초록
<P>2-<I>O</I>-Alkyl-<SMALL>L</SMALL>-ascorbic acids and 3-<I>O</I>-alkyl-<SMALL>L</SMALL>-ascorbic acids were synthesized, and their degranulation inhibitory activities were evaluated. Among ascorbic acid derivatives with butyl, octyl, dodecyl, hexadecyl, and octadecyl groups introduced at the C-2 or C-3 positions, an AA derivative with a dodecyl group introduced at the C-3 position, 3-<I>O</I>-dodecyl-<SMALL>L</SMALL>-ascorbic acid (compound <B>8</B>), showed the strongest inhibitory activity against antigen-stimulated degranulation. Compound <B>8</B> also inhibited calcium ionophore-stimulated degranulation. Compound <B>11</B>, in which the hydroxyl group at the C-6 position of compound <B>8</B> was substituted with an amino group, and compound <B>12</B>, in which the dodecyloxy group at the C-3 position of compound <B>8</B> was exchanged with a dodecylamino group, were synthesized, and these derivatives showed weaker inhibitory activity against antigen-stimulated degranulation than that of compound <B>8</B>. In addition, orally administered compound <B>8</B> inhibited passive cutaneous anaphylaxis reactions in mice with a potency equal to that of oxatomide, an antiallergic agent. These results suggest that compound <B>8</B> may be a candidate for antiallergic treatment.</P>