A novel hemiacetal, citrinacetal (1) was isolated from a marine-derived fungus Penicillium citrinum by column chromatography on silica gel, Sephadex LH-20 and semi-preparative HPLC. Its structure and stereochemistry was established on the basis of HR-ESI-MS, 1D and 2D NMR spectroscopic methods. The NMR spectrum showed this compound exists in solution as a mixture of two stereoisomers. The cytotoxic effect of compound 1 was evaluated in A-549, HL-60, HeLa, and K562 cancer cell lines. However, compound 1 only displayed weak cytotoxic activity on HL-60 cell, with IC50 value 77.4 micromol x L(-1).
Acetals ; chemistry ; isolation & purification ; pharmacology ; Antineoplastic Agents ; chemistry ; isolation & purification ; pharmacology ; Chromatography, High Pressure Liquid ; HL-60 Cells ; HeLa Cells ; Humans ; K562 Cells ; Magnetic Resonance Spectroscopy ; Molecular Conformation ; Molecular Structure ; Penicillium ; chemistry ; Spectrometry, Mass, Electrospray Ionization