Halogenated Diterpenes with In Vitro Antitumor Activity from the Red Alga <i>Sphaerococcus coronopifolius</i>

Eight new (<b>1</b>&#8722;<b>8</b>) structurally diverse diterpenes featuring five different carbocycles were isolated from the organic extracts of the red alga <i>Sphaerococcus coronopifolius</i> collected from the coastline of the Ionian Sea in Greece. The s...

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Main Authors: Vangelis Smyrniotopoulos, Anna Cláudia de Andrade Tomaz, Maria de Fátima Vanderlei de Souza, Emídio Vasconcelos Leitão da Cunha, Robert Kiss, Véronique Mathieu, Efstathia Ioannou, Vassilios Roussis
Format: Article
Language:English
Published: MDPI AG 2019-12-01
Series:Marine Drugs
Subjects:
Online Access:https://www.mdpi.com/1660-3397/18/1/29
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author Vangelis Smyrniotopoulos
Anna Cláudia de Andrade Tomaz
Maria de Fátima Vanderlei de Souza
Emídio Vasconcelos Leitão da Cunha
Robert Kiss
Véronique Mathieu
Efstathia Ioannou
Vassilios Roussis
author_facet Vangelis Smyrniotopoulos
Anna Cláudia de Andrade Tomaz
Maria de Fátima Vanderlei de Souza
Emídio Vasconcelos Leitão da Cunha
Robert Kiss
Véronique Mathieu
Efstathia Ioannou
Vassilios Roussis
author_sort Vangelis Smyrniotopoulos
collection DOAJ
description Eight new (<b>1</b>&#8722;<b>8</b>) structurally diverse diterpenes featuring five different carbocycles were isolated from the organic extracts of the red alga <i>Sphaerococcus coronopifolius</i> collected from the coastline of the Ionian Sea in Greece. The structures of the new natural products, seven of which were halogenated, and the relative configuration of their stereocenters were determined on the basis of comprehensive spectroscopic analyses, including NMR and HRMS data. Compounds <b>5</b> and <b>8</b> were found to possess in vitro antitumor activity against one murine and five human cancer cell lines with mean IC<sub>50</sub> values 15 and 16 &#956;M, respectively.
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spelling doaj.art-d877a786724b4f9bbfcf5605d0edbee72022-12-22T01:59:07ZengMDPI AGMarine Drugs1660-33972019-12-011812910.3390/md18010029md18010029Halogenated Diterpenes with In Vitro Antitumor Activity from the Red Alga <i>Sphaerococcus coronopifolius</i>Vangelis Smyrniotopoulos0Anna Cláudia de Andrade Tomaz1Maria de Fátima Vanderlei de Souza2Emídio Vasconcelos Leitão da Cunha3Robert Kiss4Véronique Mathieu5Efstathia Ioannou6Vassilios Roussis7Section of Pharmacognosy and Chemistry of Natural Products, Department of Pharmacy, National and Kapodistrian University of Athens, Panepistimiopolis Zografou, 15771 Athens, GreeceSection of Pharmacognosy and Chemistry of Natural Products, Department of Pharmacy, National and Kapodistrian University of Athens, Panepistimiopolis Zografou, 15771 Athens, GreecePostgraduate Program in Bioactive Natural and Synthetic Products, Health Sciences Center, Federal University of Paraíba, João Pessoa 58051-970, PB, BrazilPostgraduate Program in Bioactive Natural and Synthetic Products, Health Sciences Center, Federal University of Paraíba, João Pessoa 58051-970, PB, BrazilFonds National de la Recherche Scientifique, 1050 Bruxelles, BelgiumDepartment of Pharmacotherapy and Pharmaceutics, Université Libre de Bruxelles, Boulevard du Triomphe, 1050 Brussels, BelgiumSection of Pharmacognosy and Chemistry of Natural Products, Department of Pharmacy, National and Kapodistrian University of Athens, Panepistimiopolis Zografou, 15771 Athens, GreeceSection of Pharmacognosy and Chemistry of Natural Products, Department of Pharmacy, National and Kapodistrian University of Athens, Panepistimiopolis Zografou, 15771 Athens, GreeceEight new (<b>1</b>&#8722;<b>8</b>) structurally diverse diterpenes featuring five different carbocycles were isolated from the organic extracts of the red alga <i>Sphaerococcus coronopifolius</i> collected from the coastline of the Ionian Sea in Greece. The structures of the new natural products, seven of which were halogenated, and the relative configuration of their stereocenters were determined on the basis of comprehensive spectroscopic analyses, including NMR and HRMS data. Compounds <b>5</b> and <b>8</b> were found to possess in vitro antitumor activity against one murine and five human cancer cell lines with mean IC<sub>50</sub> values 15 and 16 &#956;M, respectively.https://www.mdpi.com/1660-3397/18/1/29<i>sphaerococcus coronopifolius</i>red algaehalogenated diterpenesstructure elucidationantitumor activity
spellingShingle Vangelis Smyrniotopoulos
Anna Cláudia de Andrade Tomaz
Maria de Fátima Vanderlei de Souza
Emídio Vasconcelos Leitão da Cunha
Robert Kiss
Véronique Mathieu
Efstathia Ioannou
Vassilios Roussis
Halogenated Diterpenes with In Vitro Antitumor Activity from the Red Alga <i>Sphaerococcus coronopifolius</i>
Marine Drugs
<i>sphaerococcus coronopifolius</i>
red algae
halogenated diterpenes
structure elucidation
antitumor activity
title Halogenated Diterpenes with In Vitro Antitumor Activity from the Red Alga <i>Sphaerococcus coronopifolius</i>
title_full Halogenated Diterpenes with In Vitro Antitumor Activity from the Red Alga <i>Sphaerococcus coronopifolius</i>
title_fullStr Halogenated Diterpenes with In Vitro Antitumor Activity from the Red Alga <i>Sphaerococcus coronopifolius</i>
title_full_unstemmed Halogenated Diterpenes with In Vitro Antitumor Activity from the Red Alga <i>Sphaerococcus coronopifolius</i>
title_short Halogenated Diterpenes with In Vitro Antitumor Activity from the Red Alga <i>Sphaerococcus coronopifolius</i>
title_sort halogenated diterpenes with in vitro antitumor activity from the red alga i sphaerococcus coronopifolius i
topic <i>sphaerococcus coronopifolius</i>
red algae
halogenated diterpenes
structure elucidation
antitumor activity
url https://www.mdpi.com/1660-3397/18/1/29
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