Micheliolide - CAS 68370-47-8
Catalog number: 68370-47-8
Category: Inhibitor
Not Intended for Therapeutic Use. For research use only.
Molecular Formula:
C15H20O3
Molecular Weight:
248.32
COA:
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Targets:
Others
Description:
Micheliolide could effectively attenuate the high glucose-stimulated activation of NF-κB, the degradation of IκBα, and the expression of MCP-1, TGF-β1 and FN in rat mesangial cells (MCs).
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Purity:
>98%
MSDS:
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1.Therapeutic effects of micheliolide on a murine model of rheumatoid arthritis.
Xu H1, Wang J1, Wang C1, Chang G1, Lin Y1, Zhang H1, Zhang H1, Li Q1, Pang T1. Mol Med Rep. 2015 Jan;11(1):489-93. doi: 10.3892/mmr.2014.2767. Epub 2014 Oct 24.
Rheumatoid arthritis (RA) is a systemic autoimmune disease and collagen-induced arthritis (CIA) is an animal model for RA. Micheliolide (MCL) is a novel compound with strong anti-inflammatory effects. The present study was conducted to evaluate the therapeutic effects of MCL on RA. Mice were randomly divided into four groups and the CIA model mice were treated with methotrexate (MTX), MCL and dimethyl sulfoxide. A score associated with the severity of arthritis was assigned on alternate days from the 22nd day for 60 days. Histopathological changes and the serum levels of cytokines were measured on day 85. The results demonstrated that the MCL treatment group had arthritis scores lower than the CIA group and higher than the MTX group; compared with the CIA group, MCL and MTX significantly reduced the swelling of the paws and suppressed the degeneration of articular cartilage. Expression levels of macrophage colony-stimulating factor (M-CSF), tissue inhibitors of metalloproteinases-1 (TIMP-1) and complement component 5a (C5/C5a) were lower in the mice with arthritis compared with normal mice, however, following treatment with MCL and MTX, all the mice exhibited significant recovery to differing degrees.
2.Micheliolide overcomes KLF4-mediated cisplatin resistance in breast cancer cells by downregulating glutathione.
Jia Y1, Zhang C2, Zhou L1, Xu H3, Shi Y1, Tong Z1. Onco Targets Ther. 2015 Aug 28;8:2319-27. doi: 10.2147/OTT.S88661. eCollection 2015.
Micheliolide (MCL) is a promising novel compound with broad-spectrum anticancer activity. However, little is known regarding its action and mechanism in breast cancer. To explore the potential therapeutic application of MCL as a chemosensitivity modulator, this study investigated the effects of MCL on cisplatin sensitivity in breast cancer and the underlying mechanisms. In the 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide cytotoxicity assay and a xenograft tumor model, MCL enhanced the cisplatin sensitivity of the breast cancer cell line MCF-7 both in vitro and in vivo. Treatment of MCF-7 cells with low-dose cisplatin (10 µM) was sufficient to enrich the proportion of ALDH(+) cells and upregulate Krüppel-like factor 4 (KLF4) expression. The results obtained from knockdown and overexpression experiments demonstrate that KLF4 is both necessary and sufficient to induce a cisplatin resistance phenotype in breast cancer cells. Furthermore, the glutathione (GSH) content was elevated in MCF-7 cells after overexpression of KLF4.
3.(E)-13-(2-Bromo-phen-yl)micheliolide.
Penthala NR1, Bommagani S1, Janganati V1, Parkin S2, Crooks PA1. Acta Crystallogr Sect E Struct Rep Online. 2014 Feb 5;70(Pt 3):o251-2. doi: 10.1107/S1600536814002177. eCollection 2014.
The title compound, C21H23BrO3 [systematic name: (3E,3aS,6Z,9R,9aS,9bS)-3-(2-bromo-benzyl-idene)-9-hy-droxy-6,9-dimethyl-3,3a,4,5,7,8,9,9a-octa-hydro-azuleno[4,5-b]furan-2(9bH)-one] was prepared by the reaction of 1-bromo-2-iodo-benzene with micheliolide [systematic name: (3aS,R,9aS,9bS,Z)-9-hy-droxy-6,9-dimethyl-3-methyl-ene-3,3a,4,5,7,8,9,9a-octa-hydro-azuleno[4,5-b]furan-2(9bH)-one] under Heck reaction conditions. The title compound exhibits intra-molecular O-H⋯O hydrogen bonding between the hy-droxy group and the lactone ring O atom, forming a ring of graph-set motif S(6). The 2-bromo-phenyl group is trans to the lactone ring, indicating that this is the E isomer (geometry of the exocyclic C=C bond). The dihedral angle between the benzene ring of the 2-bromo-phenyl moiety and the mean plane of the lactone ring is 51.68 (7)°.
4.Micheliolide derivative DMAMCL inhibits glioma cell growth in vitro and in vivo.
An Y1, Guo W2, Li L2, Xu C2, Yang D2, Wang S2, Lu Y3, Zhang Q3, Zhai J3, Fan H3, Qiu C4, Qi J4, Chen Y4, Yuan S2. PLoS One. 2015 Feb 6;10(2):e0116202. doi: 10.1371/journal.pone.0116202. eCollection 2015.
BACKGROUND: There is no highly effective chemotherapy for malignant gliomas to date. We found that dimethylaminomicheliolide (DMAMCL), a selective inhibitor of acute myeloid leukemia (AML) stem/progenitor cells, inhibited the growth of glioma cells.
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CAS 68370-47-8 Micheliolide

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