Paper · 2001 · The Journal of Organic Chemistry

Hodgsonox, a New Class of Sesquiterpene from the Liverwort Lepidolaena hodgsoniae. Isolation Directed by Insecticidal Activity

Gary D. Ainge; Philippa J. Gerard; Simon F. R. Hinkley; et al.

4
claims
7
verbatim quotes
27
citations
1
research areas
—
Not open access

Abstract

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.

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The text the model read, with the source record’s inline markup (italics, sub- and superscripts) rendered and its character entities decoded; quote offsets refer to the raw text.

Claims 4

Observationobservedoriginal resultmeasured

Claim · model-written summary

Hodgsonox was isolated as a new insecticidal sesquiterpene from Lepidolaena hodgsoniae.

Taxon
Lepidolaena hodgsoniaeLepidogyna hodgsoniaee0
Outcome
Hodgsonox (1), a new insecticidal sesquiterpenee0
Setting
New Zealande0

Organisms pictured · Representative pictures of the matched species, not figures from the paper.

Lepidogyna hodgsoniae
Lepidogyna hodgsoniae · TaxonLeon Perrie · CC BY 4.0 · iNaturalist ↗

Verbatim

e0

“Hodgsonox (1), a new insecticidal sesquiterpene, has been isolated from the New Zealand liverwort Lepidolaena hodgsoniae”

✓ located verbatim in the source · abstract, characters 0–120 · show in text ↑
Observationobservedoriginal resultmeasured

Claim · model-written summary

Hodgsonox has a cyclopenta[5,1-c]pyran ring fused to oxirane.

Taxon
Lepidolaena hodgsoniaeLepidogyna hodgsoniaet0
Outcome
cyclopenta[5,1-c]pyran ring system fused to an oxirane ringe0

Organisms pictured · Representative pictures of the matched species, not figures from the paper.

Lepidogyna hodgsoniae
Lepidogyna hodgsoniae · TaxonLeon Perrie · CC BY 4.0 · iNaturalist ↗

Verbatim

e0

“Hodgsonox represents a new class of sesquiterpene with a cyclopenta[5,1-c]pyran ring system fused to an oxirane ring”

✓ located verbatim in the source · abstract, characters 228–344 · show in text ↑
t0

“Lepidolaena hodgsoniae”

✓ located verbatim in the source · title, characters 59–81 · show in text ↑
Observationobservedoriginal resultmeasured

Claim · model-written summary

Its flanking double bond arrangement was reported as a unique structural feature.

Taxon
Lepidolaena hodgsoniaeLepidogyna hodgsoniaet0
Outcome
combination of a mono- and a 1,1 disubstituted double bond flanking the oxygenated carbon of a the pyran ringe0

Organisms pictured · Representative pictures of the matched species, not figures from the paper.

Lepidogyna hodgsoniae
Lepidogyna hodgsoniae · TaxonLeon Perrie · CC BY 4.0 · iNaturalist ↗

Verbatim

e0

“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”

✓ located verbatim in the source · abstract, characters 346–490 · show in text ↑
t0

“Lepidolaena hodgsoniae”

✓ located verbatim in the source · title, characters 59–81 · show in text ↑
Observationobservedoriginal resultpositivemeasured

Claim · model-written summary

Hodgsonox was toxic to Lucilia cuprina larvae.

Taxon
Lepidolaena hodgsoniaeLepidogyna hodgsoniaet0
Outcome
toxic to larvae of the blowfly Lucilia cuprinae0

Organisms pictured · Representative pictures of the matched species, not figures from the paper.

Lepidogyna hodgsoniae
Lepidogyna hodgsoniae · TaxonLeon Perrie · CC BY 4.0 · iNaturalist ↗

Verbatim

e0

“Hodgsonox is toxic to larvae of the blowfly Lucilia cuprina”

✓ located verbatim in the source · abstract, characters 492–551 · show in text ↑
t0

“Lepidolaena hodgsoniae”

✓ located verbatim in the source · title, characters 59–81 · show in text ↑