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Table 1 Larvicidal activity of the terpenes, terpenoids and related compounds against Cx. quinquefasciatus

From: In vitro and in silico studies of terpenes, terpenoids and related compounds with larvicidal and pupaecidal activity against Culex quinquefasciatus Say (Diptera: Culicidae)

 

Assays

Larvicidal activity (µg/mL)

III

IV

Pupaes

Molecules

Classification

LC50

LC50

LC50

1

p-Anisaldehyde

Benzaldehyde

18.0 (15.5–20.4)

18.8 (16.9–20.6)

96.4 (92.5–100.2)

2

Canphor

Bicyclic monoterpenoid

22.3 (21.6–23.9)

25.8 (23.6–27.9)

245.1 (234.6–255.5)

3

3-Carene

Bicyclic monoterpene

24.7 (23.7–25.7)

25.5 (24.3–26.7)

105.5 (101.8–109.1)

4

Carvacrol

Cyclic monoterpenoid

5.5 (5.28–5.72)

7.7 (7.3–8.1)

53.2 (51.8–54.5)

5

Carveol

Cyclic monoterpenoid

103.0 (99.4–109.9)

104.6 (102.0–107.2)

249.0 (241.8–256.1)

6

Carvomenthol

Cyclic monoterpenoid

198.2 (183.69–212.71)

219.8 (206.6–232.9)

452.2 (435.2–469.1)

7

(+)-Carvone

Cyclic monoterpenoid

150.2 (149.0–151.4)

150.2 (145.5–154.8)

500.6 (495.0–506.1)

8

Carvotanacetol

Cyclic monoterpenoid

152.3 (148.2–156.8)

198.3 (192.1–204.44)

245.1 (238.1–252.0)

9

β-Caryophyllene

Bicyclic sesquiterpene

45.6 (43.8–47.2)

47.7 (42.2–52.9)

222.3 (216.8–27.7)

10

Citronellal

Acyclic monoterpenoid

105.3 (98.3–102.3)

124.9 (123.2–125.6)

549.2 (557.35–565.5)

11

β-Citronellol

Acyclic monoterpenoid

90.4 (88.9–91.9)

94.8 (93.4–95.2)

203.1 (198.44–207.76)

12

m-Cresol

Phenolic derivative

60.0 (58.8–61.2)

60.6 (59.3–61.9)

107.7 (104.94–110.4)

13

o-Cresol

Phenolic derivative

54.8 (53.6–56.0)

54.4 (53.8–54.0)

105.6 (103.4–107.7)

14

Cuminaldehyde

Benzaldehyde

23.0 (22.0–24.0)

23.9 (22.0–25.8)

95.4 (91.1–99.6)

15

p-Cimene

Cyclic monoterpene

23.1 (22.3–24.9)

24.0 (23.8–26.2)

306.3 (298.4–314.1)

16

trans-Dihydrocarvone

Cyclic monoterpene

345.0 (340.8–350.1)

361.3 (346.2–366.4)

708.6 (698.1–719.1)

17

3,4-Dimethylcumene

Phenolic derivative

35.6 (33.5–37.7)

47.7 (46.2–49.2)

105.5 (101.9–109.1)

18

Eucalyptol

Bicyclic monoterpenoid

48.0 (47.9–49.1)

44.4 (43.3–45.5)

92.9 (86.2–99.6)

19

Geranial

Acyclic monoterpenoid

52.2 (51.1–53.3)

53.4 (49.9–56.8)

193.9 (186.8–200.9)

20

Geraniol

Acyclic monoterpenoid

20.4 (19.78–21.02)

20.4 (19.4–21.3)

104.6 (101.9–107.2)

21

Germacrene-D

Sesquiterpene

45.4 (44.3–46.6)

45.6 (46.71–47.49)

229.0 (222.7–235.2)

22

α-Humulene

Bicyclic sesquiterpene

100.5 (98.2–102.7)

101.8 (100.0–103.5)

508.3 (497.17–519.43)

23

Hydrocarvone

Cyclic monoterpene

1351.6 (1228.68–1474.5)

1470.9 (1347.9–1592.9)

> 2000

24

Hydrodihydrocarvone

Cyclic monoterpenemonoterpene

1416.5 (1152.4–1680.1)

1628.2 (1364.6–1889.3)

> 2000

25

3-Isopropylphenol

Cyclic monoterpene

21.3 (20.9–21.6)

