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从海洋海绵来源的链霉菌属 SBT348 中分离得到新的细胞毒性环二肽 Petrocidin A。

Isolation of Petrocidin A, a New Cytotoxic Cyclic Dipeptide from the Marine Sponge-Derived Bacterium Streptomyces sp. SBT348.

机构信息

Department of Botany II, Julius-von-Sachs Institute for Biological Sciences, University of Würzburg, Julius-von-Sachs-Platz 3, D-97082 Würzburg, Germany.

Department of Toxicology, University of Würzburg, Versbacher Str. 9, D-97078 Würzburg, Germany.

出版信息

Mar Drugs. 2017 Dec 6;15(12):383. doi: 10.3390/md15120383.

Abstract

A new cyclic dipeptide, petrocidin A (), along with three known compounds-2,3-dihydroxybenzoic acid (), 2,3-dihydroxybenzamide (), and maltol ()-were isolated from the solid culture of sp. SBT348. The strain sp. SBT348 had been prioritized in a strain collection of 64 sponge-associated actinomycetes based on its distinct metabolomic profile using liquid chromatography/high-resolution mass spectrometry (LC-HRMS) and nuclear magnetic resonance (NMR). The absolute configuration of all α-amino acids was determined by HPLC analysis after derivatization with Marfey's reagent and comparison with commercially available reference amino acids. Structure elucidation was pursued in the presented study by mass spectrometry and NMR spectral data. Petrocidin A () and 2,3-dihydroxybenzamide () exhibited significant cytotoxicity towards the human promyelocytic HL-60 and the human colon adenocarcinoma HT-29 cell lines. These results demonstrated the potential of sponge-associated actinomycetes for the discovery of novel and pharmacologically active natural products.

摘要

从 sp. SBT348 的固体培养物中分离得到一种新的环二肽 petrocidin A (),以及三种已知化合物-2,3-二羟基苯甲酸 ()、2,3-二羟基苯甲酰胺 ()和麦芽酚 ()。基于使用液相色谱/高分辨率质谱 (LC-HRMS) 和核磁共振 (NMR) 的独特代谢组学图谱, sp. SBT348 在 64 种海绵相关放线菌的菌株收集物中被优先考虑。所有α-氨基酸的绝对构型均通过衍生化后用 Marfey 试剂进行 HPLC 分析,并与市售参考氨基酸进行比较来确定。在本研究中,通过质谱和 NMR 谱数据进行了结构阐明。Petrocidin A ()和 2,3-二羟基苯甲酰胺 ()对人早幼粒细胞 HL-60 和人结肠腺癌细胞 HT-29 表现出显著的细胞毒性。这些结果表明,海绵相关放线菌具有发现新型和具有药理活性天然产物的潜力。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a94e/5742843/cec4ef875e18/marinedrugs-15-00383-g001.jpg

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