Table 1.
Substituent patterns and antifungal activities of compounds at 50 μg/mL (72 h). *
| Compound | Linear growth inhibitory rates (means, %) ** | |||||||
|---|---|---|---|---|---|---|---|---|
| No. | R | A.A. | C.L. | P.O. | F.S. | V.M. | F.O.N. | F.O.V. |
| 1 | H | 56.8 h | 76.7 ef | 50.6 hi | 23.5 k | 32.4 l | 50.8 h | 25.6 m |
| 2 | o-F | 78.4 b | 95.1 a | 69.9 b | 85.4 b | 80.8 bc | 80.1 c | 71.3 c |
| 3 | m-F | 66.4 def | 86.9 bcd | 62.2 cdef | 48.5 ghij | 54.2 i | 44.1 i | 43.1 h |
| 4 | p-F | 78.4 b | 73.4 fg | 62.2 cdef | 59.7 def | 66.4 g | 71.1 de | 59.5 e |
| 5 | o-Cl | 84.1 a | 84.1 cd | 67.9 bc | 59.2 def | 72.9 ef | 74.0 f | 55.8 f |
| 6 | m-Cl | 68.3 d | 84.5 cd | 60.9 def | 62.1 de | 72.1 ef | 36.6 j | 34.9 ij |
| 7 | p-Cl | 78.4 b | 89.0 bc | 64.1 bcde | 55.8 defgh | 61.2 g | 74.0 f | 65.1 d |
| 8 | o-Br | 78.1 b | 92.0 ab | 82.3 a | 93.9 a | 71.7 ef | 91.7 b | 74.6 b |
| 9 | p-Br | 72.1 c | 69.4 g | 62.8 cde | 49.0 ghij | 55.5 i | 65.9 f | 61.5 e |
| 10 | o-I | 65.9 def | 81.6 de | 60.3 def | 55.3 defghi | 70.8 f | 67.3 ef | 52.8 f |
| 11 | m-I | 64.2 f | 84.9 cd | 59.0 defg | 54.3 efghi | 53.3 i | 28.5 k | 25.6 m |
| 12 | p-I | 60.6 g | 73.4 fg | 53.8 gh | 47.0 ij | 77.3 cd | 44.1 i | 43.6 h |
| 13 | o-CF3 | 64.0 f | 73.9 fg | 65.4 bcd | 53.8 efghi | 55.9 i | 48.4 hi | 48.2g |
| 14 | m-CF3 | 64.9 ef | 86.1 bcd | 63.5 cde | 47.5 hij | 47.2 j | 35.1 j | 31.3 kl |
| 15 | p-CF3 | 67.8 de | 87.7 bcd | 58.3 efg | 44.6 j | 38.5 k | 36.1 j | 33.8 jk |
| 16 | o-NO2 | 11.1 m | 4.0 l | 12.8 n | −12.2 n | 2.7 op | 5.3 m | 8.2 o |
| 17 | m-NO2 | 73.1 c | 73.9 fg | 70.4 b | 56.81 defg | 47.2 j | 56.9 g | 52.8 f |
| 18 | p-NO2 | 63.5 f | 60.8 h | 62.2 cdef | 58.7 def | 82.3 ab | 36.1 j | 37.9 i |
| 19 | o-Me | 51.0 i | 58.7 ghi | 32.7 l | −0.6 m | 2.3 p | 13.8 l | 10.8 o |
| 20 | m-Me | 11.6 m | 41.6 k | 19.2 m | 2.6 m | 11.6 n | 8.1 m | 11.3 o |
| 21 | p-Me | 60.1 g | 57.1 ghi | 35.3 kl | 13.5 l | 6.6 o | 33.2 j | 21.0 n |
| 22 | o-OH | 47.2 k | 53.8 ij | 44.9 ij | 53.4 fghi | 11.0 n | 25.2 k | 20.0 n |
| 23 | p-OH | 58.2 gh | 87.7b cd | 55.8 fgh | 73.3 c | 76.0 de | 35.1 j | 30.8 kl |
| 24 | p-OMe | 55.8 h | 57.5 hi | 46.8 i | 22.7 k | 25.0 m | 36.6 j | 29.7 l |
| SA | — | 47.7 jk | 58.7 hi | 40.7 jk | 56.4 defg | 69.1 fg | 50.5 h | 59.7 e |
| CH | — | 50.3 ij | 48.7 j | 50.1 hi | 63.5 d | 57.1 i | 63.2 f | 47.6 g |
| TBZ | — | 16.4 l | 9.3 l | 6.4 o | 81.5 b | 86.0 a | 100.0 a | 100.0 a |
* A.A., Alternaria alternate; C.L., Curvularia lunata; P.O., Pyricularia oryza; F.S., Fusarium solani; V.M., Valsa mali; F.O.N., Fusarium oxysporum sp. niveum; F.O.V., Fusarium oxysporum f. sp. vasinfectum. ** The differences between data with the different lowercase letters within a column are significant for the same tested fungus (p < 0.05).