23.1 (21.2–24.9)

100.2 (96.4–104.4)

26

Isoborneol

Bicyclic monoterpenoid

91.9 (89.7–94.0)

97.1 (94.1–100.1)

206.1 (199.7–213.5)

27

Isopulegol

Cyclic monoterpene

247.4 (234.4–250.9)

297.3 (290.2–304.3)

610.8 (604.6–616.9)

28

trans-Isopulegone

Cyclic monoterpene

529.1 (510.1–537.1)

538.8 (530.7–546.8)

908.6 (896.2–920.9)

29

Lavandullol

Acyclic monoterpenoid

52.2 (51.0–53.3)

56.5 (53.3–59.9)

238.7 (224.6–252.7)

30

Limonene

Cyclic monoterpene

24.2 (23.4–24.9)

27.3 (23.3–28.2)

98.4 (95.4–101.4)

31

Linalool

Acyclic monoterpenoid

26.8 (26.0–27.5)

30.7 (29.7–31.6)

249.0 (241.8–256.1)

32

Menthol

Cyclic monoterpenoid

443.6 (432.3–443.2)

404.1 (381.1–427.0)

529.1 (521.0–537.1)

33

Menthone

Cyclic monoterpenoid

500.6 (495.0–506.1)

508.9 (500.8–516.9)

878.5 (867.4–889.5)

34

Myrcene

Acyclic monoterpene

19.5 (18.5–20.4)

19.1 (18.0–20.2)

31.8 (30.2–33.2)

35

Neoisopulegol

Cyclic monoterpenoid

458.4 (450.2–466.6)

554.2 (545.6–562.7)

908.6 (896.2–920.9)

36

(−)-Perillaldehyde

Cyclic monoterpenoid

95.9 (94.8–97.0)

115.8 (113.0–118.6)

429.1 (422.9–435.22)

37

Phellandrene

Cyclic monoterpene

490.7 (483.1–498.2)

554.3 (545.8–563.0)

908.6 (896.3–920.9)

38

α-Pinene

Bicyclic monoterpene

24.4 (23.2–25.5)

25.5 (22.0–28.97)

98.4 (95.4–101.4)

39

β-Pinene

Bicyclic monoterpene

19.6 (18.82–20.38)

24.3 (22.8–25.7)

96.9 (89.9–103.9)

40

(+)–Pulegone

Cyclic monoterpenoid

168.7 (665.8–171.59)

188.1 (185.29–190.91)

496.2 (490.4–501.9)

41

Rotundifolone

Cyclic monoterpenoid

58.9 (57.8–59.9)

62.5 (61.5–63.5)

287.4 (279.4–295.3)

42

Sabinene

Bicyclic monoterpene

53.7 (51.9–55.4)

59.0 (58.3–60.7)

268.0 (262.5–273.0)

43

α-Terpinene

Cyclic monoterpene

13.8 (12.9–14.7)

13.6 (12.8–14.3)

209.5 (204.0–214.9)

44

γ-Terpinene

Cyclic monoterpenemonoterpene

45.4 (44.3–46.5)

56.8 (55.7–57.9)

287.4 (280.2–294.6)

45

4-Terpineol

Cyclic monoterpenoid

94.2 (91.1–97.3)

97.7(90.6–104.8)

201.8 (195.6–208.0)

46

α-Terpineol

Cyclic monoterpenoid

95.9 (93.8–98.0)

98.4 (95.3–101.4)

206.1 (198.4–213.7)

47

β-Terpineol

Cyclic monoterpenoid

101.3 (99.5–103.0)

107.4 (103.9–110.8)

508.3 (497.1–519.43)

48

γ-Terpineol

Cyclic monoterpenoid

100.5 (98.3–102.7)

103.6 (100.0–109.9)

4965.5 (4949.1–4981.9)

49

Terpinolene

Cyclic monoterpene

20.4 (19.6–21.2)

18.6 (16.9–20.2)

107.4 (103.9–110.8)

50

Thymol

Cyclic monoterpenoid

11.1 (10.28–11.9)

12.2 (11.7–12.7)

111.4 (108.5–114.2)

Tx

Temephos H

Organophosphorus

2.1 (1.8–2.5)

5.6 (4.1–6.7)

34.0 (29.1–39.0)

  1. In parenthesis, 95% confidence intervals, compounds activity is considered significantly different when the 95% CI fail to overlap