicologist might

be able to help --- are there any on this list???

The following information could help getting on the right tract:

Dorland's (29th ed.):

nebramycin - an aminoglycoside antibacterial complex produced by

Streptomyces tenebrarius, consistimg of 8 components; factor 6

(tobramycine) is used clinically as an antibiotic and factor 2 (apramycin)

is used as an antibiotic in veterinary medicine.

Nebcin, Nebicina, Obracine, Tobra, Tobracin are all brand names for

tobramycin sulfate. Unfortunately, the pharmacology section in my old

Canadian Compendium of Pharmaceuticals does not name the degradation

products.

Did you try a search for " tobramycine (or nebramycine) + degredation " ?

HTH, Ursula

_________________________________________

Ursula Vielkind, Ph.D.

German/English Translation in Biological Sciences

Dundas, Ontario L9H 3L8, Canada

Tel: +1 Fax: +1

e-mail: uvielk@...

http://hpcaonline.com/urvi.html

________________________________________

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Hi Rod:

I see you are still struggling with this term - I do remember your earlier

request in December :-)

-------

Dear List Members,

You have always been so helpful to me before so I would like to pose

another question. I have just started a translation that discusses a

product called (in Spanish) " tobramicina " (tobramycin) and its

degradation by-product " nebramina " . The only references I can find are

to nebramycin (nebramicina?) but not nebramine(?). It does not seem to

be a typo as it is repeated at least 12 times in the same document. Any

ideas to enlighten me?

--------

I think the reason why it is so hard to find " nebramin(e) " anywhere is

because it is a degradation product. I couldn't find the term in any of my

reference materials (all paper, no URLs, as I am hopelessly

old-fashioned...). Perhaps a biochemist, pharmacologist, toxicologist might

be able to help --- are there any on this list???

The following information could help getting on the right tract:

Dorland's (29th ed.):

nebramycin - an aminoglycoside antibacterial complex produced by

Streptomyces tenebrarius, consistimg of 8 components; factor 6

(tobramycine) is used clinically as an antibiotic and factor 2 (apramycin)

is used as an antibiotic in veterinary medicine.

Nebcin, Nebicina, Obracine, Tobra, Tobracin are all brand names for

tobramycin sulfate. Unfortunately, the pharmacology section in my old

Canadian Compendium of Pharmaceuticals does not name the degradation

products.

Did you try a search for " tobramycine (or nebramycine) + degredation " ?

HTH, Ursula

_________________________________________

Ursula Vielkind, Ph.D.

German/English Translation in Biological Sciences

Dundas, Ontario L9H 3L8, Canada

Tel: +1 Fax: +1

e-mail: uvielk@...

http://hpcaonline.com/urvi.html

________________________________________

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Dear Rod

Nebcin is sulfato de tobramicina according to guía profesional de

medicamentos, and according to the sigma catalog it is CAS Reg No

79645-27-5; C18H37N5O9

Also according to Sigma and Fluka catalogs Apramycin sulfate = Nebramycin

II; CAS Reg No 65710-07-8 C21H41N5O11

Perzynsky, S. et al Eur J. Biochem 99, 623 (1979)

Now, they are bot aminoglycosides so it is not unthinkable that one

hydrolysis product is nebramine

I am sending the formula for nebramycin II directly because it will not show

on egroups

Gerardo Ferrer Sueta

M. Sc. Chemistry

Scientific and Technical Translator

-----Mensaje original-----

De: Rod & Gemma

Enviado el: domingo 7 de enero de 2001 8:47

Para: medical_translationegroups

Asunto: Does nebramine exist?

Dear List Members,

You have always been so helpful to me before so I would like to pose

another question. I have just started a translation that discusses a

product called (in Spanish) " tobramicina " (tobramycin) and its

degradation by-product " nebramina " . The only references I can find are

to nebramycin (nebramicina?) but not nebramine(?). It does not seem to

be a typo as it is repeated at least 12 times in the same document. Any

ideas to enlighten me?

