Antitermitic and antifungal properties of enantiopure linalool and furanoid linalool oxide confirmed in Lindera umbellata var. membranacea

IF 1.7 4区农林科学 Q2 MATERIALS SCIENCE, PAPER & WOOD

Journal of Wood Chemistry and Technology Pub Date : 2021-11-29 DOI:10.1080/02773813.2021.2004166

Manami Satoh, Norihisa Kusumoto, N. Matsui, R. Makino, K. Hashida, D. Arai, Yoshiaki Iiduka, T. Ashitani

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引用次数: 7

Abstract

Abstract In this study, antitermitic and antifungal activities of enantiopure linalool and linalool oxide (furanoid) in L. umbellata var. membranacea were evaluated with their racemates. Results of chiral analysis showed that linalool oxide in leaves dominated by (R)-linalool and in twigs dominated by (S)-linalool were (2R,5R)-trans- and (2R,5S)-cis-linalool oxide and (2S,5S)-trans- and (2S,5R)-cis-linalool oxide, respectively. All rac-, (R)-, and (S)-linalool at highest concentration showed termiticidal and antifeedant activities against Reticulitermes speratus. Antitermitic activities of linalool oxides differed depending on their stereostructures, and (2R,5R)-trans-linalool oxide showed the strongest termiticidal activity. (S)-linalool showed significantly stronger antifungal activity than that of rac- and (R)-linalool against Penicillium citrinum and Chaetomium globosum. Racemate of trans- and cis-linalool oxide showed potent activity against P. citrinum, Rhizopus oryzae, and C. globosum; however, the activity decreased in isolated pure enantiomers. These results suggest that linalool and linalool oxide exhibit different antitermitic and antifungal properties.

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对映纯芳樟醇和氧化呋喃类芳樟醇的抑菌抑菌作用

摘要本研究用对消旋体评价了伞状叶中对映纯芳樟醇和氧化芳樟醇(类呋喃酮)的抑菌活性。手性分析结果表明，在以(R)-芳樟醇为主的叶片和以(S)-芳樟醇为主的枝上，芳樟醇氧化物分别为(2R,5R)-反式和(2R,5S)-顺式芳樟醇氧化物和(2S,5S)-反式和(2S,5R)-顺式芳樟醇氧化物。所有rac-、(R)-和(S)-芳樟醇在最高浓度时均具有杀白蚁和拒食活性。芳樟醇氧化物的抑虫活性因其立体结构的不同而不同，其中(2R,5R)-反式芳樟醇氧化物的抑虫活性最强。(S)-芳樟醇对柑橘青霉和球毛菌的抑菌活性显著高于rac-和(R)-芳樟醇。反式和顺式氧化芳樟醇外消旋体对柑橘霉、米根霉和球孢霉具有较强的抗氧化活性;然而，分离的纯对映体的活性降低。这些结果表明，芳樟醇和氧化芳樟醇具有不同的抗菌和抗真菌性能。

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来源期刊

Journal of Wood Chemistry and Technology 工程技术-材料科学：纸与木材

CiteScore

3.70

自引率

20.00%

发文量

审稿时长

3 months

期刊介绍： The Journal of Wood Chemistry and Technology (JWCT) is focused on the rapid publication of research advances in the chemistry of bio-based materials and products, including all aspects of wood-based polymers, chemicals, materials, and technology. JWCT provides an international forum for researchers and manufacturers working in wood-based biopolymers and chemicals, synthesis and characterization, as well as the chemistry of biomass conversion and utilization. JWCT primarily publishes original research papers and communications, and occasionally invited review articles and special issues. Special issues must summarize and analyze state-of-the-art developments within the field of biomass chemistry, or be in tribute to the career of a distinguished researcher. If you wish to suggest a special issue for the Journal, please email the Editor-in-Chief a detailed proposal that includes the topic, a list of potential contributors, and a time-line.