4698
R. Sun et al. / Bioorg. Med. Chem. Lett. 20 (2010) 4693–4699
Table 1 (continued)
Compound
X
R1
R2
Toxicities against Oriental armyworm
Toxicities against mosquito
Concentration (mg LÀ1
Larvicidal activity (%)
Concentration (mg LÀ1
)
Larvicidal activity (%)
)
50
25
10
50
30
10
0.1
20
H3C
5
2.5
1
0.5
0.25
100
50
25
200
50
0
a
16
17
2-F
H
C(CH3)3
100
100
90
/
/
10
100
100
90
/
/
18
19
0
/
/
/
/
100
100
80
25
10
Flucycloxuron
10
5
95
90
50
10
0
100
100
50
0.1
100
100
15
0.05
0.025
0.01
2.5
1.0
0.5
2.5
1.0
0.5
0.25
0
B
0.01
100
75
15
0
0.005
0.0025
0.001
0
a /: This compound was not tested.
Table 2
Larvicidal activities against diamondback moth, beet armyworm and corn borer of
compound 6, 16 and Flucycloxuron
moiety in the structure was important to the larvicidal activities
against Oriental armyworm. Compounds 6 and 16 exhibited much
better larvicidal activities against diamondback moth and beet
armyworm than Flucycloxuron but similar larvicidal activity
against corn borer with Flucycloxuron. Surprisingly, compound 6
and 16 showed insect-selective activities towards diamondback
moth, beet armyworm and corn borer.
Compound
Toxicities against
Toxicities against
Toxicities
diamondback moth beet armyworm
against born
borer LC50
LC50 (mg LÀ1
)
LC50 (mg LÀ1
)
(mg LÀ1
)
6
16
2.75
0.57
4.32
3.37
101.55
7.59
10.02
9.25
Flucycloxuron 72.92
Acknowledgments
vicidal activities against diamondback moth and beet armyworm
than Flucycloxuron from the LC50 values. However, compounds
6, 16, and Flucycloxuron displayed similar stomach activities
against corn borer from the values of LC50. The result that the
stomach activity of compound 16 against diamondback moth
was four times higher than that of compound 6, at the same time,
the stomach activities of compounds 6 and 16 against beet army-
worm and corn borer were at the same level. The different stomach
activities of compounds 6 and 16 toward diamondback moth, beet
armyworm and corn borer indicated that compounds 6 and 16
showed insect-selective activities although three tested insects
all belong to the same insect order.
This work was supported by the National Key Project for Basic
Research (2010CB126106) and the National Natural Science Foun-
dation of China (20672064).
Supplementary data
Supplementary data associated with this article can be found, in
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