LUFFARIELLOLIDE

• CAT Number: M028792
• CAS Number: 111149-87-2
• Molecular Formula: C25H38O3
• Molecular Weight: 386.576
• Purity: ≥95%
• Synonyms: 4-[(3E,7E)-4,8-dimethyl-10-(2,6,6-trimethyl-1-cyclohexen-1-yl)-3,7-decadien-1-yl]-5-hydroxy-2(5H)-furanone
• Target: Phospholipase
• Solubility: Soluble in DMSO
• Storage: Store at -20°C
• IUPAC Name: 3-[(3E,7E)-4,8-dimethyl-10-(2,6,6-trimethylcyclohexen-1-yl)deca-3,7-dienyl]-2-hydroxy-2H-furan-5-one
• InChI: InChI=1S/C25H38O3/c1-18(11-7-13-21-17-23(26)28-24(21)27)9-6-10-19(2)14-15-22-20(3)12-8-16-25(22,4)5/h10-11,17,24,27H,6-9,12-16H2,1-5H3/b18-11+,19-10+
• InChIKey: JPWPYTMXSXYUPG-QZPYEDBESA-N
• SMILES: CC1=C(C(CCC1)(C)C)CCC(=CCCC(=CCCC2=CC(=O)OC2O)C)C

LUFFARIELLOLIDE (CAS 111149-87-2) is structurally related to manoalide. Luffariellolide is an anti-inflammatory PLA2 (phospholipase A2) inhibitor (IC50= 0.23 μM). This compound is less potent than manoalide, but partially reversible. Luffariellolide inhibits human recombinant sPLA2 selectively over cPLA2.

 

Reference

1.Albizati, K. F., et al. "Luffariellolide, an anti-inflammatory sesterterpene from the marine spongeLuffariella sp." Experientia 43.8 (1987): 949-950.
2.Lee, Jihoon, A‐Young Shin, and Hyi‐Seung Lee. "Isolation and synthesis of luffariellolide derivatives and evaluation of antibacterial activities against gram‐negative bacteria." Bulletin of the Korean Chemical Society 38.7 (2017): 804-807.
3.Glaser, K. B., Y. W. Lock, and J. Y. Chang. "PAF and LTB 4 biosynthesis in the human neutrophil: Effects of putative inhibitors of phospholipase A 2 and specific inhibitors of 5-lipoxygenase." Agents and actions 34.1-2 (1991): 89-92.