Urupocidin A: A new, inducing iNOS expression bicyclic guanidine alkaloid from the marine sponge monanchora pulchra

Tatyana N. Makarieva*, Ekaterina K. Ogurtsova, Vladimir A. Denisenko, Pavel S. Dmitrenok, Ksenya M. Tabakmakher, Alla G. Guzii, Evgeny A. Pislyagin, Andrey A. Es'Kov, Valery B. Kozhemyako, Dmitry L. Aminin, Yun-Ming Wang, Valentin A. Stonik

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

26 Scopus citations

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.

Original languageEnglish
Pages (from-to)4292-4295
Number of pages4
JournalOrganic Letters
Volume16
Issue number16
DOIs
StatePublished - 15 Aug 2014

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