Catechol Siderophores from a Mangrove-Derived Bacteria <i>Serratia marcescens</i> F2-2 and Their Cytotoxic Activity

<i>Serratia marcescens</i> is a common Gram-negative and facultative anaerobic bacillus that produces serratiochelins with several bioactivities. In this study, four catechol siderphores (<b>1</b>–<b>4</b>), including two new ones named serratiochelins E (<b>...

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Main Authors: Gang Zhang, Xunming Wang, Xingwang Zhang, Lin Ye, Longyang Ke, Shimin Fan, Xuan Hong, Guoqiang Li, Bingye Yang, Lianzhong Luo
Format: Article
Language:English
Published: MDPI AG 2025-05-01
Series:Marine Drugs
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Online Access:https://www.mdpi.com/1660-3397/23/6/241
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author Gang Zhang
Xunming Wang
Xingwang Zhang
Lin Ye
Longyang Ke
Shimin Fan
Xuan Hong
Guoqiang Li
Bingye Yang
Lianzhong Luo
author_facet Gang Zhang
Xunming Wang
Xingwang Zhang
Lin Ye
Longyang Ke
Shimin Fan
Xuan Hong
Guoqiang Li
Bingye Yang
Lianzhong Luo
author_sort Gang Zhang
collection DOAJ
description <i>Serratia marcescens</i> is a common Gram-negative and facultative anaerobic bacillus that produces serratiochelins with several bioactivities. In this study, four catechol siderphores (<b>1</b>–<b>4</b>), including two new ones named serratiochelins E (<b>1</b>) and F (<b>2</b>), were obtained from the fermentation of a mangrove-derived bacterium, <i>S</i>. <i>marcescens</i> F2-2. The structures were elucidated with various spectroscopic methods such as NMR and HR-ESI-MS. Absolute and geometric configurations of the new compounds were established by employing quantum NMR calculations in conjunction with DP4+ probability analysis, ECD calculations, and the advanced Marfey’s method. The bioactivity test showed that serratiochelin B (<b>3</b>) displayed weak but selective cytotoxicity against HepG2 cancer cells with an IC<sub>50</sub> of 50.6 μmol/L and could trigger apoptosis through both Bcl-2/Bax/caspase-3 and Fas/FasL/caspase-8 signaling pathways. These findings deepen the understanding of siderophores of <i>S. marcescens</i> and provide a lead for research on anti-liver cancer drugs.
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spelling doaj-art-e774a2f7f72c4eb1999f8b1ad0addc3b2025-08-20T02:21:10ZengMDPI AGMarine Drugs1660-33972025-05-0123624110.3390/md23060241Catechol Siderophores from a Mangrove-Derived Bacteria <i>Serratia marcescens</i> F2-2 and Their Cytotoxic ActivityGang Zhang0Xunming Wang1Xingwang Zhang2Lin Ye3Longyang Ke4Shimin Fan5Xuan Hong6Guoqiang Li7Bingye Yang8Lianzhong Luo9Engineering Research Center of Marine Biopharmaceutical Resource of Fujian Province University, Xiamen Medical College, Xiamen 361023, ChinaEngineering Research Center of Marine Biopharmaceutical Resource of Fujian Province University, Xiamen Medical College, Xiamen 361023, ChinaState Key Laboratory of Microbial Technology, Shandong University, Qingdao 266237, ChinaEngineering Research Center of Marine Biopharmaceutical Resource of Fujian Province University, Xiamen Medical College, Xiamen 361023, ChinaEngineering Research Center of Marine Biopharmaceutical Resource of Fujian Province University, Xiamen Medical College, Xiamen 361023, ChinaEngineering Research Center of Marine Biopharmaceutical Resource of Fujian Province University, Xiamen Medical College, Xiamen 361023, ChinaXiamen Key Laboratory of Marine Medicinal Natural Product Resources, Xiamen Medical College, Xiamen 361023, ChinaKey Laboratory of Marine Drugs, Ministry of Education, School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, ChinaEngineering Research Center of Marine Biopharmaceutical Resource of Fujian Province University, Xiamen Medical College, Xiamen 361023, ChinaEngineering Research Center of Marine Biopharmaceutical Resource of Fujian Province University, Xiamen Medical College, Xiamen 361023, China<i>Serratia marcescens</i> is a common Gram-negative and facultative anaerobic bacillus that produces serratiochelins with several bioactivities. In this study, four catechol siderphores (<b>1</b>–<b>4</b>), including two new ones named serratiochelins E (<b>1</b>) and F (<b>2</b>), were obtained from the fermentation of a mangrove-derived bacterium, <i>S</i>. <i>marcescens</i> F2-2. The structures were elucidated with various spectroscopic methods such as NMR and HR-ESI-MS. Absolute and geometric configurations of the new compounds were established by employing quantum NMR calculations in conjunction with DP4+ probability analysis, ECD calculations, and the advanced Marfey’s method. The bioactivity test showed that serratiochelin B (<b>3</b>) displayed weak but selective cytotoxicity against HepG2 cancer cells with an IC<sub>50</sub> of 50.6 μmol/L and could trigger apoptosis through both Bcl-2/Bax/caspase-3 and Fas/FasL/caspase-8 signaling pathways. These findings deepen the understanding of siderophores of <i>S. marcescens</i> and provide a lead for research on anti-liver cancer drugs.https://www.mdpi.com/1660-3397/23/6/241<i>S. marcescens</i>serratiochelinscytotoxicityapoptosis
spellingShingle Gang Zhang
Xunming Wang
Xingwang Zhang
Lin Ye
Longyang Ke
Shimin Fan
Xuan Hong
Guoqiang Li
Bingye Yang
Lianzhong Luo
Catechol Siderophores from a Mangrove-Derived Bacteria <i>Serratia marcescens</i> F2-2 and Their Cytotoxic Activity
Marine Drugs
<i>S. marcescens</i>
serratiochelins
cytotoxicity
apoptosis
title Catechol Siderophores from a Mangrove-Derived Bacteria <i>Serratia marcescens</i> F2-2 and Their Cytotoxic Activity
title_full Catechol Siderophores from a Mangrove-Derived Bacteria <i>Serratia marcescens</i> F2-2 and Their Cytotoxic Activity
title_fullStr Catechol Siderophores from a Mangrove-Derived Bacteria <i>Serratia marcescens</i> F2-2 and Their Cytotoxic Activity
title_full_unstemmed Catechol Siderophores from a Mangrove-Derived Bacteria <i>Serratia marcescens</i> F2-2 and Their Cytotoxic Activity
title_short Catechol Siderophores from a Mangrove-Derived Bacteria <i>Serratia marcescens</i> F2-2 and Their Cytotoxic Activity
title_sort catechol siderophores from a mangrove derived bacteria i serratia marcescens i f2 2 and their cytotoxic activity
topic <i>S. marcescens</i>
serratiochelins
cytotoxicity
apoptosis
url https://www.mdpi.com/1660-3397/23/6/241
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