Urupocidin A: A New, Inducing iNOS Expression Bicyclic Guanidine Alkaloid from the Marine Sponge Monanchora pulchra
Organic Letters2014Vol. 16(16), pp. 4292–4295
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Tatyana N. Makarieva, Ekaterina K. Ogurtsova, В. А. Денисенко, Pavel S. Dmitrenok, Ksenya M. Tabakmakher, Alla G. Guzii, Еvgeny А. Pislyagin, Andrey A. Es’kov, Valery B. Kozhemyako, Dmitry L. Aminin, Yun‐Ming Wang, Valentin A. Stonik
Abstract
Urupocidins A and B (1 and 2), bisguanidine alkaloids with an unprecedented skeleton system, derived from polyketide precursors and containing an unusual N-alkyl-N-hydroxyguanidine moiety, have been isolated from the sponge Monanhora pulchra. The structures of 1 and 2, including absolute configuration, were established using the detailed analysis of 1D and 2D NMR, CD, and mass spectra as well as chemical transformations. Compound 1 increases nitric oxide production in murine macrophages via inducing iNOS expression.
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