PMID- 30744121 OWN - NLM STAT- MEDLINE DCOM- 20190529 LR - 20200225 IS - 1660-3397 (Electronic) IS - 1660-3397 (Linking) VI - 17 IP - 2 DP - 2019 Feb 9 TI - Immunostimulatory Phosphatidylmonogalactosyldiacylglycerols (PGDG) from the Marine Diatom Thalassiosira weissflogii: Inspiration for a Novel Synthetic Toll-Like Receptor 4 Agonist. LID - 10.3390/md17020103 [doi] LID - 103 AB - An unprecedented phosphatidylmonogalactosyldiacylglycerol pool (PGDG, 1) rich in polyunsaturated fatty acids was isolated from the marine diatoms Thalassiosira weissflogii. Here we report for the first time the NMR characterization of this rare lipid from marine organisms along with a synthetic strategy for the preparation of a PGDG analog (2). PGDG 1 exhibited immunostimulatory activity in human dendritic cells (DCs) and the synthetic PGDG 2 was prepared to explore its mechanism of action. A Toll-like receptor-4 (TLR-4) agonistic activity was evidenced in human and murine DCs underlying the antigen-specific T-cell activation of this class of molecules. FAU - Manzo, Emiliano AU - Manzo E AD - CNR-Institute of Biomolecular Chemistry, via Campi Flegrei, 34 - 80078 Pozzuoli (Napoli), Italy. emanzo@icb.cnr.it. FAU - Gallo, Carmela AU - Gallo C AD - CNR-Institute of Biomolecular Chemistry, via Campi Flegrei, 34 - 80078 Pozzuoli (Napoli), Italy. carmen.gallo@icb.cnr.it. FAU - Sartorius, Rossella AU - Sartorius R AD - CNR-Institute of Protein Biochemistry, via Pietro Castellino, 111 - 80131 Napoli, Italy. r.sartorius@ibp.cnr.it. FAU - Nuzzo, Genoveffa AU - Nuzzo G AD - CNR-Institute of Biomolecular Chemistry, via Campi Flegrei, 34 - 80078 Pozzuoli (Napoli), Italy. nuzzo.genoveffa@icb.cnr.it. FAU - Sardo, Angela AU - Sardo A AD - CNR-Institute of Biomolecular Chemistry, via Campi Flegrei, 34 - 80078 Pozzuoli (Napoli), Italy. angela.sardo@icb.cnr.it. FAU - De Berardinis, Piergiuseppe AU - De Berardinis P AD - CNR-Institute of Protein Biochemistry, via Pietro Castellino, 111 - 80131 Napoli, Italy. p.deberardinis@ibp.cnr.it. FAU - Fontana, Angelo AU - Fontana A AD - CNR-Institute of Biomolecular Chemistry, via Campi Flegrei, 34 - 80078 Pozzuoli (Napoli), Italy. afontana@icb.cnr.it. FAU - Cutignano, Adele AU - Cutignano A AD - CNR-Institute of Biomolecular Chemistry, via Campi Flegrei, 34 - 80078 Pozzuoli (Napoli), Italy. acutignano@icb.cnr.it. LA - eng GR - PON01_00117/Italian MIUR/International PT - Journal Article DEP - 20190209 PL - Switzerland TA - Mar Drugs JT - Marine drugs JID - 101213729 RN - 0 (Adjuvants, Immunologic) RN - 0 (Glycolipids) RN - 0 (Phosphatidylglycerols) RN - 0 (TLR4 protein, human) RN - 0 (Toll-Like Receptor 4) RN - 0 (phosphatidylmonoglycosyl diacylglycerol) SB - IM MH - Adjuvants, Immunologic/chemical synthesis/*chemistry/isolation & purification/*pharmacology MH - Animals MH - Carbon-13 Magnetic Resonance Spectroscopy MH - Cells, Cultured MH - Dendritic Cells/drug effects/immunology MH - Diatoms/*chemistry MH - Female MH - Glycolipids/chemical synthesis/*chemistry/isolation & purification/*pharmacology MH - Humans MH - Mice MH - Mice, Inbred C57BL MH - Molecular Structure MH - Nuclear Magnetic Resonance, Biomolecular MH - Phosphatidylglycerols/chemical synthesis/*chemistry/isolation & purification/*pharmacology MH - Toll-Like Receptor 4/*agonists/immunology PMC - PMC6409857 OTO - NOTNLM OT - Thalassiosira weissflogii OT - Toll-like receptor 4 OT - dendritic cells OT - immunostimulatory lipid OT - marine diatom OT - phosphogalactolipids OT - phosphoglycolipid synthesis COIS- The authors declare no conflict of interest. EDAT- 2019/02/13 06:00 MHDA- 2019/05/30 06:00 PMCR- 2019/02/01 CRDT- 2019/02/13 06:00 PHST- 2019/01/16 00:00 [received] PHST- 2019/02/04 00:00 [revised] PHST- 2019/02/05 00:00 [accepted] PHST- 2019/02/13 06:00 [entrez] PHST- 2019/02/13 06:00 [pubmed] PHST- 2019/05/30 06:00 [medline] PHST- 2019/02/01 00:00 [pmc-release] AID - md17020103 [pii] AID - marinedrugs-17-00103 [pii] AID - 10.3390/md17020103 [doi] PST - epublish SO - Mar Drugs. 2019 Feb 9;17(2):103. doi: 10.3390/md17020103.