Jemal M, Hem S L, Knevel A M
J Pharm Sci. 1978 Mar;67(3):302-5. doi: 10.1002/jps.2600670306.
During the study of the temporal changes of benzylpenicillenic acid in aqueous buffers using differential pulse polarography, penicillamine was found to be a degradation product at neutral pH. Since this result was not previously reported, the effects of pH and buffer concentration on penicillamine formation were investigated. The amount of penicillamine produced was greatest under conditions producing maximum benzylpenicillenic acid stability. Penicillamine was not obtained from benzylpenicilloic acid, the reported degradation product of benzylpenicillenic acid at neutral pH. Penicillamine also was detected in penicillin G solutions of neutral pH. Therefore, it is suggested that penicillamine found in penicillin G solutions arises from benzylpenicillenic acid degradation which, in turn, is produced from penicillin G isomerization. A pathway is proposed to show that penicillamine originates from the UV-absorbing isomer of benzylpenicillenic acid.
在使用微分脉冲极谱法研究苄青霉素烯酸在水性缓冲液中的时间变化时,发现青霉胺是中性pH条件下的一种降解产物。由于该结果此前未见报道,因此研究了pH值和缓冲液浓度对青霉胺形成的影响。在使苄青霉素烯酸稳定性达到最大的条件下,产生的青霉胺量最大。未从苄青霉素酸(据报道为苄青霉素烯酸在中性pH下的降解产物)中得到青霉胺。在中性pH的青霉素G溶液中也检测到了青霉胺。因此,有人提出,青霉素G溶液中发现的青霉胺源自苄青霉素烯酸的降解,而苄青霉素烯酸又是由青霉素G异构化产生的。本文提出了一条途径,以表明青霉胺源自苄青霉素烯酸的紫外线吸收异构体。