Representative LC/UV chromatogram under typical analytical conditions (C18 column; mobile phase: 5–100% ACN / H2O (0.05% H3PO4), linear gradient 20 min; flow rate: 0.2 mL/min; detection: 210 nm).
NMR Spectral Data
Representative 1H NMR (500 MHz) spectrum confirming the structure of Amauromine. Representative 13C NMR (125 MHz) spectrum supporting structural assignment of Amauromine.
Source Organism
Gymnascella sp.
Summary
Amauromine is a fungal diketopiperazine alkaloid that modulates GPCR signaling by inhibiting CB1 and GPR18 receptors.
Details
Amauromine is a fungal-derived diketopiperazine alkaloid originally isolated from Amauroascus sp. as a vasodilatory compound with low acute toxicity in mice. Structural characterization established the molecular formula C32H36N4O2. Subsequent studies revealed that amauromine acts as a cannabinoid receptor antagonist, inhibiting CB1 receptors (Ki = 0.178 µM) and exhibiting antagonistic activity at the orphan receptor GPR18 (IC50 = 3.74 µM), thereby identifying it as a bioactive GPCR modulator. Related diketopiperazine analogues isolated from Aspergillus terreus showed α-glucosidase inhibitory activity, further supporting the pharmacological relevance of this structural class. These data establish amauromine as a multifunctional fungal alkaloid with vasodilatory and receptor-modulating properties and potential utility as a lead structure for GPCR-targeted research.