A novel diphenylbutenoid-type compound from the rhizomes of Zingiber montanum (J.Koenig) Link ex A.Dietr. (Zingiberaceae).

From the EtOAc-soluble extract of the rhizomes of Zingiber montanum (J.Koenig) Link ex A.Dietr., a novel diphenylbutenoid, montadinin A ( 1 ) and a previously unreported phenylbutenoid compound, 1-(3,4-dimethoxyphenyl)but-3-en-2-ol ( 7 ), in natural source were isolated. Additionally, seven known phenylbutenoids were also identified. The structures of all compounds were elucidated through NMR spectroscopic interpretation. Compounds cis -3-(3,4-dimethoxyphenyl)-4-[( E )-3,4-dimethoxystyryl]cyclohex-1-ene ( 2 ), cis -4-[( E )-3,4-dimethoxystyryl]-3-(2,4,5-trimethoxyphenyl)cyclohex-1-ene ( 3 ), trans -3-(3,4,-dimethoxyphenyl)-4-[( E )-2,4,5-trimethoxystyryl]cyclohex-1-ene ( 5 ), and cis -3-(3,4-dimethoxyphenyl)-4-[( Z )-2,4,5-trimethoxylstyryl]cyclohex-1-ene ( 6 ) showed weak cytotoxicity against HepG2 cells with IC 50 values of 122.9, 127.3, 257.5, and 168.5  µ M, respectively.