Summary
The parsnip webworm,Depressaria pastinacella (Lepidoptera: Oecophoridae), feeds exclusively on apiaceous hostplants containing furanocoumarins, compounds capable of oxygen-dependent and oxygen-independend photosensitization. Despite high titers of antioxidant enzymes relative to other herbivorous insects, webworms cannot tolerate nonhost photosensitizers such as alpha-terthienyl or beta-carboline alkaloids at dietary concentrations of 0.01% or less. Tolerance of skimmianine, a furano-quinoline alkaloid, may be due to its structural resemblance to furanocoumarins, which are metabolized by cytochrome P450 monooxygenases in this species.
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Ahmad S, Pritsos CA, Bowen SM, Kirkland KE, Blomquist GJ, Pardini RS (1987) Activities of enzymes that detoxify superoxide anion and related toxic oxyradicals inTrichoplusia ni. Arch Insect Biochem Physiol 6:85–96
Altamirano-Dimas M, Hudson JB, Towers GHN (1986) Induction of cross-links in viral DNA by naturally occurring photosensitizers. Photochem Photobiol 44:187–192
Arnason T, Chan GFQ, Wat CK, Downum K, Towers GHN (1981) Oxygen requirement for near-UV mediated cytotoxicity of alpha-terthienyl toEscherichia coli andSaccharomyces cerevisiae. Photochem Photobiol 33:821–824
Berenbaum M (1981) Effects of linear furanocoumarins on an adapted specialist insect(Papilio polyxenes). Ecol Entomol 6:345–351
Berenbaum M (1985) Brementown revisited: allelochemical interactions in plants. Rec Adv Phytochem 19:139–169
Berenbaum M (1987) Charge of the light brigade: insect adaptations to phototoxins. Pp 206–216in Heitz J, Downum K (eds) Light Activated Pesticides. ACS Symposium Series No. 339. Washington DC: American Chemical Society
Berenbaum MR, Zangerl AR, Nitao JK (1986) Constraints on coevolution: wild parsnips and the parsnip webworm. Evolution 40:1215–1228
Blan QA, Grossweiner LI (1987) Singlet oxygen generation by furocoumarins: effect of DNA and liposomes. Photochem Photobiol 45:177–183
Chae KH, Ham HS (1986) Production of singlet oxygen and superoxide anion radicals by beta-carbolines. Bull Korean Chem Soc 7:478–479
Champagne DE, Arnason JT, Philogene BJR, Morand P, Lam J (1986) Light-mediated allelochemical effects of naturally occurring polyacetylenes and thiophenes from Asteraceae on herbivorous insects. J Chem Ecol 12:835–858
Downum KR, Hancock REW, Towers GNH (1982) Mode of action of alpha-terthienyl onEscherichia coli; evidence for a photodynamic effect on membranes. Photochem Photobiol 36:517–523
Downum KR, Rodriguez E (1986) Toxicological action and ecological importance of plant photosensitizers. J Chem Ecol 12:823–834
Downum KR, Rosenthal GA, Towers GHN (1984) Phototoxicity of the allelochemical, alpha-terthienyl, to larvae ofManduca sexta (L.) (Sphingidae). Pest Biochem Physiol 22:104–109
Heininger E (1989) Effects of furocoumarin and furoquinoline allelochemicals on host-plant utilization by Papilionidae. Doctoral dissertation, University of Illinois at Urbana-Champaign
Hodges RW (1974) Gelechioidea Oecophoridae. The Moths of America North America, Fascicle 6.2. London: E. W. Classey Ltd
Ivie GW, Bull DL, Beier RC, Pryor NW, Oertli EH (1983) Metabolic detoxification: mechanism of insect resistance to plant psoralens. Science 221:374–376
Joshi PC, Pathak MA (1983) Production of singlet oxygen and superoxide radicals by psoralens and their biological significance. Biochem Biophys Res Commun 112:638–646
Kagan J, Bazin M, Santus R (1989) Photosensitization with terthienyl: the formation of superoxide ion in aqueous media. J Photochem Photobiol B: Biology 3:165–174
Kagan J, Chan G (1983) The photoovicidal activity of plant components towardDrosophila melanogaster. Experientia 39:402–403
