Applying a Chemogeographic Strategy for Natural Product Discovery from the Marine Cyanobacterium <i>Moorena bouillonii</i>
The tropical marine cyanobacterium <i>Moorena bouillonii</i> 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, includ...
| Main Authors: | , , , , , , , , , , , , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
MDPI AG
2020-10-01
|
| Series: | Marine Drugs |
| Subjects: | |
| Online Access: | https://www.mdpi.com/1660-3397/18/10/515 |
| _version_ | 1797551032078696448 |
|---|---|
| author | Christopher A. Leber C. Benjamin Naman Lena Keller Jehad Almaliti Eduardo J. E. Caro-Diaz Evgenia Glukhov Valsamma Joseph T. P. Sajeevan Andres Joshua Reyes Jason S. Biggs Te Li Ye Yuan Shan He Xiaojun Yan William H. Gerwick |
| author_facet | Christopher A. Leber C. Benjamin Naman Lena Keller Jehad Almaliti Eduardo J. E. Caro-Diaz Evgenia Glukhov Valsamma Joseph T. P. Sajeevan Andres Joshua Reyes Jason S. Biggs Te Li Ye Yuan Shan He Xiaojun Yan William H. Gerwick |
| author_sort | Christopher A. Leber |
| collection | DOAJ |
| description | The tropical marine cyanobacterium <i>Moorena bouillonii</i> 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 MS<sup>1</sup> feature detection and multivariate analyses, were used to analyze various <i>M. bouillonii</i> samples. The observed chemogeographic patterns suggested the production of regionally specific natural products by <i>M. bouillonii</i>. Analyzing the drivers of these chemogeographic patterns allowed for the identification, targeted isolation, and structure elucidation of a regionally specific natural product, doscadenamide A (<b>1</b>). Analyses of MS<sup>2</sup> 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 <b>1</b> 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. |
| first_indexed | 2024-03-10T15:38:58Z |
| format | Article |
| id | doaj.art-e68691c31f534a5ca9a3b1ea660216df |
| institution | Directory Open Access Journal |
| issn | 1660-3397 |
| language | English |
| last_indexed | 2024-03-10T15:38:58Z |
| publishDate | 2020-10-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Marine Drugs |
| spelling | doaj.art-e68691c31f534a5ca9a3b1ea660216df2023-11-20T17:02:08ZengMDPI AGMarine Drugs1660-33972020-10-01181051510.3390/md18100515Applying a Chemogeographic Strategy for Natural Product Discovery from the Marine Cyanobacterium <i>Moorena bouillonii</i>Christopher A. Leber0C. Benjamin Naman1Lena Keller2Jehad Almaliti3Eduardo J. E. Caro-Diaz4Evgenia Glukhov5Valsamma Joseph6T. P. Sajeevan7Andres Joshua Reyes8Jason S. Biggs9Te Li10Ye Yuan11Shan He12Xiaojun Yan13William H. Gerwick14Center for Marine Biotechnology and Biomedicine, Scripps Institution of Oceanography, University of California San Diego, La Jolla, CA 92093, USACenter for Marine Biotechnology and Biomedicine, Scripps Institution of Oceanography, University of California San Diego, La Jolla, CA 92093, USACenter for Marine Biotechnology and Biomedicine, Scripps Institution of Oceanography, University of California San Diego, La Jolla, CA 92093, USACenter for Marine Biotechnology and Biomedicine, Scripps Institution of Oceanography, University of California San Diego, La Jolla, CA 92093, USACenter for Marine Biotechnology and Biomedicine, Scripps Institution of Oceanography, University of California San Diego, La Jolla, CA 92093, USACenter for Marine Biotechnology and Biomedicine, Scripps Institution of Oceanography, University of California San Diego, La Jolla, CA 92093, USACenter for Marine Biotechnology and Biomedicine, Scripps Institution of Oceanography, University of California San Diego, La Jolla, CA 92093, USACenter for Marine Biotechnology and Biomedicine, Scripps Institution of Oceanography, University of California San Diego, La Jolla, CA 92093, USAUniversity of Guam Marine Laboratory, Mangilao, Guam 96923, USAUniversity of Guam Marine Laboratory, Mangilao, Guam 96923, USALi 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, ChinaLi 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, ChinaLi 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, ChinaLi 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, ChinaCenter for Marine Biotechnology and Biomedicine, Scripps