Microbial transformations of natural antitumor agents XVIII: Conversions of vindoline with copper oxidases.

Microbial transformations of natural antitumor agents XVIII: Conversions of vindoline with copper oxidases.
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天然抗肿瘤剂XVIII的微生物转化:文多灵与铜氧化酶的转化。

DOI:
10.1002/jps.2600711116
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发表时间:
1982
影响因子:
3.8
通讯作者:
Rosazza,JP
Rosazza,JP
中科院分区:
医学3区
文献类型:
--
作者:
Eckenrode,F;Peczynska-Czoch,W;Rosazza,JP

文献摘要

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在临床上重要的生物碱长春碱和长春新碱中,文多林结构完整。它被人血浆铜蓝蛋白和真菌及植物漆酶氧化成活性中间体,该活性中间体经历分子内环化成烯胺,该烯胺最终二聚化。文多灵的这些铜氧化酶的转化增强时,酶孵育辅因子,如氯丙嗪进行。铜氧化酶在生物碱代谢相互转换中的作用以及这些反应对生物碱毒性的可能影响进行了讨论。
Vindoline occurs structurally intact in the clinically importantVincaalkaloids vinblastine and vincristine. It is oxidized by human ceruloplasmin and fungal and plant laccases into a reactive intermediate which undergoes intramolecular cyclization to an enamine which ultimately dimerizes. Transformations of vindoline by these copper oxidases are enhanced when enzyme incubations are performed with cofactors such as chlorpromazine. The role of copper oxidases in alkaloid metabolic interconversions and the possible implications of these reactions inVincaalkaloid toxicity are discussed.