Next Article in Journal
Lewies, A., et al. The Potential Use of Natural and Structural Analogues of Antimicrobial Peptides in the Fight against Neglected Tropical Diseases. Molecules 2015, 20, 15392–15433
Previous Article in Journal
Anti-Oxidant, Anti-Aging, and Anti-Melanogenic Properties of the Essential Oils from Two Varieties of Alpinia zerumbet
Article Menu

Export Article

Open AccessArticle
Molecules 2015, 20(9), 16741-16756;

Insecticidal and Nematicidal Activities of Novel Mimosine Derivatives

Department of Bioscience and Biotechnology, The United Graduate School of Agricultural Sciences, Kagoshima University, Korimoto 1-21-24, Kagoshima 890-8580, Japan
Department of Agronomy, Faculty of Agriculture, Kasetsart University, Kamphaeng Saen Campus, Nakhon Pathom 73140, Thailand
Department of Bioscience and Biotechnology, Faculty of Agriculture, University of the Ryukyus, Senbaru 1, Nishihara-Cho, Okinawa 903-0213, Japan
Author to whom correspondence should be addressed.
Academic Editor: D. Hadjipavlou-Litina
Received: 11 August 2015 / Revised: 4 September 2015 / Accepted: 10 September 2015 / Published: 14 September 2015
(This article belongs to the Section Organic Chemistry)
Full-Text   |   PDF [787 KB, uploaded 14 September 2015]   |  


Mimosine, a non-protein amino acid, is found in several tropical and subtropical plants, which has high value for medicine and agricultural chemicals. Here, in continuation of works aimed to development of natural product-based pesticidal agents, we present the first significant findings for insecticidal and nematicidal activities of novel mimosine derivatives. Interestingly, mimosinol and deuterated mimosinol (D-mimosinol) from mimosine had strong insecticidal activity which could be a result of tyrosinase inhibition (IC50 = 31.4 and 46.1 μM, respectively). Of synthesized phosphoramidothionate derivatives from two these amino alcohols, two compounds (1a and 1b) showed high insecticidal activity (LD50 = 0.5 and 0.7 μg/insect, respectively) with 50%–60% mortality at 50 μg/mL which may be attributed to acetylcholinesterase inhibition. Compounds 1a and 1b also had strong nematicidal activity with IC50 = 31.8 and 50.2 μM, respectively. Our results suggest that the length of the alkyl chain and the functional group at the C5-position of phosphoramidothionates derived from mimosinol and d-mimosinol are essential for the insecticidal and nematicidal activities. These results reveal an unexplored scaffold as new insecticide and nematicide. View Full-Text
Keywords: mimosine; mimosinol; insecticidal; nematicidal; tyrosinase; acetylcholinesterase mimosine; mimosinol; insecticidal; nematicidal; tyrosinase; acetylcholinesterase

Graphical abstract

This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited (CC BY 4.0).

Share & Cite This Article

MDPI and ACS Style

Nguyen, B.C.Q.; Chompoo, J.; Tawata, S. Insecticidal and Nematicidal Activities of Novel Mimosine Derivatives. Molecules 2015, 20, 16741-16756.

Show more citation formats Show less citations formats

Related Articles

Article Metrics

Article Access Statistics



[Return to top]
Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert
Back to Top