Kagan J, Szcepanski P, Bindokas V, Wulff WD, McCallum JS (1986) Delayed phototoxic effects of 8-methoxypsoralen, khellin, and sphondin inAedes aegypti. J Chem Ecol 12:899–914
Knox JP, Samuels RI, Dodge DA (1987) Photodynamic action of hypericin. Pp 265–270in Heitz JR, Downum KR (eds) Light-Activated Pesticides. ACS Symposium Series No. 339. Washington: American Chemical Society
Larson RA (1986) Insect defenses against phototoxic plant chemicals. J Chem Ecol 12:859–870
Larson RA, Marley KA, Tuveson RW, Berenbaum MR (1988) Beta-carboline alkaloids: mechanisms of phototoxicity to bacteria and insects. Photochem Photobiol 48:665–674
Lee K, Berenbaum MR (1989) Action of antioxidant enzymes and cytochrome P450 monooxygenases in the cabbage looper in response to plant phototoxins. Arch Insect Biochem Phys 10:151–162
Lee K, Berenbaum MR (1990) Defense of parsnip webworm against phototoxic furanocoumarins: the role of antioxidant enzymes. J Chem Ecol 16:2451–2460
McLachlan D, Arnason JT, Lam J (1984) The role of oxygen in photosensitizations with polyacetylenes and thiophene derivatives. Photochem Photobiol 39:177–182
Mester I (1983) Structural diversity and distribution of alkaloids in the Rutaceae. Pp 31–96in Waterman PG, Grundon MF (eds) Chemistry and Chemical Taxonomy of the Rutales. New York: Academic Press
Nitao JK (1989) Enzymatic adaptations in a specialist herbivore for feeding on furanocoumarin-containing plants. Ecology 70:629–635
Nitao JK, Berenbaum MR (1988) Laboratory rearing of the parsnip webworm,Depressaria pastinacella (Lepidoptera: Oecophoridae). Ann Ent Soc Amer 81:485–487
Pardini RS, Pritsos CA, Bowen SM, Ahmad S, Blomquist GJ (1988) Adaptations to plant pro-oxidants in a phytophagous insect model: enzymatic protection from oxidative stress. Pp 725–728in Simic MG, Taylor K (eds) Oxygen Radicals in Biology and Medicine. New York: Plenum Press
Pfyffer GE, Pfyffer BU, Towers GHN (1982) Monoaddition of dictamnine to synthetic double-stranded polydeoxyribonucleotides in UVA and the effect of photomodified DNA on template activity. Photochem Photobiol 35:793–797
Philogene BJR, Arnason JT, Towers GHN, Campos F, Champagne D, McLachlan D (1984) Berberine: a naturally occurring phototoxic alkaloid. J Chem Ecol 10:115–123
Pritsos CA, Ahmad S, Bowen SM, Elliot AJ, Blomquist GJ, Pardini RS (1988) Antioxidant enzymes of the black swallowtail butterfly,Papilio polyxenes, and their response to the prooxidant allelochemical, quercitin. Arch Insect Biochem Physiol 8:101–112
Sandberg S, Berenbaum M (1989) Leaf rolling as an adaptation by tortricids for feeding on phototoxic plants. J Chem Ecol 15:875–885
Scaiano JC, MacEachern A, Arnason JT, Morand P, Weir D (1987) Singlet oxygen generating efficiency of alpha-terthienyl and some of its synthetic analogues. Photochem Photobiol 46:193–199
Tuveson RW, Larson RA, Marley KA, Wang G, Berenbaum MR (1989) Sanguinarine, a phototoxic H2O2 producing alkaloid. Photochem Photobiol 50:733–758
Wat CK, MacRae WD, Yamamato E, Towers GHN, Lam J (1980) Phototoxic effects of naturally occurring polyacetylenes and alpha-terthienyl on human erythrocytes. Photochem Photobiol 32:167–178
Wat CK, Prasad SK, Graham EA, Partington S, Arnason JT, Towers GHN, Lam J (1981) Photosensitization of invertebrates by natural polyacetylenes. Biochem Syst Ecol 9:59–62
Zangerl A (1990) Furanocoumarin induction in wild parsnip: evidence for an adaptive induced defense. Ecology 71:1926–1932
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Berenbaum, M.R., Lee, K. Toxicity of nonhost phototoxins to parsnip webworms(Lepidoptera: Oecophoridae) . Chemoecology 1, 81–85 (1990). https://doi.org/10.1007/BF01241647
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DOI: https://doi.org/10.1007/BF01241647