ABSTRACT
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.
Subject(s)
Ganoderma , Triple Negative Breast Neoplasms , Humans , Terpenes/pharmacology , Terpenes/chemistry , Molecular Structure , Ganoderma/chemistry , Triple Negative Breast Neoplasms/drug therapy , Cell LineABSTRACT
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.
Subject(s)
Acetates/chemistry , Carboxylic Acids/chemistry , Ganoderma/chemistry , Acetates/isolation & purification , Animals , Carboxylic Acids/isolation & purification , Cell Line, Tumor , Cyclohexanecarboxylic Acids/chemistry , Cyclohexanecarboxylic Acids/isolation & purification , Cyclooxygenase Inhibitors , Dogs , Furans/chemistry , Furans/isolation & purification , Humans , Madin Darby Canine Kidney Cells , Molecular Structure , Orthomyxoviridae/drug effects , Pyridines/chemistry , Pyridines/isolation & purification , Pyrones/chemistry , Pyrones/isolation & purificationABSTRACT
Petchienes A-E (1-5), five new meroterpenoids, were isolated from the fruiting bodies of Ganoderma petchii. Their structures, including absolute configurations, were elucidated by means of spectroscopic and computational methods. Compound 4 was isolated as a racemic mixture, which was finally purified by chiral HPLC to yield individual (-) and (+)-antipodes. Biological evaluation showed that compounds 2 and (-)-4 could increase intracellular free calcium concentration at 10 µM in HEK-293 cells.