Abstract:
: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.
journal_name
Mar Drugsjournal_title
Marine drugsauthors
Kim CK,Wang D,Wilson BAP,Saurí J,Voeller D,Lipkowitz S,O'Keefe BR,Gustafson KRdoi
10.3390/md18110536subject
Has Abstractpub_date
2020-10-28 00:00:00issue
11issn
1660-3397pii
md18110536journal_volume
18pub_type
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