Photoactivated insecticidal thiophene derivatives from Xanthopappus subacaulis

Three new photoactivated insecticidal thiophene derivatives, xanthopappins A-C (1-3), were isolated from Xanthopappus subacaulis, along with three known thiophene acetylenes, 5-hydroxymethyl-2-(E)-hept-5-ene-1,3-diynylthiophene (4), 5-(1,2-dihydroxyethyl)-2-(E)-hept-5-ene-1,3-diynylthiophene (5), and 5-(1,2-diacetoxyethyl)-2-(E)-hept-5-ene-1,3-diynylthiophene (6). The structures of 1-3 were elucidated by spectroscopic methods. Compounds 1-6 exhibited significant photoactivated insecticidal activity against the fourth-instar larvae of the Asian tiger mosquito.