Literature DB >> 10691707

Novel polycyclic guanidine alkaloids from two marine sponges of the genus Monanchora.

J C Braekman1, D Daloze, R Tavares, E Hajdu, R W Van Soest.   

Abstract

Two marine sponges of the genus Monanchora (Poecilosclerida, Crambeidae) have been found to contain new polycyclic guanidine alkaloids bearing the (5,6,8b)-triazaperhydroacenaphthylene skeleton. Their structures have been determined by detailed spectroscopic analysis. Dehydrobatzelladine C (1) has been isolated from M. arbuscula and crambescidins 359 (2) and 431 (3) from M. unguiculata. The chemotaxonomic implications of these findings are discussed.

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Year:  2000        PMID： 10691707     DOI： 10.1021/np990403g

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


  17 in total

1.  Crystallographic and NMR studies of antiinfective tricyclic guanidine alkaloids from the sponge Monanchora unguifera.

Authors:  Hui-ming Hua; Jiangnan Peng; Frank R Fronczek; Michelle Kelly; Mark T Hamann
Journal:  Bioorg Med Chem       Date:  2004-12-15       Impact factor: 3.641

Review 2.  Structure, synthesis and biological properties of the pentacyclic guanidinium alkaloids.

Authors:  Yunlong Shi; Yasamin Moazami; Joshua G Pierce
Journal:  Bioorg Med Chem       Date:  2017-03-12       Impact factor: 3.641

3.  Total synthesis of (+)-batzelladine A and (-)-batzelladine D via [4 + 2]-annulation of vinyl carbodiimides with N-alkyl imines.

Authors:  Michael A Arnold; Kenneth A Day; Sergio G Durón; David Y Gin
Journal:  J Am Chem Soc       Date:  2006-10-11       Impact factor: 15.419

4.  Syntheses of Cyclic Guanidine-Containing Natural Products.

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

5.  Concise synthesis of guanidine-containing heterocycles using the Biginelli reaction.

Authors:  Bradley L Nilsson; Larry E Overman
Journal:  J Org Chem       Date:  2006-09-29       Impact factor: 4.354

6.  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

7.  A convergent approach to batzelladine alkaloids. Total syntheses of (+)-batzelladine E, (-)-dehydrobatzelladine C, and (+)-batzelladine K.

Authors:  Christos Economou; Justin P Romaire; Tony Z Scott; Brendan T Parr; Seth B Herzon
Journal:  Tetrahedron       Date:  2018-04-18       Impact factor: 2.457

8.  Accelerating the discovery of biologically active small molecules using a high-throughput yeast halo assay.

Authors:  Nadine C Gassner; Craig M Tamble; Jonathan E Bock; Naomi Cotton; Kimberly N White; Karen Tenney; Robert P St Onge; Michael J Proctor; Guri Giaever; Corey Nislow; Ronald W Davis; Phillip Crews; Theodore R Holman; R Scott Lokey
Journal:  J Nat Prod       Date:  2007-02-10       Impact factor: 4.050

9.  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

10.  Marine natural products acting on the acetylcholine-binding protein and nicotinic receptors: from computer modeling to binding studies and electrophysiology.

Authors:  Denis Kudryavtsev; Tatyana Makarieva; Natalia Utkina; Elena Santalova; Elena Kryukova; Christoph Methfessel; Victor Tsetlin; Valentin Stonik; Igor Kasheverov
Journal:  Mar Drugs       Date:  2014-03-28       Impact factor: 5.118
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