Institution of Oceanography, University of California San Diego, La Jolla, CA 92093, USAThe tropical marine cyanobacterium <i>Moorena bouillonii</i> 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 MS<sup>1</sup> feature detection and multivariate analyses, were used to analyze various <i>M. bouillonii</i> samples. The observed chemogeographic patterns suggested the production of regionally specific natural products by <i>M. bouillonii</i>. Analyzing the drivers of these chemogeographic patterns allowed for the identification, targeted isolation, and structure elucidation of a regionally specific natural product, doscadenamide A (<b>1</b>). Analyses of MS<sup>2</sup> 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 <b>1</b> 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.https://www.mdpi.com/1660-3397/18/10/515<i>Moorena bouillonii</i>marine natural productschemogeographymetabolomics |
| spellingShingle | Christopher A. Leber C. Benjamin Naman Lena Keller Jehad Almaliti Eduardo J. E. Caro-Diaz Evgenia Glukhov Valsamma Joseph T. P. Sajeevan Andres Joshua Reyes Jason S. Biggs Te Li Ye Yuan Shan He Xiaojun Yan William H. Gerwick Applying a Chemogeographic Strategy for Natural Product Discovery from the Marine Cyanobacterium <i>Moorena bouillonii</i> Marine Drugs <i>Moorena bouillonii</i> marine natural products chemogeography metabolomics |
| title | Applying a Chemogeographic Strategy for Natural Product Discovery from the Marine Cyanobacterium <i>Moorena bouillonii</i> |
| title_full | Applying a Chemogeographic Strategy for Natural Product Discovery from the Marine Cyanobacterium <i>Moorena bouillonii</i> |
| title_fullStr | Applying a Chemogeographic Strategy for Natural Product Discovery from the Marine Cyanobacterium <i>Moorena bouillonii</i> |
| title_full_unstemmed | Applying a Chemogeographic Strategy for Natural Product Discovery from the Marine Cyanobacterium <i>Moorena bouillonii</i> |
| title_short | Applying a Chemogeographic Strategy for Natural Product Discovery from the Marine Cyanobacterium <i>Moorena bouillonii</i> |
| title_sort | applying a chemogeographic strategy for natural product discovery from the marine cyanobacterium i moorena bouillonii i |
| topic | <i>Moorena bouillonii</i> marine natural products chemogeography metabolomics |
| url | https://www.mdpi.com/1660-3397/18/10/515 |
| work_keys_str_mv | AT christopheraleber applyingachemogeographicstrategyfornaturalproductdiscoveryfromthemarinecyanobacteriumimoorenabouilloniii AT cbenjaminnaman applyingachemogeographicstrategyfornaturalproductdiscoveryfromthemarinecyanobacteriumimoorenabouilloniii AT lenakeller applyingachemogeographicstrategyfornaturalproductdiscoveryfromthemarinecyanobacteriumimoorenabouilloniii AT jehadalmaliti applyingachemogeographicstrategyfornaturalproductdiscoveryfromthemarinecyanobacteriumimoorenabouilloniii AT eduardojecarodiaz applyingachemogeographicstrategyfornaturalproductdiscoveryfromthemarinecyanobacteriumimoorenabouilloniii AT evgeniaglukhov applyingachemogeographicstrategyfornaturalproductdiscoveryfromthemarinecyanobacteriumimoorenabouilloniii AT valsammajoseph applyingachemogeographicstrategyfornaturalproductdiscoveryfromthemarinecyanobacteriumimoorenabouilloniii AT tpsajeevan applyingachemogeographicstrategyfornaturalproductdiscoveryfromthemarinecyanobacteriumimoorenabouilloniii AT andresjoshuareyes applyingachemogeographicstrategyfornaturalproductdiscoveryfromthemarinecyanobacteriumimoorenabouilloniii AT jasonsbiggs applyingachemogeographicstrategyfornaturalproductdiscoveryfromthemarinecyanobacteriumimoorenabouilloniii AT teli applyingachemogeographicstrategyfornaturalproductdiscoveryfromthemarinecyanobacteriumimoorenabouilloniii AT yeyuan applyingachemogeographicstrategyfornaturalproductdiscoveryfromthemarinecyanobacteriumimoorenabouilloniii AT shanhe applyingachemogeographicstrategyfornaturalproductdiscoveryfromthemarinecyanobacteriumimoorenabouilloniii AT xiaojunyan applyingachemogeographicstrategyfornaturalproductdiscoveryfromthemarinecyanobacteriumimoorenabouilloniii AT williamhgerwick applyingachemogeographicstrategyfornaturalproductdiscoveryfromthemarinecyanobacteriumimoorenabouilloniii |