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Functionalized Spirocyclic Heterocycle Synthesis and Cytotoxicity Assay
Published on: February 9, 2021
New cytotoxic 1,2,4-thiadiazole alkaloids from the ascidian Polycarpa aurata
Cong-Dat Pham1, Horst Weber, Rudolf Hartmann
1Institute of Pharmaceutical Biology and Biotechnology, Heinrich-Heine University, 40225 Düsseldorf, Germany.
Abstract:
Two new alkaloids, polycarpathiamines A and B (1 and 2), were isolated from the ascidian Polycarpa aurata. Their structures were unambiguously determined by 1D, 2D NMR, and HRESIMS measurements and further confirmed by comparison with a closely related analogue, 3-dimethylamino-5-benzoyl-1,2,4-thiadiazole (4), that was prepared by chemical synthesis. Compounds 1 and 2 both feature an uncommon 1,2,4-thiadiazole ring whose biosynthetic origin is proposed. Compound 1 showed significant cytotoxic activity against L5178Y murine lymphoma cells (IC50 0.41 μM).
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