Giovanni Pastorini

Coumarins from unripe fruits of Poncirus trifoliata

Abstract Petrol extracts of unripe fruits of Poncirus trifoliata L. were found to contain 7-geranyloxycoumarin, bergapten, imperatorin, 6-methoxy-7-geranyloxycoumarin and two new coumarins which were shown by chemical and spectroscopic means to be 7-(3′-methyl-2′,3′-epoxybutyloxy)-8-(3″-methyl-2″,3″-epoxybutyl)coumarin and 7-(3′-methyl-2′,3′-epoxybutyloxy)-8-(3″-methyl-2″-oxobutyl)coumarin respectively.

ITMS capabilities in isomer analysis. Part 3. Characterisation of methyl and dimethyl derivatives of 8-desmethylseseline, potential anti-proliferative agents, by tandem mass spectrometry

Abstract Two sets of isomeric pyranocoumarins and pyranochromones have been studied by both electron impact and collision-induced dissociation. The daughter spectra were obtained by ion trap mass spectrometry experiments. Characteristic fragments were obtained in electron impact that allowed differentiation between the chromone and the coumarin systems. Distinction between isomers in each set was achieved by collision-induced daughter spectra of selected parent ions.

Synthesis and biological activity of linear and angular 4-methoxymethylthienocoumarins and 4-acetoxymethylthienocoumarins

This paper reports the synthesis of 4-methoxymethyl and 4-acetoxymethyl-6,9-dimethyl-2H-thieno[3,2-g]-1-benzopyran-2-one as well as 4-methoxymethyl- and 4-acetoxymethyl-6,9-dimethyl-2H-thieno[2,3-h]-1- benzopyran-2-one. The synthesized derivatives were tested on human cells in UVA irradiation conditions. Skin phototoxicity and cross-link formation in DNA were also studied. Results indicate that the new thienocoumarins have good antiproliferative activity, greater than that of the well-known photochemotherapeutic drug 8-methoxypsoralen, but they are practically devoid of skin photosensitization effects.

Synthesis of some benzo[c][2,6]naphthyridin-5-ones and new tetracyclic benzofuro[4,5-c]-2,6-naphthyridin-5(6H)-ones

A series of novel methylbenzofuro[4,5-c]-2,6-naphthyridin-5(6H)-ones were synthesized, first building the pyridine nucleus on the appropriated quinolin-2-ones, and then condensing the furan ring on the preconstituted benzonaphthyridinones. The benzo[c][2,6]naphthyridinic nucleus was also interesting for its known pharmacological properties, as well as intermediate for the synthesis of natural product analogues.