Biological evaluation of isoegomaketone isolated from Perilla frutescens and its synthetic derivatives as anti-inflammatory agents

Abstract

The anti-inflammatory activities of a prepared isoegomaketone 3a and its derivatives 3b-3f were evaluated in RAW 264.7 cells. Among these, the compound 3d was displayed the most potent inhibitory activities against production of nitric oxide, monocyte chemoattractant protein-1 and interleukin-6. Based on these results, the abilities of compounds 3a-3f to modulate NF-κB and AP-1-mediated gene transcription using a luciferase reporter assay were investigated. The transcriptional activities of NF-κB and AP-1 decreased when pretreated with 3a-3f. Interestingly, at 10 μM, compound 3d markedly suppressed the lipopolysaccharide-induced NF-κB and activator protein-1 DNA binding activities. Some preliminary structure-activity relationships were proposed that may provide a direction for further study.

Alpha-Pinene Exhibits Anti-Inflammatory Activity Through the Suppression of MAPKs and the NF-κB Pathway in Mouse Peritoneal Macrophages

“…Pro-inflammatory cytokines such as IL-6 and TNF-are important in inflammatory diseases. TNF-and IL-6 are critically involved in the inflammatory responses, which are associated with autoimmune diseases such as rheumatoid arthritis, inflammatory bowel disease, asthma, and psoriasis (Takematsu et al, 1991;Stokkers et al, 1995;Mudter and Neurath, 2007;Park and Pillinger, 2007;Simsek, 2010;Rincon and Irvin, 2012). In the present study, we demonstrated that -pinene treatment reduces the production of IL-6 and TNF-in LPS-stimulated peritoneal macrophages (Fig.…”

“…A number of anti-inflammatory molecules against nitric oxide (NO) and pro-inflammatory cytokines such as interleukin-6 (IL-6), tumor necrosis factor-(TNF-), and prostaglandin E 2 (PGE 2 ) have already entered clinical trials as potential treatment for inflammatory disorders (Reinhart and Karzai, 2001). Therefore, drugs that suppress the expression of these inflammatory mediators have attracted interest as potential therapeutics for the treatment of inflammatory diseases (Park et al, 2011).…”

Structure–Activity Relationship of Terpenes with Anti‐Inflammatory Profile – A Systematic Review

“…Among the synthesized derivatives, we could check that the introduction of a methyl group at the 5‐position furan ring in the IK improved threefold the inhibitory activities towards NO and MCP‐1 production. Furthermore, a significant suppression of NF‐κB and AP‐1 DNA binding activities was shown for this derivative .…”

Glycyrrhizic acid nanoparticles inhibit LPS-induced inflammatory mediators in 264.7 mouse macrophages compared with unprocessed glycyrrhizic acid

“…14 In the presence of stimuli such as LPS, macrophages are activated and produce various cytokines such as TNF-α, IL-1β, IL-6, and IL-10, as well as inflammatory mediators such as NO and PGE 2 . 3,15,16 Therefore, LPS-activated macrophages have typically been used to evaluate the anti-inflammatory effects of various materials. The production of these cytokines and mediators may result in the systemic inflammatory response syndrome, severe tissue damage, and septic shock.…”

“…1 Prolonged inflammation can be harmful, contributing to the pathogenesis of many diseases, including rheumatoid arthritis, obesity, cardiovascular diseases, neurodegenerative diseases, diabetes, and cancer. 2,3 Macrophages are considered to play essential roles in inflammation. If activated by endotoxins, macrophages produce inflammatory cytokines, which in turn activate other macrophages and other nearby cells to promote, for example, inducible nitric oxide (NO) synthase gene expression.…”