RESUMEN
Two unknown enantiomeric compounds, named (R)- and (S)-taeniolin, along with six known compounds, were isolated from the marine-associated fungus Taeniolella sp. BCC31839. Chemical structures were determined by NMR spectroscopic techniques, and the absolute configurations were confirmed by Mosher application together with CD spectral analyses. Both were inactive for antimicrobial activity against multidrug-resistant malaria parasite (Plasmodium falciparum) and bacteria (Mycobacerium tuberculosis and Bacillus cereus) at maximum tested concentration.
Asunto(s)
Antibacterianos/farmacología , Antimaláricos/farmacología , Cromonas/química , Hongos Mitospóricos/química , Animales , Antibacterianos/química , Antimaláricos/química , Antineoplásicos/química , Antineoplásicos/farmacología , Bacillus cereus/efectos de los fármacos , Chlorocebus aethiops , Cromonas/farmacología , Dicroismo Circular , Evaluación Preclínica de Medicamentos , Humanos , Células MCF-7 , Espectroscopía de Resonancia Magnética , Hongos Mitospóricos/aislamiento & purificación , Estructura Molecular , Mycobacterium tuberculosis/efectos de los fármacos , Plasmodium falciparum/efectos de los fármacos , Células VeroRESUMEN
Fourteen new compounds including thirteen drimane - phthalide derivatives (fendlerals A - C, fendlerins A - D, fendlerols A - B, fendleric acids A - C, fendlerinine G) and one terphenyl derivative (fendleryl E) along with eight known compounds, fendlerinine A, rickenyls C - D, fendleryls C - D, atromentin, tetramethyl atromentin, and (±)-microsphaerophthalide F, were isolated from the wood fungus Hypoxylon fendleri BCC32408. Compared with the prior work, the results indicated the agitation effect on the production of bioactive drimane - phthalides. The chemical structures were determined based upon spectroscopic analyses and the absolute configurations were verified by comparison of the ECD spectral data with the calculated ECD spectra of the related compounds. Compounds 1-3 exhibited antimicrobial activity against Plasmodium falciparum (IC50 4.15-4.39⯵M), Colletotrichum capsici (MIC 6.25-12.5⯵g/mL), and Bacillus cereus (MIC 1.56-3.13⯵g/mL). All tested compounds displayed broad cytotoxicity against cancerous (MCF-7, KB, and NCI-H187) and non-cancerous (Vero) cells.
Asunto(s)
Antiinfecciosos/farmacología , Antineoplásicos/farmacología , Benzofuranos/farmacología , Sesquiterpenos/farmacología , Xylariales/química , Animales , Antiinfecciosos/aislamiento & purificación , Antineoplásicos/aislamiento & purificación , Bacillus cereus/efectos de los fármacos , Benzofuranos/aislamiento & purificación , Línea Celular Tumoral , Chlorocebus aethiops , Humanos , Estructura Molecular , Plasmodium falciparum/efectos de los fármacos , Sesquiterpenos Policíclicos , Sesquiterpenos/aislamiento & purificación , Tailandia , Células VeroRESUMEN
Two new drimane sesquiterpenoids, fudecadione A and fudecadione B (1, 2), together with the known brefeldin A (3) and fulvic acid (4), were isolated from the soil fungus Penicillium sp. BCC 17468. Chemical structures were determined based on spectroscopic evidence including 1D and 2D NMR and mass spectral data. The proposed relative stereochemistry of fudecadiones A and B was based upon NOESY spectral data and chemical means. Compounds 1 and 4 exhibited anticancer activity against MCF-7, KB, and NCI-H187, with IC (50) values in the range of 5.05-45.43 µg/mL, while compound 2 was inactive against these tumor cells. Brefeldin (3) also displayed antimalarial activity against PLASMODIUM FALCIPARUM (K1, multidrug-resistant strain), with an IC (50) value of 1.12 µg/mL.
Asunto(s)
Antimaláricos/farmacología , Antineoplásicos/farmacología , Penicillium/química , Sesquiterpenos/farmacología , Microbiología del Suelo , Antimaláricos/química , Antimaláricos/aislamiento & purificación , Antineoplásicos/química , Antineoplásicos/aislamiento & purificación , Línea Celular Tumoral , Mezclas Complejas/química , Humanos , Concentración 50 Inhibidora , Resonancia Magnética Nuclear Biomolecular , Sesquiterpenos Policíclicos , Sesquiterpenos/química , Sesquiterpenos/aislamiento & purificaciónRESUMEN
The investigation of Xylaria ianthinovelutina (Mont.) led to the isolation of four new 12,8-eudesmanolides (1-4). Their structures were determined by spectroscopy and the relative stereochemistry was assigned based on NOESY and CD spectral data. Compounds 1-4 exhibited biological activity against Plasmodium falciparum K-1 strain, NCI-H187, KB, MCF-7 with IC(50) values varying in the range 0.78-19.15 microg/mL.