Melonoside B and Melonosins A and B, Lipids Containing Multifunctionalized ω-Hydroxy Fatty Acid Amides from the Far Eastern Marine Sponge Melonanchora kobjakovae.
Alla G GuziiTatyana N MakarievaVladimir A DenisenkoPavel S DmitrenokRoman S PopovAlexandra S KuzmichSergey N FedorovVladimir B KrasokhinNatalya Yu KimValentin A StonikPublished in: Journal of natural products (2018)
Melonoside B (1) and melonosins B (2) and A (3), new lipids based on polyoxygenated fatty acid amides, and known melonoside A (4) were isolated from two different collections of the marine sponge Melonanchora kobjakovae. The structures of these compounds, including their absolute configurations, were established using detailed analysis of 1D and 2D NMR, ECD, and mass spectra as well as chemical transformations. Melonosins 2 and 3 inhibit AP-1- and NF-kB-dependent transcriptional activities in JB6 Cl41 cells at noncytotoxic concentrations, demonstrating potential cancer preventive activity.
Keyphrases
- fatty acid
- induced apoptosis
- high resolution
- transcription factor
- papillary thyroid
- signaling pathway
- cell cycle arrest
- magnetic resonance
- oxidative stress
- pi k akt
- gene expression
- south africa
- squamous cell
- lps induced
- density functional theory
- squamous cell carcinoma
- cell death
- inflammatory response
- solid state
- childhood cancer
- immune response
- molecular dynamics
- toll like receptor