Monoterpene indole alkaloids from the stem bark of Mitragyna diversifolia and their acetylcholine esterase inhibitory effects

Xing-Fen Cao; Jun-Song Wang; Xiao-Bing Wang; Jun Luo; Hong-Ying Wang; Ling-Yi Kong

doi:10.1016/j.phytochem.2013.10.002

Monoterpene indole alkaloids from the stem bark of Mitragyna diversifolia and their acetylcholine esterase inhibitory effects

Phytochemistry. 2013 Dec:96:389-96. doi: 10.1016/j.phytochem.2013.10.002. Epub 2013 Oct 26.

Authors

Xing-Fen Cao¹, Jun-Song Wang, Xiao-Bing Wang, Jun Luo, Hong-Ying Wang, Ling-Yi Kong

Affiliation

¹ State Key Laboratory of Natural Medicines, Department of Natural Medicinal Chemistry, China Pharmaceutical University, 24 Tong Jia Xiang, Nanjing 210009, People's Republic of China.

PMID: 24169379
DOI: 10.1016/j.phytochem.2013.10.002

Abstract

Five monoterpene indole alkaloids, mitradiversifoline, with a unique rearranged skeleton, specionoxeine-N(4)-oxide, 7-hydroxyisopaynantheine, 3-dehydropaynantheine, and 3-isopaynantheine-N(4)-oxide, and 10 known ones, were isolated from Mitragyna diversifolia. All the isolates were evaluated for their inhibition of acetylcholinesterase activities, and four showed moderate activities, with IC50 values of 4.1, 5.2, 10.2, and 10.3 μM, respectively.

Keywords: Acetylcholinesterase inhibition; Indole alkaloids; MALGMJVUNHCIIJ-KPWJTKAOSA-N; Mitragyna diversifolia; NNCQFOGYRMXDQB-NQHWVDMSSA-N; OJKYJWDFFASHGX-YOOCQZJISA-N; Rubiaceae; VJJLRVDUFIKWCM-LEKKXJIISA-O; WJALLKXSRQIWHF-ATOZLQQRSA-N.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Acetylcholinesterase / drug effects*
Cholinesterase Inhibitors / chemistry
Cholinesterase Inhibitors / isolation & purification*
Cholinesterase Inhibitors / pharmacology*
Drugs, Chinese Herbal / chemistry
Drugs, Chinese Herbal / isolation & purification*
Drugs, Chinese Herbal / pharmacology*
Inhibitory Concentration 50
Mitragyna / chemistry*
Molecular Structure
Nuclear Magnetic Resonance, Biomolecular
Plant Bark / chemistry
Secologanin Tryptamine Alkaloids / chemistry
Secologanin Tryptamine Alkaloids / isolation & purification*
Secologanin Tryptamine Alkaloids / pharmacology*

Substances

Cholinesterase Inhibitors
Drugs, Chinese Herbal
Secologanin Tryptamine Alkaloids
Acetylcholinesterase