ABSTRACT
Five alkaloids were isolated from the melhanolic extract of the whole plant material of Giaucium aleppicum Boiss. and Hausskn. [Papaveraceae] using bioactivity-directed fractionation as part of a search for anticancer leads from medicinal plants of Jordan flora. Of these two were protopine-type alkaloids [allocryptopine [I] and protopine [2]J, two were aporphine-type alkaloids [[+]-eorydine [4] and [-H]-isocorydine [5]], and [+]-norchelidonine [3]. Compounds 3-5 were new to the species. The chemical structures of the isolated compounds were elucidated using a set of spectroscopic and spectrometric techniques, principally: MS, 1D-NMR [U and [13]C] and 2D-NMR [COSY and HMQC]. Compounds 1-5 were tested for general cylotoxicity using BST. [+]-Norchelidonine was found to possess the highest activity with LC[50] value of 0.41 /microg/mL and hence evaluated for eytotoxieity against a human cancer cell panel. [+]-Norehelidonine induced antiproliterative activity against human melanoma MV3 and coloreetal SW480 cancer cell lines in a dose-dependent manner with IC[50] values of 50 and 80 microg/mL, respectively
ABSTRACT
Utilizing liquid chromatography-electro spray ionization-mass spectrometry [LC-[+,-]-ESI-MS] and liquid chromatography-photodiode array detection [LC-PDA] techniques, a dereplication strategy for the analysis of the secondary metabolites constituents of the genus Hypericum has been developed. From the crude methanolic extract of the aerial parts of H. triquetrifolium [leaves, stems, and flowers] and on the basis of their UV- profiles, chromatographic retention times and [+,-]-ESI-MS [TIC and SIM] mass spectral data, seven known [1-7] compounds were dereplicated fairly rapidly. The compounds were classified into three structural classes: phloroglucinols: hyperfirin and adhyperfirin; naphthodianthrones: hypericin, pseudo-hypericin, proto-hypericin, and protopseudo-hypericin; and the flavonoid rutin