Paranazzamides A and B, new cyclic dipeptides containing a C7-prenylated tryptophan, produced by pathogenic reptile fungi Paranannizziopsis sp. UH-21

IF 2.1 4区医学 Q3 BIOTECHNOLOGY & APPLIED MICROBIOLOGY

Journal of Antibiotics Pub Date : 2024-05-15 DOI:10.1038/s41429-024-00725-3

Keisuke Kobayashi, Rio Tejima, Kenichiro Nagai, Reiko Seki, Tsuyoshi Hosoya, Yumi Une, Satoru Shigeno, Hiroshi Tomoda, Taichi Ohshiro

引用次数: 0

Abstract

Two new cyclic dipeptides, paranazzamides A (1) and B (2) containing a C7-prenylated tryptophan, were isolated from a culture broth of snake fungal disease-isolate Paranannizziopsis sp. UH-21. This is the first report on the new secondary metabolites from Paranannizziopsis sp. The planar structures of 1 and 2 were elucidated using various spectroscopic techniques including MS and 1D/2D NMR. The absolute configuration of 1 was assigned by comparison with the synthesized compound. Compounds 1 and 2 exhibited no antifungal activity, no antibacterial activity, and no cytotoxic activity even at a concentration of 128 µg ml−1, whereas 1 and 2 exhibited amphotericin B potentiating activity against Candida auris in combination treatment.

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病原性爬行真菌 Paranannizziopsis sp. UH-21 产生的含有 C7-Prenylated 色氨酸的新型环状二肽 Paranazzamides A 和 B。

从蛇类真菌疾病分离菌 Paranannizziopsis sp. UH-21 的培养液中分离出了两种新的环状二肽，即含有 C7-异戊烯化色氨酸的 Paranazzamides A (1) 和 B (2)。利用 MS 和 1D/2D NMR 等多种光谱技术阐明了 1 和 2 的平面结构。通过与合成化合物的对比，确定了 1 的绝对构型。即使在 128 µg ml-1 的浓度下，化合物 1 和 2 也没有表现出抗真菌活性、抗细菌活性和细胞毒性活性。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Journal of Antibiotics 医学-免疫学

CiteScore

6.60

自引率

3.00%

发文量

审稿时长

1 months

期刊介绍： The Journal of Antibiotics seeks to promote research on antibiotics and related types of biologically active substances and publishes Articles, Review Articles, Brief Communication, Correspondence and other specially commissioned reports. The Journal of Antibiotics accepts papers on biochemical, chemical, microbiological and pharmacological studies. However, studies regarding human therapy do not fall under the journal’s scope. Contributions regarding recently discovered antibiotics and biologically active microbial products are particularly encouraged. Topics of particular interest within the journal''s scope include, but are not limited to, those listed below: Discovery of new antibiotics and related types of biologically active substances Production, isolation, characterization, structural elucidation, chemical synthesis and derivatization, biological activities, mechanisms of action, and structure-activity relationships of antibiotics and related types of biologically active substances Biosynthesis, bioconversion, taxonomy and genetic studies on producing microorganisms, as well as improvement of production of antibiotics and related types of biologically active substances Novel physical, chemical, biochemical, microbiological or pharmacological methods for detection, assay, determination, structural elucidation and evaluation of antibiotics and related types of biologically active substances Newly found properties, mechanisms of action and resistance-development of antibiotics and related types of biologically active substances.