Solid-phase total synthesis of cyclic peptide brachystemin A and its immunomodulating activity

Authors : ZAFAR ALI SHAH, ALMAS JABEEN, SAMREEN SOOMRO, MAHMED MESAIK, MIQBAL CHOUDHARY, FARZANA SHAHEEN

Pages : 930-938

View : 14 | Download : 15

Publication Date : 0000-00-00

Article Type : Research Paper

Abstract :Brachystemin A insert ignore into journalissuearticles values(\textbf{1}); is a biologically active peptide from a Chinese traditional plant \textit{Brachystemma calycinum} D. Don. insert ignore into journalissuearticles values(Caryophyllaceae);. The current study describes the complete solid-phase total synthesis of peptide \textbf{1} by using Kenner`s sulfonamide safety-catch linker strategy. It was identified by QTOF/MS data and NMR studies. Synthetic peptide \textbf{1} was tested for its immunomodulatory effect on different inflammatory parameters, including production of inflammatory cytokines, interleukin 2 insert ignore into journalissuearticles values(IL-2);, tumor necrosis factor-$\alpha $ insert ignore into journalissuearticles values(TNF-$\alpha );$, and interleukin-1$\beta $ insert ignore into journalissuearticles values(IL-1$\beta );$, and generation of nitric oxide insert ignore into journalissuearticles values(NO$^{.});$. The synthetic peptide \textbf{1} showed a moderate to low level of inhibition on the production of IL-2 insert ignore into journalissuearticles values(35.2{\%});, TNF-$\alpha $ insert ignore into journalissuearticles values(19.3{\%});, and IL-1$\beta $insert ignore into journalissuearticles values(7.5{\%}); at a concentration of 25 $\mu $M. The effect of the compound on viability of cells was also evaluated, and it was found to be nontoxic on 3T3 cells.
Keywords : extit Brachystemma calycinum, cyclic peptide, brachystemin A, safety catch linker, immunomodulatory effect, cytokines