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Iso-Partricin, an Aromatic Analogue of Amphotericin B: How Shining Light on Old Drugs Might Help Create New Ones
Antibiotics ( IF 4.3 ) Pub Date : 2021-09-13 , DOI: 10.3390/antibiotics10091102
Paweł Szczeblewski 1 , Justyna Górska 1 , Witold Andrałojć 2 , Patryk Janke 1 , Karolina Wąsik 1 , Tomasz Laskowski 1
Affiliation  

Partricin is a heptaene macrolide antibiotic complex that exhibits exceptional antifungal activity, yet poor selective toxicity, in the pathogen/host system. It consists of two compounds, namely partricin A and B, and both of these molecules incorporate two cis-type bonds within their heptaenic chromophores: 28Z and 30Z. In this contribution, we have proven that partricins are susceptible to a chromophore-straightening photoisomerization process. The occurring 28Z→28E and 30Z→30E switches are irreversible in given conditions, and they are the only structural changes observed during the experiment. The obtained all-trans partricin’s derivatives, namely iso-partricins A and B, exhibit very promising features, potentially resulting in the improvement of their selective toxicity.

中文翻译:


Iso-Partricin,两性霉素 B 的芳香类似物:旧药的新亮点如何帮助创造新药



Partricin 是一种庚烯大环内酯类抗生素复合物,在病原体/宿主系统中表现出卓越的抗真菌活性,但选择性毒性较差。它由两种化合物组成,即鹧鸪菌素 A 和 B,这两种分子在其七烯发色团中都包含两个顺式键:28 Z和 30 Z 。在这篇文章中,我们证明了尘螨素容易受到发色团矫直光异构化过程的影响。发生的 28 Z →28 E和 30 Z →30 E转换在给定条件下是不可逆的,并且它们是实验期间观察到的唯一结构变化。所获得的全反式鹧鸪菌素衍生物,即异鹧鸪菌素A和B,表现出非常有前途的特性,可能导致其选择性毒性的改善。
更新日期:2021-09-13
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