158946-78-2Relevant academic research and scientific papers
Synthesis of new chiral macrocyclic tetraoxo polyamines containing pyridine ring and functional arms
You, Jingsong,Yu, Xiaoqi,Liu, Changlu,Xie, Rugang
, p. 2447 - 2455 (1999)
Seven new chiral macrocyclic tetraoxo polyamines containing pyridine ring and functional arms derived from L-hiStidine, L-alanine, L-leucine and L-phenylalanine, respectively, have been synthesized and characterized by MS, 1H NMR and elemental analysis.
Design, synthesis and docking studies of novel macrocyclic pentapeptides as anticancer multi-targeted kinase inhibitors
Abo-Ghalia, Mohamed H.,Al-Omar, Mohamed A.,Amr, Abd El-Galil E.,Elsayed, Elsayed A.,Moustafa, Gaber O.,Nossier, Eman S.
, (2018)
A series of macrocyclic pyrido-pentapeptide candidates 2-6 were synthesized by using N,N-bis-[1-carboxy-2-(benzyl)]-2,6-(diaminocarbonyl)pyridine 1a,b as starting material. Structures of the newly synthesized compounds were established by IR, 1H and 13C-NMR, and MS spectral data and elemental analysis. The in-vitro cytotoxicity activity was investigated for all compounds against MCF-7 and HepG-2 cell lines and the majority of the compounds showed potent anticancer activity against the tested cell lines in comparison with the reference drugs. Out of the macrocyclic pyrido-pentapeptide based compounds, 5c showed encouraging inhibitory activity on MCF-7 and HepG-2 cell lines with IC50 values 9.41 1.25 and 7.53 1.33 M, respectively. Interestingly, 5c also demonstrated multitarget profile and excellent inhibitory activity towards VEGFR-2, CDK-2 and PDGFR? kinases. Furthermore, molecular modeling studies of the compound 5c revealed its possible binding modes into the active sites of those kinases.
Similarity analysis, synthesis, and bioassay of antibacterial cyclic peptidomimetics
Berhanu, Workalemahu M.,Ibrahim, Mohamed A.,Pillai, Girinath G.,Oliferenko, Alexander A.,Khelashvili, Levan,Jabeen, Farukh,Mirza, Bushra,Ansari, Farzana Latif,Ul-Haq, Ihsan,El-Feky, Said A.,Katritzky, Alan R.
, p. 1146 - 1160 (2012)
The chemical similarity of antibacterial cyclic peptides and peptidomimetics was studied in order to identify new promising cyclic scaffolds. A large descriptor space coupled with cluster analysis was employed to digitize known antibacterial structures and to gauge the potential of new peptidomimetic macrocycles, which were conveniently synthesized by acylbenzotriazole methodology. Some of the synthesized compounds were tested against an array of microorganisms and showed antibacterial activity against Bordetella bronchistepica, Micrococcus luteus, and Salmonella typhimurium.
Synthesis and reactions of new chiral linear and macrocyclic tetraand penta-peptide candidates
Abo-Ghalia, Mohamed H.,El-Hamid, Mohamed Abd,Zweil, Mohamed A. El-Galil,Amrc, Abd El-Galil E.,Moafi, Shimaa A.
, p. 806 - 818 (2012/11/13)
A series of linear and macrocyclic pentapeptide derivatives have been prepared via the coupling of pyridine-2,6-dicarboxylic acid (1) or pyridine-2,6-dicarbonyl dichloride (2) with appropriate amino acid methyl esters. The coupling of 1 or 2 with aminoacid methyl esters gave the corresponding pyridine dipeptide methyl esters 3, which were hydrolyzed with sodium hydroxide to the corresponding acids 4. The latter compounds 4 were coupled with other amino acid methyl esters to afford the corresponding tetrapeptide esters 5, which were hydrolyzed with sodium hydroxide to the corresponding acids 6. Cyclization of tetrapeptide acids with L-lysine methyl ester or with aliphatic diamide derivatives afforded the corresponding cyclic pentapeptide methyl ester derivatives 7 and cyclic tetrapeptide diamines 8, respectively. Finally, hydrolysis with 1 N sodium hydroxide or hydrazinolysis with hydrazine hydrate of methyl esters 7 afforded the corresponding acids 9a - e and hydrazides 10a - e, respectively.
