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- Title
Nematicidal Activity of 3-Acyltetramic Acid Analogues Against Pine Wood Nematode, Bursaphelenchus xylophilus.
- Authors
Hyo-Rim Lee; Sung-Chan Lee; Ji-Eun Lee; Seon-Mi Seo; Yong-Chul Jeong; Chan-Sik Jung; Moloney, Mark G.; Il-Kwon Park
- Abstract
Among 98 3-acyltetramic acid analogues, compounds 1c, 2c, 2f and 2g, showed >90% nematicidal activity against the pine wood nematode Bursaphelenchus xylophilus at a 10 μg/mL concentration. The nematicidal activities of compounds 1d, 1h, and 2k were a little lower at 88.0%, 85.8%, and 57.2% at a 10 μg/mL concentration, respectively. The nematicidal activity of emamection benzoate, widely used in Korea for the prevention of pine wilt disease, was 32.3% at a 10 μg/mL concentration. Other 3-acyltetramic acid analogues showed less than 30% nematicidal activity. A structure-activity relationship study indicated that the chain length of the C-acyl substituent was very important for high nematicidal activity. All active compounds had C13H27 or C11H23 acyl substituents, in two closely related groups with the common physicochemical properties of a polar surface area 57.6A², PSA (polar surface area) 7.8--8.6% and ClogP (calculated partition coefficient) 5.1--5.9 and a polar surface area 75--84A², PSA 11.1--11.6% and ClogP 4.7--5.1, respectively. Our study indicates that active 3-acyltetramic acid analogues could have potential as lead compounds for developing novel pine wood nematode control agents.
- Subjects
PINEWOOD nematode; BENZOATES; CONIFER wilt; TOXICOLOGY; ORGANISMS
- Publication
Molecules, 2017, Vol 22, Issue 9, p1568
- ISSN
1420-3049
- Publication type
Article
- DOI
10.3390/molecules22091568