Hodgsonox, a new class of sesquiterpene from the liverwort Lepidolaena hodgsoniae. Isolation directed by insecticidal activity.
Hodgsonox (1), a new insecticidal sesquiterpene, has been isolated from the New Zealand liverwort Lepidolaena hodgsoniae. The structure was elucidated on the basis of 2D NMR analysis of 1 and a synthetic epoxide derivative (2). Hodgsonox represents a new class of sesquiterpene with a cyclopenta[5,1-c]pyran ring system fused to an oxirane ring. The combination of a mono- and a 1,1 disubstituted double bond flanking the oxygenated carbon of a the pyran ring is a unique structural feature. Hodgsonox is toxic to larvae of the blowfly Lucilia cuprina.
Ainge
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GD
Plant Extracts Research Unit, New Zealand Institute for Crop and Food Research, Department of Chemistry, University of Otago, Dunedin, New Zealand.
Gerard
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PJ
Hinkley
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SF
Lorimer
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SD
Weavers
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RT
D000818:Animals; D004175:Diptera; D020128:Inhibitory Concentration 50; D007306:Insecticides / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D007814:Larva / Q000187:drug effects; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010946:Plants, Medicinal / Q000737:chemistry; D012717:Sesquiterpenes / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D021241:Spectrometry, Mass, Electrospray Ionization
D007306:Insecticides; D012717:Sesquiterpenes