RESUMEN
Novel 2,3-dihydrofuran derivatives were synthesized through a tandem Knoevenagel-Michael cyclization in good yield by reacting α-tosyloxy ketone, 5,5-dimethyl-1,3-cyclohexanedione, and various aldehydes in the presence of phthalazine in acetonitrile. These compounds were subjected to inâ vitro antibacterial screening against eight micro-organisms by using diffusion method and also inâ vitro cytotoxicity screening against four human cancerous cell lines by applying MTT assay. Some of the compounds showed impressive activities.
Asunto(s)
Antibacterianos/farmacología , Antineoplásicos Fitogénicos/farmacología , Bacterias/efectos de los fármacos , Furanos/farmacología , Cetonas/química , Compuestos de Tosilo/química , Antibacterianos/síntesis química , Antibacterianos/química , Antineoplásicos Fitogénicos/síntesis química , Antineoplásicos Fitogénicos/química , Línea Celular Tumoral , Proliferación Celular/efectos de los fármacos , Ciclización , Relación Dosis-Respuesta a Droga , Ensayos de Selección de Medicamentos Antitumorales , Furanos/síntesis química , Furanos/química , Humanos , Pruebas de Sensibilidad Microbiana , Estructura Molecular , Relación Estructura-ActividadRESUMEN
Alcaligenes sp. HPC 1271 demonstrated antibacterial activity against multidrug resistant bacteria, Enterobacter sp., resistant to sulfamethoxazole, ampicillin, azithromycin, and tetracycline, as well as against Serratia sp. GMX1, resistant to the same antibiotics with the addition of netilmicin. The cell-free culture supernatant was analyzed for possible antibacterials by HPLC, and the active fraction was further identified by LC-MS. Results suggest the production of tunicamycin, a nucleoside antibiotic. The draft genome of this bacterial isolate was analyzed, and the 4.2 Mb sequence data revealed six secondary metabolite-producing clusters, identified using antiSMASH platform as ectoine, butyrolactone, phosphonate, terpene, polyketides, and nonribosomal peptide synthase (NRPS). Additionally, the draft genome demonstrated homology to the tunicamycin-producing gene cluster and also defined 30 ORFs linked to protein secretion that could also play a role in the antibacterial activity observed. Gene expression analysis demonstrated that both NRPS and dTDP-glucose 4,6-dehydratase gene clusters are functional and could be involved in antibacterial biosynthesis.
Asunto(s)
Alcaligenes/metabolismo , Antibiosis , Farmacorresistencia Bacteriana Múltiple , Genoma Bacteriano , Alcaligenes/genética , Alcaligenes/aislamiento & purificación , Aminoácidos Diaminos/metabolismo , Proteínas Bacterianas/genética , Proteínas Bacterianas/metabolismo , Hidroliasas/genética , Hidroliasas/metabolismo , Sistemas de Lectura Abierta , Organofosfonatos/metabolismo , Péptido Sintasas/metabolismo , Policétidos/metabolismo , Serratia/efectos de los fármacos , Terpenos/metabolismo , Tunicamicina/genética , Tunicamicina/metabolismoRESUMEN
Chemical investigation on Orthosiphon glabratus afforded 10 compounds, among which a chromenochalcone and a chromene are new. The structures of the new constituents were settled from their 1D- and 2D-NMR spectra. The synthesis of these two compounds and some of their analogues have been accomplished.