Discovery of Cymopolyphenols A-F From a Marine Mesophotic Zone Aaptos Sponge-Associated Fungus Cymostachys sp. NBUF082.
Discovery of Cymopolyphenols A-F From a Marine Mesophotic Zone Aaptos Sponge-Associated Fungus Cymostachys sp. NBUF082.
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从海洋中光带 Aaptos 海绵相关真菌 Cymostachys sp. 中发现环多酚 A-F。
DOI：
10.3389/fmicb.2021.638610
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发表时间：
2021
影响因子：
5.2
通讯作者：
He S
中科院分区：
文献类型：
--
作者：
Wang T;Zhou J;Zou J;Shi Y;Zhou W;Shao P;Yu T;Cui W;Li X;Wu X;Ye J;Yan X;Naman CB;Lazaro JEH;He S
中光珊瑚生态系统（MCES）具有复杂但研究不足的生物多样性，特别是对于天然产物的发现。对从海洋海绵相关真菌制备的80种提取物进行的非靶向代谢组学研究，一半来自浅礁（<30米），一半来自MCE（30-150米），促进了对103米深Aaptos海绵中Cymostachys真菌的进一步研究的优先次序。LC-MS靶向分离产生了一系列新的化合物，cymopolyphenols A-F（1-6），以及两种已知的苯基螺吡喃，F1839-I（7）和stachybotrylactone（8）。这是首次报道的天然产物从最近描述的属，Cymostachys。化合物1-6和8含有二氢异苯并呋喃结构，4-6是具有新型骨架的1的低级聚合物。通过光谱和光谱数据解释确定化合物的结构，并得到3和4的X射线晶体学研究的进一步支持。化合物3在溶液中经历容易的外消旋化，并且发现作为外消旋混合物结晶。化合物5也以外消旋形式获得，并且在手性色谱法之后，两种分离的对映异构体通过假定的酮-烯醇互变异构化在溶液中外消旋。发现化合物1和3-6在体外对几种革兰氏阳性和革兰氏阴性人类或水生病原体具有弱的抗菌性（MIC 16-64 μg/ml），化合物5在体外显示出在10 μM螯合铁，并且化合物8在转基因模式生物体内激活植物抗病性。
Mesophotic coral ecosystems (MCEs) have complex but understudied biodiversity, especially for natural products discovery. Untargeted metabolomics research on 80 extracts prepared from marine sponge-associated fungi, half from shallow reefs (<30 m) and half from MCEs (30–150 m), facilitated prioritization for further study a Cymostachys fungus from a 103 m deep Aaptos sponge. LC-MS target-directed isolation yielded a series of new compounds, cymopolyphenols A−F (1–6), and two known phenylspirodrimanes, F1839-I (7) and stachybotrylactone (8). This is the first report of natural products from the recently described genus, Cymostachys. Compounds 1–6 and 8 contain a dihydroisobenzofuran moiety, and 4–6 are low-order polymers of 1 with novel scaffolds. The structures of the compounds were established by spectroscopic and spectrometric data interpretation, with further support from X-ray crystallography studies of 3 and 4. Compound 3 undergoes facile racemization in solution and was found to crystalize as a racemic mixture. Compound 5 was also obtained in racemic form, and after chiral chromatography, both separated enantiomers racemized in solution by a presumed keto-enol tautomerization. Compounds 1 and 3–6 were found to be weakly antimicrobial (MIC 16–64 μg/ml) in vitro against several Gram-positive and Gram-negative human or aquatic pathogens, compound 5 was shown to chelate iron in vitro at 10 μM, and 8 activated plant disease resistance in vivo in a transgenic model organism.
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影响因子：
5.4
作者：
Letsiou S;Bakea A;Goff GL;Lopes P;Gardikis K;Weis M;Benayahu Y;Ouazzani J
通讯作者：
Ouazzani J
影响因子：
5.4
作者：
Nikolaivits, Efstratios;Agrafiotis, Andreas;Topakas, Evangelos
通讯作者：
Topakas, Evangelos
影响因子：
6.7
作者：
Li, Quanzi;Wang, Guangyi
通讯作者：
Wang, Guangyi
影响因子：
9.1
作者：
Lombard L;Houbraken J;Decock C;Samson RA;Meijer M;Réblová M;Groenewald JZ;Crous PW
通讯作者：
Crous PW
DOI：
10.1139/v93-069
发表时间：
1993-04-01
期刊：
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE
影响因子：
--
作者：
AYER, WA;MIAO, S
通讯作者：
MIAO, S