Synthesis, Characterization andin vitroAntioxidant Activity of New ChiralN-boc Organotellurium Compounds, (CH₃)₃OC(O)NHCH(R)C(O)NHCH₂-CH₂Te-C₆H₄-4-OCH₃, Containing Carbamate and Peptide Groups

Abstract

Synthesis, characterization and antioxidant activity of a new series of chiral N-boc oraganotellurium compounds, (CH 3 ) 3 OC(O)NHCH(R)C(O)NHCH 2 CH 2 Te-C 6 H 4 -4-OCH 3 , containing carbamate and peptide groups have been reported in this paper. These chiral peptides were synthesized in good to excellent yields, via acid-amine coupling reaction of N-boc L-amino acids with 2-(4-methoxyphenyltelluro) ethylamine in presence of dicyclohexyl carbodimide (DCC) at room temperature. The elemental analyses, Fourier transform infrared (FTIR), 1 H and 13 C { 1 H} nuclear magnetic resonance (NMR) spectra and mass spectra were characteristic. Specific optical rotation (SOR) was also determined. In vitro antioxidant activity of these multi-functional compounds in methanol has been evaluated against 2,2-diphenyl-1-picrylhydrazyl (DPPH) radicals with 2,6-di-tert-butyl-4-methylphenol (BHT) as a standard reference compound. The IC 50 (inhibitory concentration 50) values of these chiral peptides revealed significant inhibition against DPPH radicals and found to be effective antioxidants.

Crystallographic and docking (Cathepsins B, K, L and S) studies on bioactive halotelluroxetanes

“…Due to the chemical similarities to tellurium, selenium's heavier congener, tellurium compounds have also attracted interest in the pharmaceutical context [11,12]. Thus, tellurium compounds have shown promise since they are an immunomodulator in organisms [13] and display anti-oxidant [14][15][16], anti-parasitic [17,18] and anti-inflammatory [19] activities, are known to be neuroprotective [20,21] and have potential to be developed as anti-cancer agents [22][23][24]. The most notable tellurium compound that exerts biological activity is found in the salt ammonium trichlorido (dioxyethylene-O,Oꞌ)tellurate, known as AS-101 ( Figure 1a) [25].…”

Synthesis, Biological, and Molecular Docking Studies on 4,5,6,7-Tetrahydrobenzo[b]thiophene Derivatives and Their Nanoparticles Targeting Colorectal Cancer

“…The structure–activity relationships of the newly synthesized 4,5,6,7-tetrahydrobenzo­[ b ]­thiophene derivatives can be derived on the basis of the results obtained from enzyme inhibition, antioxidant, antibacterial, and anticancer experiments as follows: The enzymatic inhibitory activities against PDK-1 and LDHA were enhanced because of the presence of the primary amino group coupled with the nitrile group on the thiophene ring (compound 1b ). The transformation of the amino group to other functionalities reduced the efficiency by at least 1.5-fold as indicated by comparing the IC 50 values of compound 1b with carbamate derivative 3 and cyclic imide analogue 7 . The presence of the electron-donating amino group capable of H-bond formation (compound 1b ) and the formation of Fe 3 O 4 -NPs (compound 12a ) and the Fe 3 O 4 -NPs coated by SiO 2 (compound 12b ) in addition to the insertion of chloroacetamide (in compound 3d ) and the carbamate (in compound 3b ) moieties along with the presence of the nitrile group in the 4,5,6,7-tetrahydrobenzo­[ b ]­thiophene core is crucial for the potent free-radical scavenging capacities. The antibacterial activity of the synthesized compounds was improved as a result of the formation of Fe 3 O 4 -NPs (compound 12a ) and the transformation of the amino group to the morphlino-acetamide moiety (in compound 5c ) against E. faecalis and the formation of Fe 3 O 4 -NPs coated by SiO 2 (compound 12b ) against E.…”

“…The presence of the electron-donating amino group capable of H-bond formation (compound 1b ) and the formation of Fe 3 O 4 -NPs (compound 12a ) and the Fe 3 O 4 -NPs coated by SiO 2 (compound 12b ) in addition to the insertion of chloroacetamide (in compound 3d ) and the carbamate (in compound 3b ) moieties along with the presence of the nitrile group in the 4,5,6,7-tetrahydrobenzo­[ b ]­thiophene core is crucial for the potent free-radical scavenging capacities.…”

Crystal structures and docking studies in cathepsin S of bioactive 1,3‐diphenyl‐4‐(trichloro‐λ4‐tellanyl)but‐2‐en‐1‐one derivatives

“…While tellurium compounds have yet to make the pharmacopeia [1,2], there is growing interest in evaluating tellurium(IV) compounds, including organotellurium(IV) derivatives, for biological activity against a broad range of disease [3][4][5][6][7][8][9][10][11]. By far the most prominent tellurium compound in this context is a salt, namely salt ammonium trichloride (dioxyethylene-O,Oꞌ)tellurate, known as AS-101, and illustrated in Fig.…”