Biological activities of new poly(N-1-adamantylmaleimide) and poly(N-1-diamantylmaleimide).
N-1-Diamantylmaleimide was synthesized by reaction of maleic anhydride with 1-aminodiamantane, followed by dehydration with acetic anhydride and sodium acetate. Poly(N-1-adamantylmaleimide) (IIa) and poly(N-1-diamantylmaleimide) (IIb) were synthesized by free radical polymerization. N-1-Adamanlylmaleimide (Ia) and N-1-diamantylmaleimide (Ib), exhibited strong activities in vitro antitumor activities. Interestingly, poly(N-1-adamantylmaleimide) exhibited growth inhibitory values against Colo 205, Hep G2, and SK-BR-3, similar to 5-Fluorouracil. It was noted that poly(N-1-adamantylmaleimide) showed relatively lower cytotoxicity against Molt-4 cells than against Colo 205, Hep G2, and SK-BR-3 cells. The decreasing antitumor activities against individual tumor cell line were in the order Ia > Ib > IIa > IIb. This result shows that N-substituents of maleimides play an important role in their antitumor activity. Additionally, Ia and Ib show good in vitro activity against staphylococcus aureus ATCC 25923 while polymers IIa and IIb exhibited weak activity against S. aureus ATCC 25923.
Wang
J J
JJ
National Taipei College of Nursing, Institute of Pharmacology, National Yang-Ming University, Taiwan.
Chern
Y T
YT
D000089:Acetic Anhydrides / Q000737:chemistry; D000218:Adamantane / Q000737:chemistry; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D001672:Biocompatible Materials / Q000138:chemical synthesis*; D004926:Escherichia coli / Q000187:drug effects; D008299:Maleic Anhydrides / Q000737:chemistry; D008301:Maleimides / Q000138:chemical synthesis*; D011108:Polymers / Q000138:chemical synthesis*; D011550:Pseudomonas aeruginosa / Q000187:drug effects; D019346:Sodium Acetate / Q000737:chemistry; D013211:Staphylococcus aureus / Q000187:drug effects; D013329:Structure-Activity Relationship; D014407:Tumor Cells, Cultured
D000089:Acetic Anhydrides; D000900:Anti-Bacterial Agents; D000970:Antineoplastic Agents; D001672:Biocompatible Materials; D008299:Maleic Anhydrides; D008301:Maleimides; D011108:Polymers; C102242:poly(N-1-adamantylmaleimide); C102241:poly(N-1-diamantylmaleimide); C031800:acetic anhydride; D019346:Sodium Acetate; D000218:Adamantane