초록
<P>Patumantanes A-D (<B>1</B>-<B>4</B>), four new <I>seco</I>-polycyclic polyprenylated acylphloroglucinols (PPAPs) were isolated from <I>Hypericum patulum</I>. Patumantane A (<B>1</B>) was an unprecedented 1,2-<I>seco</I>-homoadamantane-type PPAP bearing a new 3,7-dioxatetracyclo[7.7.0.0<SUP>1,6</SUP>.1<SUP>11,15</SUP>]heptadecane architecture based on a 6/7/5/6 ring system. Patumantane B (<B>2</B>) was a unique 1,9-<I>seco</I>-adamantane-type PPAP with a tricyclo[4.4.4.0.0<SUP>2,12</SUP>]tridecane core formed by a 6/6/6 carbon skeleton, and the further breakage between C-5 and C-9 decorated patumantane C (<B>3</B>) with the 9-<I>nor</I>-adamantane skeleton. More importantly, compounds <B>2</B> and <B>3</B> exhibited moderate immunosuppressive activity on Con A-induced T-lymphocyte proliferation <I>in vitro</I>, with IC<SUB>50</SUB> values of 5.6 ± 1.2 and 11.2 ± 1.2 μM, respectively.</P><BR>[FIG OMISSION]</BR>