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深海冷泉来源真菌 CS-252 中的疣孢菌素衍生物。

Verrucosidin Derivatives from the Deep Sea Cold-Seep-Derived Fungus CS-252.

机构信息

CAS and Shandong Province Key Laboratory of Experimental Marine Biology, Institute of Oceanology, Chinese Academy of Sciences, Nanhai Road 7, Qingdao 266071, China.

Laboratory of Marine Biology and Biotechnology, Qingdao National Laboratory for Marine Science and Technology, Wenhai Road 1, Qingdao 266237, China.

出版信息

Int J Mol Sci. 2022 May 16;23(10):5567. doi: 10.3390/ijms23105567.

DOI:10.3390/ijms23105567
PMID:35628376
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9144169/
Abstract

Six novel verrucosidin derivatives, namely, poloncosidins A-F (-), together with one known analogue (), were isolated and identified from the deep-sea-derived fungus CS-252, which was obtained from cold-seep sediments collected in the South China Sea at a depth of 1183 m. Their structures were mainly established on the basis of a detailed interpretation of NMR spectroscopic and mass spectrometric data. The relative and absolute configurations of compounds - were determined by ECD calculations and a DP4+ probability analysis. Compounds - represent the first examples of verrucosidins with a 2,5-dihydrofuran ring which is uncommon among the known analogues. These compounds exhibited inhibitory activities against several human and aquatic pathogens with MIC values ranging from 4 to 32 μg/mL.

摘要

从南海深海沉积物中分离到的深海真菌 CS-252 中分离得到了 6 种新型疣孢菌素衍生物,即 poloncosidins A-F(-),以及一种已知类似物()。它们的结构主要是基于对 NMR 光谱和质谱数据的详细解释来确定的。通过 ECD 计算和 DP4+概率分析确定了化合物 - 的相对和绝对构型。化合物 - 代表了具有 2,5-二氢呋喃环的疣孢菌素的第一个例子,这在已知类似物中并不常见。这些化合物对几种人类和水生病原体具有抑制活性,MIC 值范围为 4 至 32 μg/mL。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f356/9144169/384bcc7abf8a/ijms-23-05567-g010.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f356/9144169/2fa7abea5bd5/ijms-23-05567-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f356/9144169/2650efc4a89b/ijms-23-05567-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f356/9144169/384bcc7abf8a/ijms-23-05567-g010.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f356/9144169/595f7972c949/ijms-23-05567-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f356/9144169/e50c762acd79/ijms-23-05567-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f356/9144169/eae5280ac2e0/ijms-23-05567-g003.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f356/9144169/b21a29a7210c/ijms-23-05567-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f356/9144169/6262e3f4f3e0/ijms-23-05567-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f356/9144169/2fa7abea5bd5/ijms-23-05567-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f356/9144169/2650efc4a89b/ijms-23-05567-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f356/9144169/384bcc7abf8a/ijms-23-05567-g010.jpg

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Front Microbiol. 2021 May 21;12:660871. doi: 10.3389/fmicb.2021.660871. eCollection 2021.
2
Production, bioprocess optimization and γ-irradiation of , as a new Taxol producing endophyte from .作为一种从……分离出的新型紫杉醇产生内生菌的……的生产、生物工艺优化及γ射线辐照
Biotechnol Rep (Amst). 2021 Apr 24;30:e00623. doi: 10.1016/j.btre.2021.e00623. eCollection 2021 Jun.
3
Penpolonin A-E, cytotoxic α-pyrone derivatives from Penicillium polonicum.
海洋源真菌来源的新型生物活性天然产物:综述(2021-2023 年)。
Mar Drugs. 2024 Apr 23;22(5):191. doi: 10.3390/md22050191.
4
Rubensteroid A, a new steroid with antibacterial activity from Penicillium rubens AS-130.红曲霉 AS-130 中一种具有抗菌活性的新甾体 Rubensteroid A
J Antibiot (Tokyo). 2023 Sep;76(9):563-566. doi: 10.1038/s41429-023-00634-x. Epub 2023 May 31.
5
Antiglioma Natural Products from the Marine-Associated Fungus sp. ZZ1750.海洋来源真菌 sp. ZZ1750 中的抗胶质瘤天然产物
Molecules. 2022 Oct 20;27(20):7099. doi: 10.3390/molecules27207099.
Penpolonin A-E,来自波兰青霉的细胞毒性α-吡喃酮衍生物。
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