| Full text | |
| Author(s): |
Silva, Aline N.
;
Soares, Ana Carolina F.
;
Cabral, Mirela M. W.
;
de Andrade, Alexr. P.
;
da Silva, Marilza B. M.
;
Martins, Carlos H. G.
;
Veneziani, Rodrigo C. S.
;
Ambrosio, SergioR.
;
Bastos, Jairo K.
;
Heleno, Vladimir C. G.
Total Authors: 10
|
| Document type: | Journal article |
| Source: | Journal of the Brazilian Chemical Society; v. 28, n. 6, p. 1106-1112, JUN 2017. |
| Web of Science Citations: | 5 |
| Abstract | |
The labdane diterpenes copalic acid, 3β-acetoxy-copalic acid, 3β-hydroxy-copalic acid and ent-agathic acid were isolated from Copaifera langsdorffii oleoresin. These four compounds were submitted to structural modifications by reduction with hydrogen/palladium, esterification with diazomethane, esterification with methanol/sulfuric acid and conversion into sodium salt, furnishing 15 compounds. All compounds were assayed in vitro against Mycobacterium tuberculosis (H37Rv, ATCC 27294). The four compounds displayed minimum inhibitory concentration (MIC) value of 125 µg mL-1, and were not considered active. A methylated derivative of compound 3β-hydroxy-copalic acid, and a sodium salt of copalic acid displayed MIC values of 25 µg mL-1 (71.7 µM) and 6.25 µg mL-1 (19.2 µM), respectively. The sodium salt of copalic acid stood out by displaying similar activity in comparison with streptomycin (MIC 6.25 µg mL-1) and a better activity compared to µM value of pyrazinamide (MIC 3.12 µg mL-1; 25.34 µM). Therefore, the methylated derivative of compound 3β-hydroxy-copalic acid and the sodium salt of copalic acid should be considered for further studies. (AU) | |
| FAPESP's process: | 11/13630-7 - Chemical and pharmacological validation of extracts and active compounds of Copaifera species |
| Grantee: | Jairo Kenupp Bastos |
| Support Opportunities: | Research Projects - Thematic Grants |
| FAPESP's process: | 09/09491-1 - Structural modifications and detailed NMR studies of biologically active natural products |
| Grantee: | Vladimir Constantino Gomes Heleno |
| Support Opportunities: | Regular Research Grants |