title: Antifungal Diterpene Alkaloids from the Caribbean SpongeAgelas citrina: Unified Configurational Assignments of Agelasidines and Agelasines.
abstract: Three new diterpene alkaloids - the hypotaurocyamines, (-)-agelasidines E and F (5-6), and the adeninium salt, agelasine N (9) - were isolated from the Caribbean spongeAgelas citrinaalong with six known natural products agelasines B-E (7, 10-12), 2-oxo-agelasine B (8), and (-)-agelasidine C (3). The chemical structures of5,6and9were elucidated by analysis of NMR spectra and mass spectrometry. This represents the first report of natural products from the spongeA. citrina.Unified assignment of absolute configurations of the new compounds and known compounds were achieved by chemical correlation, quantitative measurements of molar rotations, and comparative analysis by van't Hoff's principle of optical superposition. (-)-Agelasidine C (3) exhibited potent antifungal and modest cytotoxic activity against human chronic lymphocytic leukemia (CLL) cells.
authors.affiliation: Department of Chemistry and Biochemistry, University of California, San Diego, 9500 Gilman Drive MC0358, La Jolla, CA 92093-0358, USA.
authors.forename: E Paige
authors.initials: EP
authors.lastname: Stout
authors.affiliation: Department of Chemistry and Biochemistry, University of California, San Diego, 9500 Gilman Drive MC0358, La Jolla, CA 92093-0358, USA.
authors.forename: Lily C
authors.initials: LC
authors.lastname: Yu
authors.affiliation: Department of Chemistry and Biochemistry, University of California, San Diego, 9500 Gilman Drive MC0358, La Jolla, CA 92093-0358, USA, ; Skaggs School of Pharmacy and Pharmaceutical Sciences, University of California, San Diego, 9500 Gilman Drive, La Jolla, CA 92093-0358, USA.
authors.forename: Tadeusz F
authors.initials: TF
authors.lastname: Molinski
keywords: alkaloid; circular dichroism; diterpene; marine natural product 1; specific rotation