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Methylpiperate derivatives from Piper longum and their inhibition of monoamine oxidase

Authors
Lee, Seon A.Hwang, Ji SangHan, Xiang HuaLee, ChulLee, Min HeeChoe, Sang GilHong, Seong SuLee, DonghoLee, Myung KooHwang, Bang Yeon
Issue Date
Jun-2008
Publisher
PHARMACEUTICAL SOC KOREA
Keywords
Piper longum; Piperaceae; methylpiperate; monoamine oxidase inhibitor
Citation
ARCHIVES OF PHARMACAL RESEARCH, v.31, no.6, pp.679 - 683
Indexed
SCIE
SCOPUS
KCI
Journal Title
ARCHIVES OF PHARMACAL RESEARCH
Volume
31
Number
6
Start Page
679
End Page
683
URI
https://scholar.korea.ac.kr/handle/2021.sw.korea/123506
DOI
10.1007/s12272-001-1212-7
ISSN
0253-6269
Abstract
We have previously reported that piperine, a known piperidine alkaloid from Piper longum, competitively inhibited mouse brain MAO-A and MAO-B activities. Piperine also showed in vivo antidepressant-like activity against the tail suspension test. In the present study, we further expanded on the identification of MAO inhibitors from the fruit of R longum. Activity-guided fractionation of a methylene chloride soluble extract led to the isolation of three known piperine-related compounds, methylpiperate (1), guineensine (2), and piperlonguminine (3). Of these, methylpiperate (1) and guineensine (2) showed significant MAO inhibitory activities with IC50 values of 3.6 and 139.2 mu M, respectively. Furthermore, methylpiperate (1) exhibited a selective inhibitory effect against MAO-B (IC50 value: 1.6 mu M) than MAO-A (IC50 value: 27.1 mu M). The kinetic study using the Lineweaver-Burk plots analysis suggested that methylpiperate (1) competitively inhibits MAO-A and MAO-B activities with the Ki values of 23.5 and 1.3 mu M, respectively.
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