methyl-4-5-didehydrojasmonate and methyl-jasmonate

methyl-4-5-didehydrojasmonate has been researched along with methyl-jasmonate* in 2 studies

Other Studies

2 other study(ies) available for methyl-4-5-didehydrojasmonate and methyl-jasmonate

ArticleYear
Gene expression profiles in differentiating leukemia cells induced by methyl jasmonate are similar to those of cytokinins and methyl jasmonate analogs induce the differentiation of human leukemia cells in primary culture.
    Leukemia, 2009, Volume: 23, Issue:4

    Jasmonates are potent lipid regulators in plants that play pivotal roles in their biological activities. Methyl jasmonate (MJ) is very effective at inducing the myelomonocytic differentiation of human myeloid leukemia HL-60 cells. We examined the gene expression profiles associated with exposure to MJ using cDNA microarrays, and compared the results with those obtained with other inducers of differentiation, such as all-trans retinoic acid (ATRA), 1alpha,25-dihydroxyvitamin D(3) (VD(3)), isopentenyladenine (IPA) and cotylenin A (CN-A). Many genes were upregulated, and only a small fraction was downregulated, upon exposure to the inducers. MJ, IPA and CN-A, but not ATRA or VD(3), immediately induced the expression of mRNA for the calcium-binding protein S100P. The gene expression profile induced by MJ resembled that induced by IPA, suggesting that these inducers share many common signal transduction systems for inducing the differentiation of leukemia cells. Methyl 4,5-didehydrojasmonate was about 30 times more potent than MJ and the natural form of the stereoisomer was more effective than the unnatural isomer. It significantly stimulated both the functional and morphological differentiation of leukemia cells that had been freshly isolated from patients with hematological malignancies. Jasmonate derivatives may be promising therapeutic agents for differentiation therapy of leukemia.

    Topics: Acetates; Cell Differentiation; Cyclopentanes; Cytokinins; Esters; Gene Expression Profiling; Gene Expression Regulation, Neoplastic; Hematologic Neoplasms; HL-60 Cells; Humans; Isopentenyladenosine; Leukemia; Oxylipins; Tumor Cells, Cultured

2009
New jasmonate analogues as potential anti-inflammatory agents.
    Bioorganic & medicinal chemistry, 2008, Dec-15, Volume: 16, Issue:24

    In an effort to develop new anti-inflammatory agents, methyl jasmonate analogues (2-20) were synthesized and evaluated for their inhibitory effects on the production of pro-inflammatory mediators (NO, IL-6, and TNF-alpha) in lipopolysaccharide (LPS)-activated RAW264.7 murine macrophage cells. The introduction of an enone functionality to the structure of a plant hormone (1) rendered the product (2) a significant anti-inflammatory activity. Analogues further derived from 2 (7, 9, 13, and 15) exhibited even more enhanced activity, and these compounds were much more potent than natural anti-inflammatory prostaglandins (PGA(1), PGA(2), and 15-deoxy-Delta(12,14)-PGJ(2)). Among them, compounds 9 and 15 showed the highest potency, while compounds 7 and 13 would be more desirable with respect to safety. This is the first study demonstrating the anti-inflammatory potential of jasmonate derivatives, and the present results suggest that alpha-haloenone jasmonates (7, 9, 13, and 15) may serve as potential anti-inflammatory leads.

    Topics: Acetates; Animals; Anti-Inflammatory Agents; Cells, Cultured; Cyclopentanes; Interleukin-6; Lipopolysaccharides; Mice; Nitric Oxide; Oxylipins; Prostaglandin D2; Structure-Activity Relationship; Tumor Necrosis Factor-alpha

2008