Synthesis of potent antitumor and antiviral benzofuran derivatives.
A new series of potent antitumor and antiviral benzofuran derivatives was synthesized by the reaction of the furochromone-6-carboxaldehydes 1 and 2 with different heterocyclic amines to yield the benzofuran-5-carbonyl derivatives 4-11. The synthesized compounds 1, 3-11 were tested against twelve different human cancer cell lines and all of the compounds were more potent than the comparative standards. The HIV inhibitory activity of the tested compounds 1, 3-11 showed that they have higher potency than Atevirdine. Moreover, compound 6 was significantly potent with wider therapeutic index. The HIV-1 RT inhibitory activity showed that compounds 10, 11, 3 and 4 were notably potent but with lower therapeutic index than Atevirdine. The HCV NS3-4A protease inhibitor activity of the tested compounds revealed that they have weaker potency and less therapeutic index than VX-950, although compounds 1, 4, 9 and 6, respectively exhibited significant activity.
Department of Chemistry of Natural and Microbial Products, Division of Pharmaceutical and Drug Industries Research, National Research Centre, Cairo, Egypt.
Shadia A
SA
Galal
Amira S
AS
Abd El-All
Mohamed M
MM
Abdallah
Hoda I
HI
El-Diwani
D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D001572:Benzofurans / Q000138:chemical synthesis* / Q000494:pharmacology; D045744:Cell Line, Tumor; D002626:Chemistry, Pharmaceutical / Q000379:methods; D015195:Drug Design; D004354:Drug Screening Assays, Antitumor; D054303:HIV Reverse Transcriptase / Q000037:antagonists & inhibitors; D006801:Humans; D020128:Inhibitory Concentration 50; D008956:Models, Chemical; D009842:Oligopeptides / Q000494:pharmacology; D010879:Piperazines / Q000494:pharmacology
D000970:Antineoplastic Agents; D000998:Antiviral Agents; D001572:Benzofurans; D009842:Oligopeptides; D010879:Piperazines; C486464:telaprevir; D054303:HIV Reverse Transcriptase; C076632:atevirdine