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Tritium labeled Gentamicin C : II.- Bioradiactive products of Gentamicin by Catalytic H{sub 2}O-{sup 3}H exchange reaction; Gentamicina C tritiada : II. Productos de degradacion radioactivos y bioactivos en el intercambio catalitico con el H2O-3H

Abstract

The main bioradiactive degradation products from catalytic hydrogen exchange of gentamicin C, (C1 + C2 + C1a) in basic form, are generated by N-demethylations in 3{sup -}N and 6`-N positions. Their structures were confirmed by HNMR and 13 CNMR. These derivatives were fractionated by chromatography on silica gel. Antibacterial activities were similar to those of the parent antibiotics. Tritium exchange, under vacuum or nitrogen, is highly increased (4:1) when gentamicina are in basic form. In contrast with gentamicin sulfate, hydrolytic subproducts as garamine, gentamicine, garosamine and purpurosamines are practically absent. To properly optimize the exchange process, the composition of the gentamicin C complex must be taken into account. The exchange decreases in the order C2 > C1 > C1a. Because of 6` -N-dementhyl gentamicin C1 is C2, the radiochemical yield of C2 appears enhanced in the H{sub 2}O-{sup 3}H exchange of a mixture of them. Radioactivity distribution among the components and subunits of these three gentamicins were studied by stron and mild hydrolysis, and by methanolysis. (author)
Publication Date:
Dec 31, 1992
Product Type:
Technical Report
Report Number:
CIEMAT-694
Reference Number:
SCA: 553006; 400600; 560120; 550200; PA: SP-92:000021; SN: 93000921572
Resource Relation:
Other Information: PBD: 1992
Subject:
60 APPLIED LIFE SCIENCES; 38 RADIATION CHEMISTRY, RADIOCHEMISTRY, AND NUCLEAR CHEMISTRY; 63 RADIATION, THERMAL, AND OTHER ENVIRON. POLLUTANT EFFECTS ON LIVING ORGS. AND BIOL. MAT.; 59 BASIC BIOLOGICAL SCIENCES; BIODEGRADATION; CATALYSIS; TRITIUM; AMINES; BIOCHEMISTRY; SPECTRA; PURIFICATION; TRACE AMOUNTS; ANTIBIOTICS; ERYTHROMYCIN; 553006; 400600; 560120; 550200; OTHER AGRICULTURAL APPLICATIONS; RADIATION CHEMISTRY; RADIATION EFFECTS ON BIOCHEMICALS, CELLS, AND TISSUE CULTURE
OSTI ID:
10121310
Research Organizations:
Centro de Investigaciones Energeticas, Medioambientales y Tecnologicas (CIEMAT), Madrid (Spain)
Country of Origin:
Spain
Language:
Spanish
Other Identifying Numbers:
Other: ON: DE93755574; TRN: ES9200021
Availability:
OSTI; NTIS
Submitting Site:
SP
Size:
49 p.
Announcement Date:
Jun 30, 2005

Citation Formats

Suarez, C, Diaz, A, Paz, D, and Jimeno, M L. Tritium labeled Gentamicin C : II.- Bioradiactive products of Gentamicin by Catalytic H{sub 2}O-{sup 3}H exchange reaction; Gentamicina C tritiada : II. Productos de degradacion radioactivos y bioactivos en el intercambio catalitico con el H2O-3H. Spain: N. p., 1992. Web.
Suarez, C, Diaz, A, Paz, D, & Jimeno, M L. Tritium labeled Gentamicin C : II.- Bioradiactive products of Gentamicin by Catalytic H{sub 2}O-{sup 3}H exchange reaction; Gentamicina C tritiada : II. Productos de degradacion radioactivos y bioactivos en el intercambio catalitico con el H2O-3H. Spain.
Suarez, C, Diaz, A, Paz, D, and Jimeno, M L. 1992. "Tritium labeled Gentamicin C : II.- Bioradiactive products of Gentamicin by Catalytic H{sub 2}O-{sup 3}H exchange reaction; Gentamicina C tritiada : II. Productos de degradacion radioactivos y bioactivos en el intercambio catalitico con el H2O-3H." Spain.
@misc{etde_10121310,
title = {Tritium labeled Gentamicin C : II.- Bioradiactive products of Gentamicin by Catalytic H{sub 2}O-{sup 3}H exchange reaction; Gentamicina C tritiada : II. Productos de degradacion radioactivos y bioactivos en el intercambio catalitico con el H2O-3H}
author = {Suarez, C, Diaz, A, Paz, D, and Jimeno, M L}
abstractNote = {The main bioradiactive degradation products from catalytic hydrogen exchange of gentamicin C, (C1 + C2 + C1a) in basic form, are generated by N-demethylations in 3{sup -}N and 6`-N positions. Their structures were confirmed by HNMR and 13 CNMR. These derivatives were fractionated by chromatography on silica gel. Antibacterial activities were similar to those of the parent antibiotics. Tritium exchange, under vacuum or nitrogen, is highly increased (4:1) when gentamicina are in basic form. In contrast with gentamicin sulfate, hydrolytic subproducts as garamine, gentamicine, garosamine and purpurosamines are practically absent. To properly optimize the exchange process, the composition of the gentamicin C complex must be taken into account. The exchange decreases in the order C2 > C1 > C1a. Because of 6` -N-dementhyl gentamicin C1 is C2, the radiochemical yield of C2 appears enhanced in the H{sub 2}O-{sup 3}H exchange of a mixture of them. Radioactivity distribution among the components and subunits of these three gentamicins were studied by stron and mild hydrolysis, and by methanolysis. (author)}
place = {Spain}
year = {1992}
month = {Dec}
}