1. Haploscleridamine, a novel tryptamine-derived alkaloid from a sponge of the order haplosclerida: an inhibitor of cathepsin K.
- Author
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Patil AD, Freyer AJ, Carte B, Taylor PB, Johnson RK, and Faulkner DJ
- Subjects
- Alkaloids chemistry, Alkaloids pharmacology, Animals, Cathepsin K, Chromatography, Thin Layer, Cysteine Proteinase Inhibitors chemistry, Cysteine Proteinase Inhibitors pharmacology, Inhibitory Concentration 50, Molecular Structure, Nuclear Magnetic Resonance, Biomolecular, Palau, Spectrophotometry, Infrared, Spectroscopy, Fourier Transform Infrared, Tryptamines chemistry, Tryptamines pharmacology, Alkaloids isolation & purification, Cathepsins antagonists & inhibitors, Cysteine Proteinase Inhibitors isolation & purification, Porifera chemistry, Tryptamines isolation & purification
- Abstract
As part of a search for novel inhibitors of cathepsin K, the MeOH extract of a Micronesian sponge of the order Haplosclerida was shown to be active. Bioassay-guided fractionation of the extract yielded halitoxins, tryptamine, and a novel tryptamine-derived alkaloid, haploscleridamine (1). The tetrahydro-beta-carboline structure of haploscleridamine (1) was elucidated through spectral techniques. Haploscleridamine (1) was found to be an inhibitor of cathepsin K with an IC(50) of 26 microM.
- Published
- 2002
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