Literature DB >> 16180828

Alkaloids from the sponge Monanchora unguifera.

Winklet A Gallimore1, Michelle Kelly, Paul J Scheuer.   

Abstract

The bioassay-guided fractionation of the cytotoxic crude gum obtained from the Caribbean sponge Monanchora unguifera led to the isolation and characterization of the new compounds batzelladine J (1) and crambescidic acid (2) in addition to known guanidine alkaloids ptilomycalin A (3a), ptilocaulin (4), and isoptilocaulin (5). The structures of the compounds were elucidated by interpretation of the 1D and 2D NMR experiments. The chemotaxonomic implications of these findings are discussed.

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Year:  2005        PMID: 16180828     DOI: 10.1021/np050149u

Source DB:  PubMed          Journal:  J Nat Prod        ISSN: 0163-3864            Impact factor:   4.050


  14 in total

1.  Syntheses of Cyclic Guanidine-Containing Natural Products.

Authors:  Yuyong Ma; Saptarshi De; Chuo Chen
Journal:  Tetrahedron       Date:  2015-02-25       Impact factor: 2.457

2.  Desymmetrization of meso-2,5-diallylpyrrolidinyl ureas through asymmetric palladium-catalyzed carboamination: stereocontrolled synthesis of bicyclic ureas.

Authors:  Nicholas R Babij; John P Wolfe
Journal:  Angew Chem Int Ed Engl       Date:  2013-07-03       Impact factor: 15.336

3.  Synthesis and biological evaluation of tricyclic guanidine analogues of batzelladine K for antimalarial, antileishmanial, antibacterial, antifungal, and anti-HIV activities.

Authors:  Nafees Ahmed; Keyur G Brahmbhatt; Shabana I Khan; Melissa Jacob; Babu L Tekwani; Sudeep Sabde; Debashis Mitra; Inder P Singh; Ikhlas A Khan; Kamlesh K Bhutani
Journal:  Chem Biol Drug Des       Date:  2013-04       Impact factor: 2.817

4.  Synthesis of 7-epineoptilocaulin, mirabilin B, and isoptilocaulin. A unified biosynthetic proposal for the ptilocaulin and batzelladine alkaloids. Synthesis and structure revision of netamines E and G.

Authors:  Min Yu; Susan S Pochapsky; Barry B Snider
Journal:  J Org Chem       Date:  2008-10-18       Impact factor: 4.354

5.  Evolution of a strategy for the synthesis of structurally complex batzelladine alkaloids. Enantioselective total synthesis of the proposed structure of batzelladine F and structural revision.

Authors:  Frederick Cohen; Larry E Overman
Journal:  J Am Chem Soc       Date:  2006-03-01       Impact factor: 15.419

6.  Enantioselective total synthesis of batzelladine F and definition of its structure.

Authors:  Frederick Cohen; Larry E Overman
Journal:  J Am Chem Soc       Date:  2006-03-01       Impact factor: 15.419

7.  Concise Synthesis and Antimicrobial Evaluation of the Guanidinium Alkaloid Batzelladine D: Development of a Stereodivergent Strategy.

Authors:  You-Chen Lin; Aubert Ribaucourt; Yasamin Moazami; Joshua G Pierce
Journal:  J Am Chem Soc       Date:  2020-05-12       Impact factor: 15.419

8.  Stereocontrolled synthesis of bicyclic ureas and sulfamides via Pd-catalyzed alkene carboamination reactions.

Authors:  Nicholas R Babij; Jordan R Boothe; Grace M McKenna; Ryan M Fornwald; John P Wolfe
Journal:  Tetrahedron       Date:  2019-04-20       Impact factor: 2.457

Review 9.  Polycyclic Guanidine Alkaloids from Poecilosclerida Marine Sponges.

Authors:  Estelle Sfecci; Thierry Lacour; Philippe Amade; Mohamed Mehiri
Journal:  Mar Drugs       Date:  2016-04-09       Impact factor: 5.118

10.  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

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