Nitidane: An Irregular Prenylated Diterpene from the Cuticle of the Springtail Heteromurus nitidus

Collembola are closely related to insects, but our knowledge of their often unique chemistry is limited. Here we report the identification of the epicuticular lipid nitidane, representing a novel class of epicuticular lipids. Nitidane (4) is an irregular terpene consisting of seven isoprene units, m...

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Bibliographic Details
Published in:Journal of natural products (Washington, D.C.) D.C.), 2024-05, Vol.87 (5), p.1454-1458
Main Authors: Möllerke, Anton, Schulz, Stefan
Format: Article
Language:English
Subjects:
Animals
Diterpenes - chemistry
Diterpenes - isolation & purification
Lipids - chemistry
Molecular Structure
Prenylation
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Summary:Collembola are closely related to insects, but our knowledge of their often unique chemistry is limited. Here we report the identification of the epicuticular lipid nitidane, representing a novel class of epicuticular lipids. Nitidane (4) is an irregular terpene consisting of seven isoprene units, made up of a diterpene core that is modified by a geranyl moiety that is itself prenylated. The observed [46+(22+11)1]-terpene structure has not been reported before.
ISSN:0163-3864
1520-6025
DOI:10.1021/acs.jnatprod.4c00258