Synthesis of Physiologically Active Substances, part VII. Synthesis of Terpenyl Amides with Monoterpene Groups and Their Evaluation as Mosquito Repellents.

Nomura, Masato; Hirokawa, Takashi; Fujihara, Yoshihito; Takei, Yasuharu; Yamamoto, Ryō

doi:10.1271/nogeikagaku1924.67.693

Cited by 2 publications

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“…As a secondary metabolite associated with medicinal essential oils, myrtenal has received growing interest in the investigation for its bioactive properties and was found to exhibit a broad spectrum of activities, such as anticancer [ 5 , 6 , 7 ], antimicrobial [ 1 ], acetylcholinesterase inhibitory [ 8 ], antimalarial [ 9 ], black bean aphid repellent [ 10 ], and bark beetle semiochemical [ 11 , 12 ] activities. Also, some myrtenal-based amide derivatives were synthesized by Nomura et al, and they were found to display insecticidal, mosquito repellent, and herbicidal activities [ 13 , 14 , 15 ]. Based on its bioactive property and chemical reactivity, myrtenal deserves further study for pharmaceutical or agrochemical use.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Antifungal Activity of Novel Myrtenal-Based 4-Methyl-1,2,4-triazole-thioethers

et al. 2017

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A series of novel myrtenal derivatives bearing 1,2,4-triazole moiety were designed and synthesized by multi-step reactions in an attempt to develop potent antifungal agents. Their structures were confirmed by using UV-vis, FTIR, NMR, and ESI-MS analysis. Antifungal activity of the target compounds was preliminarily evaluated by the in vitro method against Fusarium oxysporum f. sp. cucumerinum, Physalospora piricola, Alternaria solani, Cercospora arachidicola, and Gibberella zeae at 50 µg/mL. Compounds 6c (R = i-Pr), 6l (R = o-NO2 Bn), and 6a (R = Et) exhibited excellent antifungal activity against P. piricola with inhibition rates of 98.2%, 96.4%, and 90.7%, respectively, showing better or comparable antifungal activity than that of the commercial fungicide azoxystrobin with a 96.0% inhibition rate, which served as a positive control.

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