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Marine Antithrombotics
Open AccessArticle

Applying a Chemogeographic Strategy for Natural Product Discovery from the Marine Cyanobacterium Moorena bouillonii

1
Center for Marine Biotechnology and Biomedicine, Scripps Institution of Oceanography, University of California San Diego, La Jolla, CA 92093, USA
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Li Dak Sum Yip Yio Chin Kenneth Li Marine Biopharmaceutical Research Center, Department of Marine Pharmacy, College of Food and Pharmaceutical Sciences, Ningbo University, Ningbo 315800, China
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Department Microbial Natural Products, Helmholtz-Institute for Pharmaceutical Research Saarland (HIPS), Helmholtz Centre for Infection Research (HZI), Campus E8.1, 66123 Saarbrücken, Germany
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School of Pharmacy, The University of Jordan, Amman 11942, Jordan
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Department of Pharmaceutical Sciences, School of Pharmacy, University of Puerto Rico—Medical Sciences Campus, San Juan, PR 00921, USA
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National Centre for Aquatic Animal Health, Cochin University of Science and Technology, Kochi, Kerala 682016, India
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University of Guam Marine Laboratory, Mangilao, Guam 96923, USA
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Skaggs School of Pharmacy and Pharmaceutical Sciences, University of California San Diego, La Jolla, CA 92093, USA
*
Author to whom correspondence should be addressed.
Mar. Drugs 2020, 18(10), 515; https://doi.org/10.3390/md18100515
Received: 1 September 2020 / Revised: 4 October 2020 / Accepted: 8 October 2020 / Published: 14 October 2020
(This article belongs to the Special Issue Natural Product Genomics and Metabolomics of Marine Bacteria)
The tropical marine cyanobacterium Moorena bouillonii occupies a large geographic range across the Indian and Western Tropical Pacific Oceans and is a prolific producer of structurally unique and biologically active natural products. An ensemble of computational approaches, including the creation of the ORCA (Objective Relational Comparative Analysis) pipeline for flexible MS1 feature detection and multivariate analyses, were used to analyze various M. bouillonii samples. The observed chemogeographic patterns suggested the production of regionally specific natural products by M. bouillonii. Analyzing the drivers of these chemogeographic patterns allowed for the identification, targeted isolation, and structure elucidation of a regionally specific natural product, doscadenamide A (1). Analyses of MS2 fragmentation patterns further revealed this natural product to be part of an extensive family of herein annotated, proposed natural structural analogs (doscadenamides B–J, 2–10); the ensemble of structures reflect a combinatorial biosynthesis using nonribosomal peptide synthetase (NRPS) and polyketide synthase (PKS) components. Compound 1 displayed synergistic in vitro cancer cell cytotoxicity when administered with lipopolysaccharide (LPS). These discoveries illustrate the utility in leveraging chemogeographic patterns for prioritizing natural product discovery efforts. View Full-Text
Keywords: Moorena bouillonii; marine natural products; chemogeography; metabolomics Moorena bouillonii; marine natural products; chemogeography; metabolomics
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MDPI and ACS Style

Leber, C.A.; Naman, C.B.; Keller, L.; Almaliti, J.; Caro-Diaz, E.J.E.; Glukhov, E.; Joseph, V.; Sajeevan, T.P.; Reyes, A.J.; Biggs, J.S.; Li, T.; Yuan, Y.; He, S.; Yan, X.; Gerwick, W.H. Applying a Chemogeographic Strategy for Natural Product Discovery from the Marine Cyanobacterium Moorena bouillonii. Mar. Drugs 2020, 18, 515.

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