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Two new compounds, (2 R,3 R,4 R)–3′,5′-dimethoxy-3,4,7,4′-tetrahydroxy-flavan (1) and 2-(4-hydroxy-3-methoxybenzoyl)-4-methoxy-benzaldehyde (2), together with 35 known phenolic compounds were obtained from the fruits of Amomum tsao-ko. Structures of the new compounds were elucidated on the basis of spectroscopic means, including 2D NMR, and high-resolution MS analysis. The isolated compounds were tested in vitro for their complement-inhibitory properties against the classical pathway (CP) and alternative pathway (AP). The results showed that 14 compounds exhibited anti-complementary activities against the CP and AP with CH 50  values of 0.42 - 4.43 mM and AP 50  values of 0.53 −1.51 mM. Preliminary mechanism studies showed that 1,7-bis(4-hydroxyphenyl)–4( E)-hepten-3-one (8) blocked C1q, C2, C3, C4, C5 and C9 components of the complement system, and hydroquinone (15) acted on C1q, C2, C3, C5 and C9 components.

Two New Compounds and Anti-complementary Constituents from Amomum tsao-ko