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- Title
In vitro Antitumor and Antimicrobial Activities of N-Substituents of Maleimide by Adamantane and Diamantane.
- Authors
Wang, Jane-Jen; Wang, Shan-Shue; Leeb, Chin-Fen; Chung, Meng-An; Chern, Yaw-Terng
- Abstract
New N-1-adamantylcitraconimide (compound 1) and N-l-diamantylcitraconimide (compound 2) were synthesized by reaction of citraconic anhydride with 1-aminoadamantane, and 1-aminodiamantane, respectively, followed by imidiza-tion with acetic anhydride and sodium acetate. Compound 1, N-1-adamantylmaleimide (compound 3) and N-1-diamantyl-maleimide (compound 4) exhibited strong growth-inhibitory activity against four cancer cell lines (Colo 205, Hep G2, SK-BR-3 and Molt-4). Moreover, compound 1 showed relatively specific cytoxicity against the test tumor cell lines. Compound 2 exhibited growth inhibitory activity against Colo 205, and SK-BR-3 cells, similar to 5-fluorouracil. It was noted that compound 2 showed relatively low cytotoxicity against Molt-4 cells, approximately 42 times lower than 5-fluorouracil. The N-substituents of imides with adamantyl substituents have a more potent antitumor activity than the imides with diaman-tyl substituents. The imides with methyl substituents (compounds 1 and 2) showed relatively higher selectivity against the tested cancer cell lines than the imides without methyl substituents (compounds 3 and 4). Compounds 3 and 4 show good in vitro activities against Staphylococcus aureus and Trichophyton mentagrophytes. Compound 1 had weak antimicrobial activity against T. mentagrophytes. Copyright © 1997 S. Karger AG, Basel
- Publication
Chemotherapy (0009-3157), 1997, Vol 43, Issue 3, p182
- ISSN
0009-3157
- Publication type
Article
- DOI
10.1159/000239557