111149-87-2 Usage
Uses
Used in Anti-inflammatory Applications:
Luffariellolide is used as an anti-inflammatory PLA2 inhibitor for reducing inflammation. It achieves this by reversibly inhibiting secretory phospholipase A2 isoforms from bee venom (IC50 = 230 nM) and snake venom, as well as blocking the production of platelet-activating factor in stimulated neutrophils (IC50 = 5 μM).
Used in Anticancer Applications:
In the field of oncology, Luffariellolide is used as an agonist for the RA receptors RAR α, β, and γ, but not for other nuclear receptors. At a concentration of 1 μM, it induces the expression of RAR target genes and inhibits cell growth in RA-sensitive cancer cell lines. Furthermore, Luffariellolide inhibits the activation of hypoxia-inducible factor by hypoxia (IC50 = 3.6 μM), which can be beneficial in cancer treatment by targeting hypoxia-driven pathways.
Check Digit Verification of cas no
The CAS Registry Mumber 111149-87-2 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,1,1,1,4 and 9 respectively; the second part has 2 digits, 8 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 111149-87:
(8*1)+(7*1)+(6*1)+(5*1)+(4*4)+(3*9)+(2*8)+(1*7)=92
92 % 10 = 2
So 111149-87-2 is a valid CAS Registry Number.
InChI:InChI=1/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+
111149-87-2Relevant academic research and scientific papers
A unified strategy for the regiospecific assembly of homoallyl-substituted butenolides and γ-hydroxybutenolides: First synthesis of luffariellolide
Boukouvalas, John,Robichaud, Jo?l,Maltais, Fran?ois
, p. 2480 - 2482 (2008/02/11)
The first synthesis of the antiinflammatory marine natural product luffariellolide has been achieved by a convergent pathway involving sp 3-sp3 cross-coupling and silyloxyfuran oxyfunctionalisation as key steps. An illustration of the inherent flexibility of this strategy is provided by a simple synthesis of α,β-acariolide and its γ-hydroxylated derivative from a common silyloxyfuran precursor. Georg Thieme Verlag Stuttgart.
