RESUMO
Ganoderpetchoids A-E and (-)-dayaolingzhiol H, six undescribed meroterpenoids, were isolated from Ganoderma petchii. Their structures including the relative configurations were identified by means of spectroscopic methods and 13C NMR calculations. Chiral separation of the new racemics was performed to afford their respective enantiomers. The absolute configurations of the new isolates were clarified by computational approaches, CD comparisons and X-ray diffraction analysis. Biological studies toward triple negative breast cancer indicated that (+)-6 and (-)-6 significantly inhibit the migration of MDA-MB-231 cell line.
Assuntos
Ganoderma , Neoplasias de Mama Triplo Negativas , Humanos , Terpenos/farmacologia , Terpenos/química , Estrutura Molecular , Ganoderma/química , Neoplasias de Mama Triplo Negativas/tratamento farmacológico , Linhagem CelularRESUMO
(±)-Petchilactones A-C (1-3), three pairs of enantiomeric meroterpenoids respectively with a 6/6/5/5 or a 5/5/5/7/6 ring system were isolated from Ganoderma petchii. Their structures including absolute configurations were assigned by using spectroscopic, computational, and X-ray diffraction methods. Compounds 1 and 2 represent a new skeletal meroterpenoid. Biological evaluation found that (-)-1 and (-)-3 could induce umbilical cord mesenchymal stem cells into keratinocyte-like cells.
Assuntos
Ganoderma/química , Queratinócitos/citologia , Células-Tronco Mesenquimais/citologia , Células-Tronco Mesenquimais/efeitos dos fármacos , Terpenos/química , Terpenos/farmacologia , Linhagem Celular , Transdiferenciação Celular/efeitos dos fármacos , Técnicas de Reprogramação Celular/métodos , Cristalografia por Raios X , Humanos , Queratinócitos/efeitos dos fármacos , Modelos Moleculares , Estereoisomerismo , Terpenos/isolamento & purificação , Cordão Umbilical/citologiaRESUMO
The fungal species of the genus Ganoderma attracted great interest in the last decades. Our recent investigation on Ganoderma petchii afforded five new compounds, (-)-petchioics A and B (1 and 2), petchiates A and B (3 and 4), petchine (5), and a known compound. The structures of the new compounds were elucidated on the basis of spectroscopic data. The absolute configurations of 1 and 2 were assigned by computational methods. Biological activities of these isolates towards human cancer cells, COX-1/2, and influenza virus were evaluated.