ABSTRACT
Chemical constituents and biological activities of the aerial parts of Piper erecticaule C.DC. have been studied for the first time. Fractionation and purification of the extracts afforded aristolactam AII (1), aristolactam BII (2), piperolactam A (3), piperolactam C (4), piperolactam D (5), together with terpenoids of ß-sitosterol, ß-sitostenone, taraxerol, and lupeol. The structures of these compounds were obtained by analysis of their spectroscopic data, as well as the comparison with that of reported data. Acetylcholinesterase inhibitory activity revealed that compounds 1 and 3 showed strong AChE inhibitory effects with the percentage inhibition of 75.8% and 74.8%, respectively.
Se estudiaron por primera vez los constituyentes quiÌmicos y actividad bioloÌgica de las partes aeÌreas de Piper erecticaule C.DC. El fraccionamiento y la purificacioÌn de los extractos proporcionaron aristolactama AII (1), aristolactama BII (2), piperolactama A (3), piperolactama C (4), piperolactama D (5), junto con terpenoides de ß-sitosterol, ß-sitostenona, taraxerol, y el lupeol. Las estructuras de estos compuestos se obtuvieron mediante el anaÌlisis de sus datos espectroscoÌpicos, asiÌ como mediante la comparacioÌn con datos ya informados. La actividad inhibidora de la acetilcolinesterasa reveloÌ que los compuestos 1 y 3 mostraron un potente efecto inhibidor de la AChE con un porcentaje de inhibicioÌn del 75.8% y 74.8%, respectivamente.
Subject(s)
Aporphines/pharmacology , Acetylcholinesterase/drug effects , Plant Extracts/chemistry , Cholinesterase Inhibitors/pharmacology , Piper/chemistry , Alkaloids/pharmacology , Aporphines/chemistry , Terpenes/isolation & purification , Cholinesterase Inhibitors/chemistry , Indole Alkaloids/chemistry , Alkaloids/chemistry , Lactams/chemistryABSTRACT
PURPOSE: The aim of this study was to investigate acetylcholinesterase (AChE), butyrylcholinesterase (BChE) and antityrosinase activities of extracts from ten Piper species namely; P. caninum, P. lanatum, P. abbreviatum, P. aborescens, P. porphyrophyllum, P. erecticaule, P. ribesioides, P. miniatum, P. stylosum, and P. majusculum. METHODS: Anticholinesterase and antityrosinase activities were evaluated against in vitro Ellman spectroscopy method and mushroom tyrosinase, respectively. RESULTS: The EtOAc extract of P. erecticaule showed the highest AChE and BChE inhibitory with 22.9% and 70.9% inhibition, respectively. In antityrosinase activity, all extracts of P. porphyrophyllum showed the highest inhibitory effects against mushroom tyrosinase, compared to standard, kojic acid. CONCLUSION: This study showed that P. erecticaule and P. porphyrophyllum have potential AChE/BChE and tyrosinase inhibition activities. The respective extracts can be explored further for the development of novel lead as AChE/BChE and tyrosinase inhibitors in therapeutic management of Alzheimer's disease.
ABSTRACT
The reaction of 5,6-(2,2-dimethyl-chroman-yl)-2-hy-droxy-4-meth-oxy-acetophenone and 3,4-bis-(meth-oxy-meth-yloxy)benzaldehyde affords the intense orange title chalcone derivative, C(25)H(30)O(8). The two benzene rings are connected through a -C(=O)-CH=CH- (propenone) unit, which is in an E conformation; the ring with the hy-droxy substitutent is aligned at 19.5â (2)° with respect to this unit, whereas the ring with the meth-oxy-meth-yloxy substituent is aligned at 9.3â (3)°. The dihedral angle between the rings is 19.38â (10)°. The hy-droxy group engages in an intra-molecular O-Hâ¯O hydrogen bond with the carbonyl O atom of the propenone unit, generating an S(5) ring.
ABSTRACT
The reaction of 5,6-(2,2-dimethyl-chromane)-2-hy-droxy-4-meth-oxy-acetophenone and 3,4-methlene-dioxy-benzaldehyde affords the title chalcone derivative, C(22)H(22)O(6). The two benzene rings are connected through a -C(=O)-CH=CH- (propenone) unit, which is in an E conformation; the ring with the hy-droxy substitutent is aligned at 6.2â (1)° with respect to this unit, whereas the ring with the methyl-enedi-oxy substituent is aligned at 8.2â (1)°. The dihdral angle between the rings is 14.32â (7)°. The hy-droxy group engages in an intra-molecular hydrogen bond with the carbonyl O atom of the propenone unit, generating an S(5) ring.