Rod Bowman

URL: www./group/medical_translation

To unsubscribe, please send an *empty* message to

medical_translation-UNSUBSCRIBEegroups

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Dear Rod

Nebcin is sulfato de tobramicina according to guía profesional de

medicamentos, and according to the sigma catalog it is CAS Reg No

79645-27-5; C18H37N5O9

Also according to Sigma and Fluka catalogs Apramycin sulfate = Nebramycin

II; CAS Reg No 65710-07-8 C21H41N5O11

Perzynsky, S. et al Eur J. Biochem 99, 623 (1979)

Now, they are bot aminoglycosides so it is not unthinkable that one

hydrolysis product is nebramine

I am sending the formula for nebramycin II directly because it will not show

on egroups

Gerardo Ferrer Sueta

M. Sc. Chemistry

Scientific and Technical Translator

-----Mensaje original-----

De: Rod & Gemma

Enviado el: domingo 7 de enero de 2001 8:47

Para: medical_translationegroups

Asunto: Does nebramine exist?

Dear List Members,

You have always been so helpful to me before so I would like to pose

another question. I have just started a translation that discusses a

product called (in Spanish) " tobramicina " (tobramycin) and its

degradation by-product " nebramina " . The only references I can find are

to nebramycin (nebramicina?) but not nebramine(?). It does not seem to

be a typo as it is repeated at least 12 times in the same document. Any

ideas to enlighten me?

Rod Bowman

URL: www./group/medical_translation

To unsubscribe, please send an *empty* message to

medical_translation-UNSUBSCRIBEegroups

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Share on other sites

Subject: RE: Does nebramine exist?

Dear Rod,

yes, it exists,

Gerardo is quite right, and

here's what I found out so far:

[u.S. Pat. 4,032,404]

Nebramycin complex is a known complex of eight different aminoglycoside

antibiotic components (nebramycin factors I, I', II, III, IV, V', VI and

VII) which has been prepared by fermentation of Streptomyces tenebrarius

(American Type Culture Collection-- A.T.C.C. 17920 and 17921). The complex

and its preparation using the above organism is described in Antimicrob.

Agents and Chemother., 1967, pg. 314-348 and in U.S. Pat. No. 3,691,279 (see

also U.S. Pat. No. 3,853,709 disclosing preparation of nebramycin factors II

and VII by fermentation of Streptomyces tenebrarius NRRL 3816, a mutant

strain of Streptomyces tenebrarius A.T.C.C. 17920.

Nebramycin factor VI, now named tobramycin, is reported in Antimicrob.

Agents and Chemother., 1970, pg. 309-313 to have the structure ##STR1##

Tobramycin is a commercially available antibiotic which possesses a broad

spectrum of antimicrobial activity, including activity against Pseudomonas

and Proteus microorganisms. K. F. Koch, et al. in J. Antibiotics, 1973, pg.

745-751 state that tobramycin is not produced directly by fermentation of

Streptomyces tenebrarius but arises from the acid or base catalyzed

hydrolysis of nebramycin factor V' (6 " -O-carbamoyltobramycin).

Nebramycin factor II, now named apramycin, is reported in Annual Reports in

Medicinal Chemistry, Vol. 9, 1974, pg. 99 to have the structure ##STR2##

Apramycin is described as being useful as an antimicrobial agent in treating

various plant and animal diseases (see U.S. Pat. Nos. 3,691,279, 3,853,709

and 3,876,767).

Nebramine (also called 3'-deoxyneamine or 3'-deoxyneomycin-A) is an

aminoglycoside antibiotic which has been prepared by hydrolysis of

tobramycin (Antimicrob. Agents and Chemother., 1970, pg. 309-313). The

physical and biological properties of nebramine are disclosed in Belgian

Patent 808,393 and in J. Amer. Chem. Soc., Vol. 96, 1974, pg. 3,300-3,305.

Neamine, an aminoglycoside antibiotic degradation product of neomycin, is

disclosed in J. Amer. Chem. Soc., Vol. 73, 1951, pg. 2794-2797.

Nebramycin factors IV and V' have been identified as 6 " -O-carbamoylkanamycin

B and 6 " -O-carbamoyltobramycin, respectively. J. Antibiotics, Vol. 26, 1973,

pg. 745-751.

Wondrous things are to be found in patents...

