Synthesis and Antimycobacterial and Photosynthesis-Inhibiting Evaluation of 2-[(E)-2-Substituted-ethenyl]-1,3-benzoxazoles
| Autor: | Josef Jampilek, Ales Imramovsky, Ján Kozic, Jirina Stolarikova, Matus Pesko, Katarina Kralova, Jarmila Vinšová |
|---|---|
| Rok vydání: | 2014 |
| Předmět: |
Spinacia
Chloroplasts Article Subject Photosystem II medicine.drug_class Stereochemistry lcsh:Medicine Photosynthesis Antimycobacterial lcsh:Technology General Biochemistry Genetics and Molecular Biology Electron Transport Inhibitory Concentration 50 Structure-Activity Relationship Species Specificity Spinacia oleracea medicine lcsh:Science Mycobacteriaceae IC50 General Environmental Science Benzoxazoles biology lcsh:T Chemistry lcsh:R Isoniazid General Medicine biology.organism_classification Anti-Bacterial Agents Chloroplast Spinach lcsh:Q Research Article medicine.drug |
| Zdroj: | The Scientific World Journal The Scientific World Journal, Vol 2014 (2014) |
| ISSN: | 1537-744X 2356-6140 |
| Popis: | A series of twelve 2-[(E)-2-substituted-ethenyl]-1,3-benzoxazoles was designed. All the synthesized compounds were tested against three mycobacterial strains. The compounds were also evaluated for their ability to inhibit photosynthetic electron transport (PET) in spinach (Spinacia oleraceaL.) chloroplasts. 2-[(E)-2-(4-Methoxyphenyl)ethenyl]-1,3-benzoxazole, 2-[(E)-2-(2,3-dihydro-1-benzofuran-5-yl)ethenyl]-1,3-benzoxazole and 2-{(E)-2-[4-(methylsulfanyl)phenyl]ethenyl}-1,3-benzoxazole showed the highest activity againstM. tuberculosis,M. kansasii,andM. avium, and they demonstrated significantly higher activity againstM. aviumandM. kansasiithan isoniazid. The PET-inhibiting activity of the most activeortho-substituted compound 2-[(E)-2-(2-methoxyphenyl)ethenyl]-1,3-benzoxazole was IC50= 76.3 μmol/L, while the PET-inhibiting activity ofpara-substituted compounds was significantly lower. The site of inhibitory action of tested compounds is situated on the donor side of photosystem II. The structure-activity relationships are discussed. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|
Plný text