Division of Chemistry and Structural Biology, Institute for Molecular Bioscience, The University of Queensland, St Lucia, QLD 4072, Australia.
School of Chemistry and Molecular Bioscience, The University of Queensland, St Lucia, QLD 4072, Australia.
J Nat Prod. 2020 May 22;83(5):1577-1584. doi: 10.1021/acs.jnatprod.0c00041. Epub 2020 Apr 3.
A GNPS molecular networking approach mapped a library of 960 southern Australian marine sponges and prioritized sp. (CMB-01171) for chemical investigation. Although the published natural products literature on Australian sponges extends back over half a century and suffers from the perception of being near exhausted, fractionation of sp. (CMB-01171) led to the discovery of a family of 10 new biosynthetically and chemically related sesquiterpenes. Detailed spectroscopic analysis guided structure elucidation identified dysidealactams A-F (-), dysidealactones A and B ( and ), and two solvolysis artifacts, and . The dysidealactams A-D (-) incorporate a rare glycinyl-lactam functionality, while dysidealactam E () is particularly noteworthy in incorporating an unprecedented glycinyl-imide moiety. In addition to expanding knowledge of natural products, this study demonstrates the value of applying GNPS molecular networking to map chemical diversity and prioritize the selection of marine sponge extracts for more detailed chemical analysis.
GNPS 分子网络方法对 960 种澳大利亚南部海洋海绵的文库进行了映射，并优先选择 sp. (CMB-01171) 进行化学研究。尽管关于澳大利亚海绵的已发表天然产物文献可以追溯到半个多世纪前，但由于人们认为这些天然产物已经接近枯竭，因此对 sp. (CMB-01171) 的分离导致发现了一系列 10 种新的生物合成和化学相关的倍半萜。详细的光谱分析指导了结构阐明，确定了 dysidealactams A-F (-)、dysidealactones A 和 B ( 和 )，以及两种溶剂分解产物 和 。dysidealactams A-D (-) 包含罕见的甘氨酰-内酰胺官能团，而 dysidealactam E () 特别值得注意的是它包含了一个前所未有的甘氨酰-酰亚胺部分。除了扩展对天然产物的认识外，本研究还证明了应用 GNPS 分子网络来映射化学多样性并优先选择海洋海绵提取物进行更详细的化学分析的价值。
