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SHR Neuro Cancer Cardio Lipid Metab Microb
Raspotnig, G; Anderl, F; Kunert, O; Schaider, M; Brückner, A; Schubert, M; Dötterl, S; Fuchs, R; Leis, HJ.
A Novel Class of Defensive Compounds in Harvestmen: Hydroxy-γ-Lactones from the Phalangiid Egaenus convexus.
J Nat Prod. 2020; 83(11):3278-3286
Doi: 10.1021/acs.jnatprod.0c00277
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- Co-authors Med Uni Graz
- Leis Hans-Joerg
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- Abstract:
- When threatened, the harvestman Egaenus convexus (Opiliones: Phalangiidae) ejects a secretion against offenders. The secretion originates from large prosomal scent glands and is mainly composed of two isomers of 4-hydroxy-5-octyl-4,5-dihydro-3H-furan-2-one (1), a β-hydroxy-γ-lactone. The compounds were characterized by GC-MS of their microreaction derivatives, HRMS, and NMR. After the synthesis of all four possible stereoisomers of 1, followed by their separation by chiral-phase GC, the absolute configurations of the lactones in the Egaenus secretion was found to be (4S,5R)-1 (90%) and (4S,5S)-1 (10%). Hydroxy-γ-lactones represent a new class of exocrine defense compounds in harvestmen.