Suberitamides A-C, Aryl Alkaloids from a Pseudosuberites sp. Marine Sponge that Inhibit Cbl-b Ubiquitin Ligase Activity.
Suberitamides A-C, Aryl Alkaloids from a Pseudosuberites sp. Marine Sponge that Inhibit Cbl-b Ubiquitin Ligase Activity.
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DOI：
10.3390/md18110536
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发表时间：
2020-10-28
期刊：
影响因子：
5.4
通讯作者：
Gustafson KR
中科院分区：
文献类型：
--
作者：
Kim CK;Wang D;Wilson BAP;Saurí J;Voeller D;Lipkowitz S;O'Keefe BR;Gustafson KR
从北卡罗莱纳海岸采集的海绵Pseudosuberites sp.的提取物中分离得到3个新的芳基生物碱，命名为亚亚酰胺A-C（1-3）。通过广泛的核磁共振（NMR）和质谱（MS）分析确定了它们的平面结构。为了确定亚酰胺A(1)中饱和五元环具有挑战的相对构型，采用了一种简单有效的核磁共振协议，该协议基于对2键和3键1H-13C自旋-自旋耦合常数的分析，使用PIP（纯同相）HSQMBC（异核单量子多键相关）IPAP（同相和反相）实验。亚亚酰胺A(1)和B(2)抑制E3泛素连接酶cl - B（免疫细胞功能的重要调节剂），IC50值约为11 μM。
Three new aryl alkaloids named suberitamides A–C (1–3), were isolated from an extract of the marine sponge Pseudosuberites sp. collected along the coast of North Carolina. Their planar structures were established by extensive nuclear magnetic resonance (NMR) and mass spectrometry (MS) analysis. To assign the challenging relative configuration of the saturated five-membered ring in suberitamide A (1), a simple and efficient NMR protocol was applied that is based on the analysis of 2- and 3-bond 1H-13C spin-spin coupling constants using a PIP (pure in-phase) HSQMBC (heteronuclear single quantum multiple bond correlation) IPAP (in-phase and anti-phase) experiment. Suberitamides A (1) and B (2) inhibited Cbl-b, an E3 ubiquitin ligase that is an important modulator of immune cell function, with IC50 values of approximately 11 μM.
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影响因子：
11.2
作者：
Kales SC;Ryan PE;Nau MM;Lipkowitz S
通讯作者：
Lipkowitz S
影响因子：
4.8
作者：
Ettenberg, SA;Magnifico, A;Lipkowitz, S
通讯作者：
Lipkowitz, S
影响因子：
3.6
作者：
Williamson, R. Thomas;Buevich, Alexei V.;Parella, Teodor
通讯作者：
Parella, Teodor
通过E3连接酶CBL-B调节免疫细胞功能。
影响因子：
4.7
作者：
Lutz-Nicoladoni C;Wolf D;Sopper S
通讯作者：
Sopper S
影响因子：
5.4
作者：
Gutierrez-Cepeda, Adrian;Hernandez Daranas, Antonio;Souto, Maria L.
通讯作者：
Souto, Maria L.