Computational Metabolomics Tools Reveal Subarmigerides, Unprecedented Linear Peptides from the Marine Sponge Holobiont Callyspongia subarmigera

Marine Drugs, vol. 20, pp. 673

Abstract

A detailed examination of a unique molecular family, restricted to the Callyspongia genus, in a molecular network obtained from an in-house Haplosclerida marine sponge collection (including Haliclona, Callyspongia, Xestospongia, and Petrosia species) led to the discovery of subarmigerides, a series of rare linear peptides from Callyspongia subarmigera, a genus mainly known for polyacetylenes and lipids. The structure of the sole isolated peptide, subarmigeride A (1) was elucidated through extensive 1D and 2D NMR spectroscopy, HRMS/MS, and Marfey’s method to assign its absolute configuration. The putative structures of seven additional linear peptides were proposed by an analysis of their respective MS/MS spectra and a comparison of their fragmentation patterns with the heptapeptide 1. Surprisingly, several structurally related analogues of subarmigeride A (1) occurred in one distinct cluster from the molecular network of the cyanobacteria strains of the Guadeloupe mangroves, suggesting that the true producer of this peptide family might be the microbial sponge-associated community, i.e., the sponge-associated cyanobacteria.

Authors 8

1. Andrea Castaldi

   Centre National de la Recherche Scientifique · Muséum national d'Histoire naturelle · Molécules de Communication et Adaptation des Micro-organismes

   Affiliation as printed

   Molécules de Communication et Adaptation des Microorganismes, UMR 7245 CNRS, Muséum National d’Histoire Naturelle, 57 Rue Cuvier (CP54), 75005 Paris, France

2. Roberta Teta

   University of Naples Federico II

   Affiliation as printed

   The Blue Chemistry Lab Group, Dipartimento di Farmacia, Università degli Studi di Napoli Federico II, Via D. Montesano 49, 80131 Napoli, Italy

3. Germana Esposito

   University of Naples Federico II

   Affiliation as printed

   The Blue Chemistry Lab Group, Dipartimento di Farmacia, Università degli Studi di Napoli Federico II, Via D. Montesano 49, 80131 Napoli, Italy

4. Mehdi A. Beniddir corresponding

   Centre National de la Recherche Scientifique · Université Paris-Saclay · Biomolécules : Conception, Isolement, Synthèse

   Affiliation as printed

   Équipe “Chimie des Substances Naturelles” BioCIS, CNRS, Université Paris-Saclay, 17 Avenue des Sciences, 91400 Orsay, France

5. Nicole Joy de Voogd Aachen Institute of Environmental Sciences (CML) Naturalis Biodiversity Center

   Leiden University · Naturalis Biodiversity Center

   Affiliation as printed

   Institute of Environmental Sciences, Leiden University, Einsteinweg 2, 2333 CC Leiden, The Netherlands

   Naturalis Biodiversity Center, P.O. Box 9517, 2300 RA Leiden, The Netherlands

6. Sébastien Duperron

   Centre National de la Recherche Scientifique · Muséum national d'Histoire naturelle · Molécules de Communication et Adaptation des Micro-organismes

   Affiliation as printed

   Molécules de Communication et Adaptation des Microorganismes, UMR 7245 CNRS, Muséum National d’Histoire Naturelle, 57 Rue Cuvier (CP54), 75005 Paris, France

7. Valeria Costantino corresponding

   University of Naples Federico II

   Affiliation as printed

   The Blue Chemistry Lab Group, Dipartimento di Farmacia, Università degli Studi di Napoli Federico II, Via D. Montesano 49, 80131 Napoli, Italy

8. Marie‐Lise Bourguet‐Kondracki corresponding

   Centre National de la Recherche Scientifique · Muséum national d'Histoire naturelle · Molécules de Communication et Adaptation des Micro-organismes

   Affiliation as printed

   Molécules de Communication et Adaptation des Microorganismes, UMR 7245 CNRS, Muséum National d’Histoire Naturelle, 57 Rue Cuvier (CP54), 75005 Paris, France