Simple marine 1-deoxysphingoid bases: biological activity and syntheses

Enantioselective Synthesis of Clavaminol A, Xestoaminol C and their Stereoisomers Exhibiting Cytotoxic Activity

“…The individual cis and trans isomers of oxazolines 12–13 were recognized from the ratio of cis/trans forms found in the samples of 12–13 , which were prepared from such nitroaldols 10–11 having known ratio anti/syn (1.0/4.0). The accuracy of this determination was backwardly verified after hydrolysis of the individual stereoisomers of 12–13 , by comparison of characterization data of obtained products 1–2 with those found in the literature , , . After separation of the individual diastereomers of 12 and/or 13 , the level of their enantiomeric purity was confirmed by chiral HPLC.…”

“…In addition to their fundamental structural function in the composition of membranes, they also take part in other biological activities, e.g., functioning as signaling molecules, regulation of cell proliferation, or promotion of cell cycle arrest and apoptosis via protein kinase C activation , , . Therefore, the research in the area of isolation, development of synthetic methods for preparation, and study of biological activity of these compounds become to be a very attractive topic for chemists and biologists …”

“…Several procedures leading to the synthesis of above‐described 2‐aminoalkan‐3‐ols have been developed according to a review from 2016 . Generally, the synthetic methods for the preparation of Clavaminol A and Xestoaminol C have been based on both chiral pool and asymmetric synthesis.…”

In Silico Studies, Synthesis and Biological Evaluation of 4,5-Dehydrospisulosine Butyrate Ceramides as Potential Sphingosine Kinase I Inhibitors

“…The information of respective amino acid residues were obtained from the literature associated with the respective PDB structure [PMID: 23602659]. 14 Molecular docking studies were carried out with all the proposed molecules (1)(2)(3)(4)(5)(6) in order to nd their optimal conformations into the ligand binding pocket of SPHK1. Before commencing prospective molecular screening, the docking protocol was benchmarked by comparing the experimental and computationally predicted conformations of inhibitor SKI-II from the crystal complex (PDB ID: 3VZB), which is measured by computing the root mean square deviation (RMSD) between experimentally observed ligand conformation and the one predicted by algorithm.…”

“…that acts as inhibitors of ceramide synthase, a key enzyme in the sphingolipid biosynthetic pathway. 4,5 Delgado et al 6 reported a sterioselective synthesis of Spisula polynyma Spisulosine(Fig. 1.)…”