Jj. Wang et Yt. Chern, BIOLOGICAL-ACTIVITIES OF NEW POLY(N-1-ADAMANTYLMALEIMIDE) AND POLY(N-1-DIAMANTYLMALEIMIDE), Journal of biomaterials science. Polymer ed., 7(10), 1996, pp. 905-915
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-d
iamantylmaleimide) (IIb) were sythesized by free radical polymerizatio
n. N-1-Adamanlylmaleimide (Ia) and N-1-diamantylmaleimide (Ib), exhibi
ted strong activities in vitro antitumor activities. Interestingly, po
ly(N-1-adamantylmaleimide) exhibited growth inhibitory values against
Cole 205, Hep G2, and SK-BR-3, similar to 5-Fluorouracil. It was noted
that poly(N-1-adamantylmaleimide) showed relatively lower cytoxicity
against Molt-4 cells than against Cole 205, Hep G2, and SK-BR-3 cells.
The decreasing antitumor activities against individual tumor cell lin
e were in the order Ia > Ib > IIa > IIb. This result shows that N-subs
tituents of maleimides play an important role in their antitumor activ
ity. Additionally, Ia and Ib show good in vitro activity against staph
ylococcus aureus ATCC 25923 while polymers IIa and IIb exhibited weak
activity against S. aureus ATCC 25923.