Table 1.
Structure–activity relationships of [2.2]paracyclophane derivatives.
| No | Compound | Ranka | Nematocyst dischargeb | Toxicityc | |
|---|---|---|---|---|---|
| [50 µM] | [10 µM] | [10 µM] | |||
| 1 | 1 | 1 | 0 | 0 | N |
| 2 | 4 | –d | 0 | 0 | N |
| 3 | 5 | – d | 3 | 10 | N |
| 4 | 6 | 0 | 0 | 10 | Y |
| 5 | 7 | 2 | 0 | 0 | Y |
| 6 | 8 | 0 | 7 | 10 | N |
| 7 | 9 | – d | 0 | 0 | N |
| 8 | 10 | 0 | 3 | 10 | Y |
| 9 | 11 | 0 | 0 | 0 | N |
| 10 | 12 | 3 | 10 | 10 | N |
| 11 | 13 | 0 | 10 | 10 | N |
| 12 | 14 | 1 | 0 | 10 | N |
| 13 | 15 | 0 | 0 | 7 | N |
| 14 | 16 | 1 | 0 | 0 | N |
| 15 | 17 | – d | 10 | 10 | N |
aIndication after primary assay (10 µM): 0 = no prey capture in all animals tested (highly active) to 3 = prey capture in all animals as in control (no activity).
bObservations were recorded as means of biological triplicates using a well of 10 animals according to 0 = nematocyst discharge in no animal (high effect) to 10 = nematocyst discharge in all animals (no effect).
cToxicity was recorded after 24 h at a concentration of 10 µM: Y = toxicity observed, N = no toxicity observed; toxicity included categories 2–5 (see figure legend Fig. 1).
dWas not included in the primary assay.