HTH,

Cheers,

F

De: Rod & Gemma

Enviado el: domingo 7 de enero de 2001 8:47

Para: medical_translationegroups

Asunto: Does nebramine exist?

Dear List Members,

You have always been so helpful to me before so I would like to pose

another question. I have just started a translation that discusses a

product called (in Spanish) " tobramicina " (tobramycin) and its

degradation by-product " nebramina " . The only references I can find are

to nebramycin (nebramicina?) but not nebramine(?). It does not seem to

be a typo as it is repeated at least 12 times in the same document. Any

ideas to enlighten me?

Rod Bowman

URL: www./group/medical_translation

To unsubscribe, please send an *empty* message to

medical_translation-UNSUBSCRIBEegroups

Link to comment
Share on other sites

Subject: RE: Does nebramine exist?

Dear Rod,

yes, it exists,

Gerardo is quite right, and

here's what I found out so far:

[u.S. Pat. 4,032,404]

Nebramycin complex is a known complex of eight different aminoglycoside

antibiotic components (nebramycin factors I, I', II, III, IV, V', VI and

VII) which has been prepared by fermentation of Streptomyces tenebrarius

(American Type Culture Collection-- A.T.C.C. 17920 and 17921). The complex

and its preparation using the above organism is described in Antimicrob.

Agents and Chemother., 1967, pg. 314-348 and in U.S. Pat. No. 3,691,279 (see

also U.S. Pat. No. 3,853,709 disclosing preparation of nebramycin factors II

and VII by fermentation of Streptomyces tenebrarius NRRL 3816, a mutant

strain of Streptomyces tenebrarius A.T.C.C. 17920.

Nebramycin factor VI, now named tobramycin, is reported in Antimicrob.

Agents and Chemother., 1970, pg. 309-313 to have the structure ##STR1##

Tobramycin is a commercially available antibiotic which possesses a broad

spectrum of antimicrobial activity, including activity against Pseudomonas

and Proteus microorganisms. K. F. Koch, et al. in J. Antibiotics, 1973, pg.

745-751 state that tobramycin is not produced directly by fermentation of

Streptomyces tenebrarius but arises from the acid or base catalyzed

hydrolysis of nebramycin factor V' (6 " -O-carbamoyltobramycin).

Nebramycin factor II, now named apramycin, is reported in Annual Reports in

Medicinal Chemistry, Vol. 9, 1974, pg. 99 to have the structure ##STR2##

Apramycin is described as being useful as an antimicrobial agent in treating

various plant and animal diseases (see U.S. Pat. Nos. 3,691,279, 3,853,709

and 3,876,767).

Nebramine (also called 3'-deoxyneamine or 3'-deoxyneomycin-A) is an

aminoglycoside antibiotic which has been prepared by hydrolysis of

tobramycin (Antimicrob. Agents and Chemother., 1970, pg. 309-313). The

physical and biological properties of nebramine are disclosed in Belgian

Patent 808,393 and in J. Amer. Chem. Soc., Vol. 96, 1974, pg. 3,300-3,305.

Neamine, an aminoglycoside antibiotic degradation product of neomycin, is

disclosed in J. Amer. Chem. Soc., Vol. 73, 1951, pg. 2794-2797.

Nebramycin factors IV and V' have been identified as 6 " -O-carbamoylkanamycin

B and 6 " -O-carbamoyltobramycin, respectively. J. Antibiotics, Vol. 26, 1973,

pg. 745-751.

Wondrous things are to be found in patents...

HTH,

Cheers,

F

De: Rod & Gemma

Enviado el: domingo 7 de enero de 2001 8:47

Para: medical_translationegroups

Asunto: Does nebramine exist?

Dear List Members,

You have always been so helpful to me before so I would like to pose

another question. I have just started a translation that discusses a

product called (in Spanish) " tobramicina " (tobramycin) and its

degradation by-product " nebramina " . The only references I can find are

to nebramycin (nebramicina?) but not nebramine(?). It does not seem to

be a typo as it is repeated at least 12 times in the same document. Any

ideas to enlighten me?

Rod Bowman

URL: www./group/medical_translation

To unsubscribe, please send an *empty* message to

medical_translation-UNSUBSCRIBEegroups

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