Neocosmospora sp.-Derived Resorcylic Acid Lactones with in Vitro Binding Affinity for Human Opioid and Cannabinoid Receptors
- 9 May 2013
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of Natural Products
- Vol. 76 (5) , 824-828
Abstract
Bioassay-guided fractionation of a fungus Neocosmospora sp. (UM-031509) resulted in the isolation of three new resorcylic acid lactones, neocosmosin A (2), neocosmosin B (3), and neocosmosin C (4). Three known resorcylic acid lactones, monocillin IV (1), monocillin II (5), and radicicol (6), were also isolated and identified. The structures of these compounds were established on the basis of extensive 1D and 2D NMR spectroscopic analysis, mass spectrometric (ESIMS) data, and X-ray crystallography. Compounds 4–6 show good binding affinity for the human opioid receptors. These findings have important implications for evaluating the potential psychoactive effects with this class of compounds.Keywords
Funding Information
- National Institute of General Medical Sciences
- National Center for Research Resources
This publication has 13 references indexed in Scilit:
- Diverse Fusarium solani isolates colonise agricultural environments in EthiopiaEuropean Journal of Plant Pathology, 2009
- Molecular Phylogenetic Diversity, Multilocus Haplotype Nomenclature, and In Vitro Antifungal Resistance within theFusarium solaniSpecies ComplexJournal of Clinical Microbiology, 2008
- Inhibition of Hsp90 with Synthetic Macrolactones: Synthesis and Structural and Biological Evaluation of Ring and Conformational Analogs of RadicicolChemistry & Biology, 2006
- The [35S]GTPγS binding assay: approaches and applications in pharmacologyLife Sciences, 2003
- Pochonins A−F, New Antiviral and Antiparasitic Resorcylic Acid Lactones from Pochonia chlamydosporia var. catenulataJournal of Natural Products, 2003
- A Greedy Algorithm for Aligning DNA SequencesJournal of Computational Biology, 2000
- Structural determinants of the partial agonist‐inverse agonist properties of 6′‐azidohex‐2′‐yne‐Δ8‐tetrahydrocannabinol at cannabinoid receptorsBritish Journal of Pharmacology, 1999
- Identification of sterigmatocystin as a metabolite of Monocillium nordiniiCanadian Journal of Microbiology, 1981
- A Rapid and Sensitive Method for the Quantitation of Microgram Quantities of Protein Utilizing the Principle of Protein-Dye BindingAnalytical Biochemistry, 1976
- A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein-dye bindingAnalytical Biochemistry, 1976