21905-56-6Relevant articles and documents
One-pot synthesis of xanthones and thioxanthones by the tandem coupling-cyclization of arynes and salicylates
Zhao, Jian,Larock, Richard C.
, p. 4273 - 4275 (2005)
(Chemical Equation Presented) The reaction of silylaryl triflates, CsF, and salicylates affords a general and efficient way to prepare biologically interesting xanthones and thioxanthones. This chemistry presumably proceeds by a tandem intermolecular nucleophilic coupling and subsequent intramolecular electrophilic cyclization.
Concise synthesis of xanthones by the tandem etherification—Acylation of diaryliodonium salts with salicylates
Liu, Gaoxiaozheng,Wu, Chao,Chen, Bifeng,He, Ru,Chen, Chao
, p. 985 - 988 (2018/04/05)
An efficient synthetic method for multi-substituted xanthones was developed. The reaction of diaryliodonium salts and salicylates was employed for the preparation of the xanthones. This method proceeded through an intermolecular etherification-acylation t
Structural design, synthesis and substituent effect of hydrazone-N-acylhydrazones reveal potent immunomodulatory agents
Meira, Cássio S.,dos Santos Filho, José Maurício,Sousa, Caroline C.,Anjos, Pamela S.,Cerqueira, Jéssica V.,Dias Neto, Humberto A.,da Silveira, Rafael G.,Russo, Helena M.,Wolfender, Jean-Luc,Queiroz, Emerson F.,Moreira, Diogo R.M.,Soares, Milena B.P.
, p. 1971 - 1985 (2018/03/12)
4-(Nitrophenyl)hydrazone derivatives of N-acylhydrazone were synthesized and screened for suppress lymphocyte proliferation and nitrite inhibition in macrophages. Compared to an unsubstituted N-acylhydrazone, active compounds were identified within initial series when hydroxyl, chloride and nitro substituents were employed. Structure-activity relationship was further developed by varying the position of these substituents as well as attaching structurally-related substituents. Changing substituent position revealed a more promising compound series of anti-inflammatory agents. In contrast, an N-methyl group appended to the 4-(nitrophenyl)hydrazone moiety reduced activity. Anti-inflammatory activity of compounds is achieved by modulating IL-1β secretion and prostaglandin E2 synthesis in macrophages and by inhibiting calcineurin phosphatase activity in lymphocytes. Compound SintMed65 was advanced into an acute model of peritonitis in mice, where it inhibited the neutrophil infiltration after being orally administered. In summary, we demonstrated in great details the structural requirements and the underlying mechanism for anti-inflammatory activity of a new family of hydrazone-N-acylhydrazone, which may represent a valuable medicinal chemistry direction for the anti-inflammatory drug development in general.
