Prealamethicin F50 and related peptaibols from Trichoderma arundinaceum: Validation of their authenticity via in situ chemical analysis.
Prealamethicin F50 and related peptaibols from Trichoderma arundinaceum: Validation of their authenticity via in situ chemical analysis.
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预甲甲酸F50及相关的peptaibols来自Trichoderma Arundinaceum：通过原位化学分析对其真实性的验证。
DOI：
10.1039/c7ra09602j
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发表时间：
2017
期刊：
影响因子：
3.9
通讯作者：
Oberlies NH
中科院分区：
文献类型：
--
作者：
Rivera-Chávez J;Raja HA;Graf TN;Gallagher JM;Metri P;Xue D;Pearce CJ;Oberlies NH
在天然产物化学领域，一个常见的问题涉及分离化合物的真实性，即感兴趣的侧链是天然生物合成的还是分离/纯化过程的人工产物？液滴-液体微连接表面采样探针（液滴-LMJ-SSP）耦合到一个联用系统（UPLC-UV-HRESIMS），使天然产物源原位分析，提供数据的生物合成的时间和空间分布的次生代谢产物。在该研究中，液滴-LMJ-SSP用于验证两种新的肽酶（2和3）作为生物合成的次级代谢物的真实性，即使它们都具有可被视为人工产物的结构特征。化合物2和3是从斑茅木霉（菌株MSX 70741）的放大发酵中分离的，沿着的还有一个新的毛孢霉素BIII复合物（1）和四个已知化合物（4-7）。分离物的结构，建立了一套光谱和光谱方法，并确定其绝对构型由Marveland的分析。针对一组癌细胞系评价化合物1、3、4和6的细胞毒性活性，其中观察到单位数μM范围内的细胞毒性活性。一种新的技术被用来监测化学的真菌培养物原位，从而确认的真实性次级代谢产物。
In the field of natural products chemistry, a common question pertains to the authenticity of an isolated compound, i.e. are the interesting side chains biosynthesized naturally or an artefact of the isolation/purification processes? The droplet-liquid microjunction-surface sampling probe (droplet-LMJ-SSP) coupled to a hyphenated system (UPLC-UV-HRESIMS) empowers the analysis of natural product sources in situ, providing data on the biosynthetic timing and spatial distribution of secondary metabolites. In this study the droplet-LMJ-SSP was utilized to validate the authenticity of two new peptaibols (2 and 3) as biosynthesized secondary metabolites, even though both them had structural features that could be perceived as artefacts. Compounds 2 and 3 were isolated from the scaled up fermentation of Trichoderma arundinaceum (strain MSX70741), along with a new member of the trichobrevin BIII complex (1), and four known compounds (4–7). The structures of the isolates were established using a set of spectroscopic and spectrometric methods, and their absolute configurations were determined by Marfey’s analysis. The cytotoxic activity of compounds 1, 3, 4 and 6 was evaluated against a panel of cancer cell lines, where cytotoxic activity in the single digit μM range was observed. A new technique was used to monitor the chemistry of fungal cultures in situ, thereby confirming authenticity of secondary metabolites.
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影响因子：
5.4
作者：
Panizel I;Yarden O;Ilan M;Carmeli S
通讯作者：
Carmeli S
影响因子：
2.1
作者：
Ayers, Sloan;Ehrmann, Brandie M.;Adcock, Audrey F.;Kroll, David J.;de Blanco, Esperanza J. Carcache;Shen, Qi;Swanson, Steven M.;Falkinham, Joseph O., III;Wani, Mansukh C.;Mitchell, Sheila M.;Pearce, Cedric J.;Oberlies, Nicholas H.
通讯作者：
Oberlies, Nicholas H.
影响因子：
5.1
作者：
ALMASSI, F;GHISALBERTI, EL;SIVASITHAMPARAM, K
通讯作者：
SIVASITHAMPARAM, K
影响因子：
5.1
作者：
Raja HA;Miller AN;Pearce CJ;Oberlies NH
通讯作者：
Oberlies NH
影响因子：
16.6
作者：
Barkal LJ;Theberge AB;Guo CJ;Spraker J;Rappert L;Berthier J;Brakke KA;Wang CCC;Beebe DJ;Keller NP;Berthier E
通讯作者：
Berthier E