Total synthesis and anti-inflammatory evaluation of violacin A and its analogues was written by Liu, Qingyin;Mu, Yu;An, Qi;Xun, Jiali;Ma, Jian;Wu, Wenxi;Xu, Minjuan;Xu, Jun;Han, Li;Huang, Xueshi. And the article was included in Bioorganic Chemistry in 2020.Application In Synthesis of Ethyl 2-(2-methyl-1,3-dioxolan-2-yl)acetate The following contents are mentioned in the article:
A concise total synthesis of an exceedingly potent anti-inflammatory agent violacin A (I) as well as the preparation of thirty analogs of this lead from com. available orcinol are described. Highlights of our synthetic efforts involve Friedel-Crafts acylation, the regioselective etherification and esterification of phenolic hydroxyl groups, and Baker-Venkataraman rearrangement to form basic skeleton of violacin A. The deprotection reaction with Pd-catalytic was involved to avoid the elimination of the hemiacetal hydroxyl at C2. In addition, all synthetic compounds were screened for anti-inflammatory activity against nitric oxide (NO) production using lipopolysaccharide (LPS)-induced Raw264.7 cells. A range of violacin A derivatives II – V [R = Me, (un)substituted benzyl] exhibited stronger anti-inflammatory effect than that of violacin A. Notably, halogeno-benzyloxy substituent at C-7 were favorable for anti-inflammatory activities of violacin A derivatives Addnl., Western blot results indicated halogeno-benzyloxy derivatives inhibited pro-inflammatory cytokines releases correlated with the suppression of NF-κB signaling pathway. This study involved multiple reactions and reactants, such as Ethyl 2-(2-methyl-1,3-dioxolan-2-yl)acetate (cas: 6413-10-1Application In Synthesis of Ethyl 2-(2-methyl-1,3-dioxolan-2-yl)acetate).
Ethyl 2-(2-methyl-1,3-dioxolan-2-yl)acetate (cas: 6413-10-1) belongs to dioxole derivatives. Dioxoles, particularly fluorinated dioxoles, are used as co-monomers to make polymers that find use in forming protective coatings for chemical resistance. 1,3-Benzodioxole can be synthesized from catechol with disubstituted halomethanes.Application In Synthesis of Ethyl 2-(2-methyl-1,3-dioxolan-2-yl)acetate
Referemce:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem