Abstract

Sessile marine sponges provide an abundance of unique and diversified scaffolds. In particular, marine guanidine alkaloids display a very wide range of biological applications. A large number of cyclic guanidine alkaloids, including crambines, crambescins, crambescidins, batzelladines or netamins have been isolated from Poecilosclerida marine sponges. In this review, we will explore the chemodiversity of tri- and pentacyclic guanidine alkaloids. NMR and MS data tools will also be provided, and an overview of the wide range of bioactivities of crambescidins and batzelladines derivatives will be given.

Highlights

  • The most primitive benthic marine organisms are among the most chemodiversified producers of secondary metabolites (SM)

  • Several reviews dealing with bioactive marine natural products, in particular, alkaloids have been published in the last few decades [2,3,4,5,6,7,8,9,10,11,12,13,14,15,16,17,18,19]

  • We focused on the chemodiversity and biological activities of batzelladine- and crambescidin-like guanidine alkaloids isolated from Poecilosclerida marine sponges

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Summary

Introduction

The most primitive benthic marine organisms are among the most chemodiversified producers of secondary metabolites (SM). The structural and stereochemical complexity of this class of natural products have inspired the development of a number of new synthetic methodologies [21,22,23,24,25,26,27,28,29,30,31,32,33,34], which in turn has led to several total syntheses [31,33,35,36,37,38,39,40,41,42,43,44,45,46,47,48,49,50] beyond the scope of this review These unique and fascinating structures are coupled with a wide range of biological activities due to the typical shape of their tricyclic skeleton.

Structural
Number newdiscovered
Structures
10 N 13 15
Non-related crambescidin-like
Crambescin
TGA Classification as crambine
H H to produce both the and batzelladines is is illustrated
Analytical
Characteristic
H to1 H
Mass Spectrometry
Biological
Antiviral Activities
Antimicrobial Activities
Antitumoral Activities
Conclusions
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