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.
Centro di Studio sulla Chimica del Farmaco dei Prodotti Biologicamente Attivi del CNR, Padua, Italy. rodighiero@pdfar3.dsfarm.unipd.it
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Rodighiero
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Pastorini
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Via
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Gia
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Magno
D000818:Animals; D000970:Antineoplastic Agents / Q000138:chemical synthesis*; D003374:Coumarins / Q000138:chemical synthesis* / Q000494:pharmacology / Q000633:toxicity; D017484:Dermatitis, Phototoxic / Q000209:etiology; D006168:Guinea Pigs; D006367:HeLa Cells; D006801:Humans; D010778:Photochemotherapy; D013329:Structure-Activity Relationship
D000970:Antineoplastic Agents; D003374:Coumarins