For research use only. Not for therapeutic Use.
The 85 kD cytosolic phospholipase A2α (cPLA<sub>2</sub>α) selectively hydrolyzes arachidonic acid from the <em>sn</em>-<wbr></wbr>2 position of membrane phospholipids, generating substrate for eicosanoids and platelet-<wbr></wbr>activating factor. RSC-<wbr></wbr>3388 is a pyrrolidine derivative that acts as a potent inhibitor of cPLA<sub>2</sub>α, suppressing both recombinant human cPLA<sub>2</sub> <em>in vitro</em> (IC<sub>50</sub> = 1.8 nM) and cellular PLA<sub>2</sub> activity in cells stimulated with the calcium ionophore A23187 (IC<sub>50</sub> = 22 nM). In the human acute monocytic leukemia cell line THP-<wbr></wbr>1, RSC-<wbr></wbr>3388 blocks the production of prostaglandin E<sub>2</sub> (IC<sub>50</sub> = 31 nM) and leukotriene C<sub>4</sub> (IC<sub>50</sub> = 13 nM). RSC-<wbr></wbr>3388 also reduces skin inflammation in murine models of atopic dermatitis, presumably through its inhibitory effects on cPLA<sub>2</sub>.
| Catalog Number | R064425 |
| CAS Number | 337307-06-9 |
| Synonyms | N[[2S,4R)-4-[([1,1/’-biphenyl]-2-ylmethyl)(2-methylpropyl)amino]-1-[2-(2,4-difluorobenzoyl)benzoyl]-2-pyrrolidinyl]methyl]-3-[4-[(2,4-dioxo-5-thiazolidinylidene)methyl]phenyl]-2-propenamide |
| Molecular Formula | C49H44F2N4O5S |
| Purity | ≥95% |
| Storage | -20°C |
| IUPAC Name | N-[[1-[2-(2,4-difluorobenzoyl)benzoyl]-4-[2-methylpropyl-[(2-phenylphenyl)methyl]amino]pyrrolidin-2-yl]methyl]-3-[4-[(2,4-dioxo-1,3-thiazolidin-5-ylidene)methyl]phenyl]prop-2-enamide |
| InChI | InChI=1S/C49H44F2N4O5S/c1-31(2)28-54(29-35-12-6-7-13-39(35)34-10-4-3-5-11-34)38-26-37(27-52-45(56)23-20-32-16-18-33(19-17-32)24-44-47(58)53-49(60)61-44)55(30-38)48(59)41-15-9-8-14-40(41)46(57)42-22-21-36(50)25-43(42)51/h3-25,31,37-38H,26-30H2,1-2H3,(H,52,56)(H,53,58,60) |
| InChIKey | OBIPTWMZQPZWHN-UHFFFAOYSA-N |
| SMILES | CC(C)CN(CC1=CC=CC=C1C2=CC=CC=C2)C3CC(N(C3)C(=O)C4=CC=CC=C4C(=O)C5=C(C=C(C=C5)F)F)CNC(=O)C=CC6=CC=C(C=C6)C=C7C(=O)NC(=O)S7 |
