| Full text | |
| Author(s): |
Serralbo, Aline Silveira
[1]
;
Santos, Daniel de Carvalho
[1]
;
Vieira Silveira, Marghuel Aparecida
[2]
;
Okamoto, Debora Noma
[3]
;
Juliano, Maria Aparecida
[2]
;
de Vasconcellos, Suzan Pantaroto
[3]
;
Cardoso Amorim Reis, Adriana Karla
[1]
Total Authors: 7
|
| Affiliation: | [1] Univ Fed Sao Paulo, Dept Quim, Inst Ciencias Ambientais Quim & Farmaceut, Rua Prof Artur Riedel, 275 Jd Eldorado, BR-09972270 Diadema, SP - Brazil
[2] Univ Fed Sao Paulo, Dept Biofis, Inst Farmacol Biol Mol, Rua Tres Maio, 100, Vila Clementino, BR-04044020 Sao Paulo, SP - Brazil
[3] Univ Fed Sao Paulo, Dept Ciencias Farmaceut, Inst Ciencias Ambientais Quim & Farmaceut, Rua Sao Nicolau, 210, BR-09913030 Diadema, SP - Brazil
Total Affiliations: 3
|
| Document type: | Journal article |
| Source: | ORBITAL-THE ELECTRONIC JOURNAL OF CHEMISTRY; v. 12, n. 4, p. 258-266, OCT-DEC 2020. |
| Web of Science Citations: | 0 |
| Abstract | |
The development of new protease inhibitors is always expanding for active therapies against diseases caused by pathogenic microorganisms that rely on proteases for replication and vital functions. This work aimed to synthesize new peptidomimetics arylamides, endeavoring to provide these compounds with the capacity to inhibit mainly cysteine and serine-like proteases. The effectiveness of COMU as coupling reagent, under classical and sustainable approaches, were evaluated. The results confirmed that the use of dichloromethane and the classical methodology is efficient for new amide bond formation in terms of yield. Although, the use of dimethyl carbonate and the microwave-assisted methodology proved competitive performance and can be used as an alternative route due to its environmentally friendly approach (green solvent and energy efficiency). In vitro screening assays attested that the proposed compounds have inhibitory activity for papain (IC50 between 5.56 +/- 0.21 mu M and 18.50 +/- 0.69 mu M) and beta-trypsin (IC50 between 250 +/- 12 mu M and 1410 +/- 30 mu M). The compounds 1a and 1e were noteworthy with IC50 values of 5.56 +/- 0.21 mu M and 7.06 +/- 0.33 mu M for papain and 540 +/- 10 mu M and 250 +/- 12 mu M for beta-trypsin, respectively. (AU) | |
| FAPESP's process: | 13/16644-4 - S-nitrosothiols from Aryl-amide and Aryl-pyrimidin-2-ones (thiones) derivatives - potential double inhibitors of HIV-1-PR and renin: synthesis, structural analysis and biological tests |
| Grantee: | Adriana Karla Cardoso Amorim Reis |
| Support Opportunities: | Regular Research Grants |