Tausalarin C: a new bioactive marine sponge-derived nitrogenous bismacrolide.
A novel nitrogenous bismacrolide, designated tausalarin C (1), was isolated from the Madagascar sponge Fascaplysinopsis sp. The structure of the compound was elucidated by interpretation of MS and 1D and 2D NMR spectra. It is suggested that tausalarin C is assembled from salarin A (2) and pretaumycin A. The relative configuration of the chiral centers of salarin A was determined by X-ray diffraction. Tausalarin C was found to inhibit proliferation of K562 leukemia cells. A possible biogenesis is discussed.
Bishara
Ashgan
A
School of Chemistry, Tel AViV UniVersity, Ramat AViV 69978, Israel.
Rudi
Amira
A
Goldberg
Israel
I
Aknin
Maurice
M
Neumann
Drorit
D
Ben-Califa
Nathalie
N
Kashman
Yoel
Y
D000818:Animals; D000970:Antineoplastic Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D018360:Crystallography, X-Ray; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D020014:K562 Cells; D018942:Macrolides / Q000737:chemistry / Q000302:isolation & purification* / Q000378:metabolism / Q000494:pharmacology; D008968:Molecular Conformation; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D011161:Porifera / Q000737:chemistry*
D000970:Antineoplastic Agents; D018942:Macrolides; C526618:salarin A; C544441:tausalarin C