Two new phenylalkanoids from the rhizomes of Zingiber officinale

Two new phenylalkanoids, 5-hydroxy-1-(4',5'-dihydroxy-3'-methoxy-phenyl)-decan-3-one and 1-(4',5'-dihydroxy-3'-methoxy-phenyl)-dec- 4-en-3-one, were isolated from the rhizomes of Chinese ginger (Zingiber officinale Roscoe (Zingiberaceae)). The structures of these new phenylalkanoids were elucidated by chemical and physical evidence.     

Cheritamine,A New N-Fatty Acyl Tryptamine and Other Constituents from the Stems of Annona cherimola

A new N-fatty acyl tryptamine, cheritamine ( 30 ), along with thirty-two compounds including nineteen benzenoids, p-hydroxybenzadehyde ( 1 ), p-hydroxybenzoic acid ( 2 ), methylparabene ( 3 ), 3-chlorobenzoic acid ( 4 ), vanillin ( 5 ), isovanillin ( 6 ), vanillic acid ( 7 ), isovanillic acid ( 8 ), methyl vanillate ( 9 ), methyl isovanillate ( 10 ), syringaldehyde ( 11 ), syringic acid ( 12 ), 3,4,5-trimethoxybenzoic acid ( 13 ), trans-methyl p-coumarate ( 14 ), ferulic acid ( 15 ), p-dihydrocoumaric acid ( 16 ), 3-(4-hydroxy-3,5-dimethoxyphenyl)-1,2-propanediol ( 17 ), 3,4,5 -trimethoxyphenyl-β-D-glucopyranoside ( 18 ) and thalictoside ( 19 ); one p-quinone, 2,6-dimethoxy-p-quinone ( 20 ); one purine, uridine ( 21 ); eight alkaloids, nicotinic acid ( 22 ), thalifoline ( 23 ), doryphornine ( 24 ), (–)-norstephalagine ( 25 ), (-)-romucosine ( 26 ), (+)-pronuciferine ( 27 ), (+)-norisocorydine ( 28 ) and oxoasimilobine (29) and three steroids, β-sitosterol-D-glucoside ( 31 ), stigmasterol-D-glucoside ( 32 ) and 6′-(β-sitosteryl-3-O-β-glucopyranosidyl)hexadecanoate ( 33 ), are isolated from the stems of Annona cherimola. These compounds were characterized and identified by physical and spectral evidence.     

A new phenylalkanoid from the rhizomes of Zingiber officinale

A new phenylalkanoid, (E)-3-hydroxy-1-(4'-dihydroxy-3',5'-dimethoxy-phenyl)-dodecan-6-en-5-one (1) was isolated from the rhizomes of Chinese ginger (Zingiber officinale Roscoe (Zingiberaceae)). The structure of this new phenylalkanoid was elucidated by chemical and physical evidences.     

Bio-functional constituents from the stems of Liriodendron tulipifera

Four known compounds have been isolated from the stems of Liriodendron tulipifera, and the structures of these pure constituents were determined using spectroscopic analysis. Isolated compounds were screened for free radical scavenging ability, metal chelating power assay and ferric reducing antioxidant power assay (FRAP). The anti-tyrosinase effects of L. tulipifera compounds were calculated the inhibition of hydroxylation of L-tyrosine to L-dopa according to an in vitro mushroom tyrosinase assay. The study also examined the bio-effects of the four compounds on the human melanoma A375.S2, and showed that liriodenine (1) and (-)-norglaucine (4) significantly inhibited the proliferation of melanoma cells in the cell viability assay. Wound healing results indicated that liriodenine (1), (-)-glaucine (3) and (-)-norglaucine (4) exerted anti-migration potential. Interestingly, (-)-glaucine (3), neither liriodenine (1) nor (-)-norglaucine (4) showed promising anti-migration potential without inducing significant cytotoxicity. Furthermore, a dramatically increased level of intracellular reactive oxygen species (ROS) was detected from (-)-glaucine (3). The cell cycle assessment demonstrated a moderate G2/M accumulation by (-)-glaucine (3). The above results revealed the anti-cancer effects of L. tulipifera compounds, especially on the anti-migration ability indicating the promising chemopreventive agents to human skin melanoma cells.