Phenylpropanoid-rich Essential Oils of Piper Species from the Amazon and their Antifungal and Anti-cholinesterase Activities

The essential oils (EOs) from aerial parts of Piper aduncum, P. callosum and P. marginatum, collected from the Amazon region of Brazil, were analyzed by GC-MS and then evaluated for their antifungal and anticholinesterase activities. The essential oils were dominated by phenylpropanoids, such as dil...

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Bibliographic Details
Published in:Natural product communications 2016-12, Vol.11 (12), p.1907-1911
Main Authors: da Silva, Joyce Kelly R., Silva, Nayla N. S., Santana, Jessica Fernanda S., Andrade, Eloísa Helena A., Maia, José Guilherme S., Setzer, William N.
Format: Article
Language:English
Subjects:
Acetylcholinesterase - metabolism
Antifungal Agents - chemistry
Antifungal Agents - pharmacology
Brazil
Cholinesterase Inhibitors - chemistry
Cholinesterase Inhibitors - pharmacology
Cladosporium - drug effects
Cladosporium - growth & development
Gas Chromatography-Mass Spectrometry
Molecular Docking Simulation
Oils, Volatile - chemistry
Oils, Volatile - pharmacology
Phytochemicals - analysis
Phytochemicals - pharmacology
Piper - chemistry
Plant Components, Aerial - chemistry
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Summary:The essential oils (EOs) from aerial parts of Piper aduncum, P. callosum and P. marginatum, collected from the Amazon region of Brazil, were analyzed by GC-MS and then evaluated for their antifungal and anticholinesterase activities. The essential oils were dominated by phenylpropanoids, such as dillapiole (73.0%) in P. aduncum, safrole (66.0%) in P. callosum and 3,4-methylenedioxypropiophenone (21.8%) in P. marginatum. The analyzed oils showed low to moderate antifungal activity, with detection limits (DL) from 10 to 100 μg against Cladosporium cladosporioides and C. sphareospermum. In the anticholinesterase (AChE) evaluation, the oils of P. callosum (DL = 0.01 ng) and P. marginatum (DL = 0.01 ng) were one hundred times more potent than the standard physostigmine (DL = 1.0 ng). Molecular docking analysis showed that phenylpropanoids docked reasonably well with acetylcholinesterase and may be responsible for the anti-AChE activities of the Piper EOs. This is the first presentation about acetylcholinesterase inhibition by methylenedioxyphenyl-propanoids.
ISSN:1934-578X
1555-9475
DOI:10.1177/1934578X1601101233