Aporphine alkaloids from Piper erecticaule and acetylcholinesterase inhibitory activity

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 β-sitosterol, β-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.Resumen: Se estudiaron por primera vez los constituyentes químicos y actividad biológica de las partes aéreas de Piper erecticaule C.DC. El fraccionamiento y la purificación de los extractos proporcionaron aristolactama AII (1), aristolactama BII (2), piperolactama A (3), piperolactama C (4), piperolactama D (5), junto con terpenoides de β-sitosterol, β-sitostenona, taraxerol, y el lupeol. Las estructuras de estos compuestos se obtuvieron mediante el análisis de sus datos espectroscópicos, así como mediante la comparación con datos ya informados. La actividad inhibidora de la acetilcolinesterasa reveló que los compuestos 1 y 3 mostraron un potente efecto inhibidor de la AChE con un porcentaje de inhibición del 75.8% y 74.8%, respectivamente. Este artículo puede ser citado como / This article must be cited as: WMNHW Salleh, N Abdullah, NA Hashim, HY Khong, S Khamis. 2019 Aporphine alkaloids from Piper erecticaule and acetylcholinesterase inhibitory activity. Bol Latinoam Caribe Plant Med Aromat 18 (5): 527 -532.

Assessment of Contact Toxicity and Repellent Effects of Essential Oils from Piper Plants Piper yunnanense and Piper boehmeriifolium against Three Stored‐Product Insects

“…Recent research studies exhibited similar findings to this result, confirming lots of EOs from Piper species such as Piper marginatum , [26] Piper dumosum , [27] Piper aleyreanum [27] and Piper maingayi [28] were distinguished by their richness of sesquiterpenes. In detail, β‐caryophyllene, isocaryophyllene, biclyclogermacrene, δ‐cadinene, α‐copaene, aromadendrene were the most frequently found sesquiterpenoids [29–33] . Notably, it has also been mentioned that compounds with sesquiterpenic structure might took responsibilities for the special pepper aroma of our samples [34] …”

“…In detail, β-caryophyllene, isocaryophyllene, biclyclogermacrene, δ-cadinene, α-copaene, aromadendrene were the most frequently found sesquiterpenoids. [29][30][31][32][33] Notably, it has also been mentioned that compounds with sesquiterpenic structure might took responsibilities for the special pepper aroma of our samples. [34] A large number of compounds were detected in the chemical composition of EOs from P. boehmeriifolium in earlier researches.…”

The isolation-biological activities (2014–2022), bio, semi, total synthesis (1978–2022) and SAR studies of a potential naturally engineered scaffold aristolactam

“…29). 59 According to the authors’ knowledge, the aporphine alkaloids, which are highly significant chemotaxonomic components within the genus Piper , were isolated from the P. erecticaule plant for the first time. Interestingly, aristolactam AII 43 and piperolactam A 50 exhibited strong AChE inhibitory activities with the percentage inhibition of 75.8% and 74.8%, respectively (aristolactam AII 43 and piperolactam A 50 , interestingly, both exhibited strong AChE inhibitory actions, with respective percentage inhibitions of 75.8% and 74.8%), whereas other compounds aristolactam BII 44 , piperolactam C 53 , and piperolactam D 64 also demonstrated potent AChE inhibitory activity with the percentage inhibition values ranging from 60.1–65.2%.…”

Chemical constituents of the leaves of Actinodaphne pruinosa

“…The new compound also exhibited significant cytotoxicity against P-388 murine leukemia cells. In continuation of our search for bioactive compounds from Malaysian flora [10][11][12][13][14], we have investigated a phytochemical study on the leaves part of A. pruinosa.…”