Literature DB >> 25092065

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

Tatyana N Makarieva1, 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.   

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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Year:  2014        PMID: 25092065     DOI: 10.1021/ol502013f

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  9 in total

1.  The Amipurimycin and Miharamycin Biosynthetic Gene Clusters: Unraveling the Origins of 2-Aminopurinyl Peptidyl Nucleoside Antibiotics.

Authors:  Anthony J Romo; Taro Shiraishi; Hideo Ikeuchi; Geng-Min Lin; Yujie Geng; Yu-Hsuan Lee; Priscilla H Liem; Tianlu Ma; Yasushi Ogasawara; Kazuo Shin-Ya; Makoto Nishiyama; Tomohisa Kuzuyama; Hung-Wen Liu
Journal:  J Am Chem Soc       Date:  2019-09-03       Impact factor: 15.419

Review 2.  Batzella, Crambe and Monanchora: Highly Prolific Marine Sponge Genera Yielding Compounds with Potential Applications for Cancer and Other Therapeutic Areas.

Authors:  Amr El-Demerdash; Atanas G Atanasov; Anupam Bishayee; Mamdouh Abdel-Mogib; John N A Hooper; Ali Al-Mourabit
Journal:  Nutrients       Date:  2018-01-02       Impact factor: 5.717

3.  Marine Cyclic Guanidine Alkaloids Monanchomycalin B and Urupocidin A Act as Inhibitors of TRPV1, TRPV2 and TRPV3, but not TRPA1 Receptors.

Authors:  Yuliya Korolkova; Tatyana Makarieva; Kseniya Tabakmakher; Larisa Shubina; Ekaterina Kudryashova; Yaroslav Andreev; Irina Mosharova; Hyi-Seung Lee; Yeon-Ju Lee; Sergey Kozlov
Journal:  Mar Drugs       Date:  2017-03-23       Impact factor: 5.118

Review 4.  Recent Advances in the Isolation, Synthesis and Biological Activity of Marine Guanidine Alkaloids.

Authors:  Jin Liu; Xu-Wen Li; Yue-Wei Guo
Journal:  Mar Drugs       Date:  2017-10-24       Impact factor: 5.118

5.  Sesterterpenoid and Steroid Metabolites from a Deep-Water Alaska Sponge Inhibit Wnt/β-Catenin Signaling in Colon Cancer Cells.

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Journal:  Mar Drugs       Date:  2018-08-27       Impact factor: 5.118

Review 6.  Marine Pharmacology in 2014-2015: Marine Compounds with Antibacterial, Antidiabetic, Antifungal, Anti-Inflammatory, Antiprotozoal, Antituberculosis, Antiviral, and Anthelmintic Activities; Affecting the Immune and Nervous Systems, and Other Miscellaneous Mechanisms of Action.

Authors:  Alejandro M S Mayer; Aimee J Guerrero; Abimael D Rodríguez; Orazio Taglialatela-Scafati; Fumiaki Nakamura; Nobuhiro Fusetani
Journal:  Mar Drugs       Date:  2019-12-19       Impact factor: 5.118

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Journal:  Nat Commun       Date:  2022-04-01       Impact factor: 17.694

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Journal:  RSC Adv       Date:  2020-10-26       Impact factor: 4.036

9.  Guanidine Alkaloids from the Marine Sponge Monanchora pulchra Show Cytotoxic Properties and Prevent EGF-Induced Neoplastic Transformation in Vitro.

Authors:  Sergey A Dyshlovoy; Kseniya M Tabakmakher; Jessica Hauschild; Regina K Shchekaleva; Katharina Otte; Alla G Guzii; Tatyana N Makarieva; Ekaterina K Kudryashova; Sergey N Fedorov; Larisa K Shubina; Carsten Bokemeyer; Friedemann Honecker; Valentin A Stonik; Gunhild von Amsberg
Journal:  Mar Drugs       Date:  2016-07-15       Impact factor: 5.118

  9 in total

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