1.
J Nat Prod
; 80(7): 2118-2123, 2017 07 28.
Article
in English
| MEDLINE
| ID: mdl-28699746
ABSTRACT
The full absolute configuration assignment of phosphoeleganin (1), a recently discovered marine-derived phosphorylated polyketide with protein tyrosine phosphatase 1B inhibitory activity, was achieved. It was based on the synthesis of model diasteroisomeric compounds of the C-8-C-12 segment portion of phosphoeleganin, chiral derivatization methods, and application of the universal NMR database concept.
Subject(s)
Polyketides/chemistry , Protein Tyrosine Phosphatase, Non-Receptor Type 1/antagonists & inhibitors , Databases, Factual , Marine Biology , Models, Chemical , Molecular Structure , Nuclear Magnetic Resonance, Biomolecular , Polyketides/chemical synthesis , Polyketides/pharmacology , Stereoisomerism
2.
J Nat Prod
; 79(4): 1144-8, 2016 Apr 22.
Article
in English
| MEDLINE
| ID: mdl-27064611
ABSTRACT
A new phosphorylated polyketide, phosphoeleganin (1), has been isolated from the Mediterranean ascidian Sidnyum elegans. Its structure and configuration have been determined by extensive use of 2D NMR and microscale chemical degradation and/or derivatization. Phosphoeleganin (1) inhibited the protein tyrosine phosphatase 1B (PTP1B) activity.