Potent Antifouling Marine Dihydroquinolin-2(1H)-one-Containing Alkaloids from the Gorgonian Coral-Derived Fungus Scopulariopsis sp.

Handle URI:
http://hdl.handle.net/10754/600220
Title:
Potent Antifouling Marine Dihydroquinolin-2(1H)-one-Containing Alkaloids from the Gorgonian Coral-Derived Fungus Scopulariopsis sp.
Authors:
Shao, Chang Lun; Xu, Ru Fang; Wang, Chang Yun; Qian, Pei Yuan; Wang, Kai Ling; Wei, Mei Yan
Abstract:
Marine biofouling has a major economic impact, especially when it occurs on ship hulls or aquaculture facilities. Since the International Maritime Organization (IMO) treaty to ban the application of organotin-based paints to ships went into effect in 2008, there is an urgent demand for the development of efficient and environmentally friendly antifouling agents. Marine microorganisms have proved to be a potential source of antifouling natural compounds. In this study, six dihydroquinolin-2-one-containing alkaloids, three monoterpenoids combined with a 4-phenyl-3,4-dihydroquinolin-2(1H)-one (1–3) and three 4-phenyl-3,4-dihydroquinolin-2(1H)-one alkaloids (4–6), were isolated from the gorgonian coral-derived fungus Scopulariopsis sp. collected in the South China Sea. These dihydroquinolin-2-one-containing alkaloids were evaluated against the larval settlement of barnacle Balanus amphitrite, and antifouling activity was detected for the first time for this class of metabolites. All of them except 6 showed strong antifouling activity. Compounds 1 and 2 were discovered to be the most promising non-toxic antilarval settlement candidates. Especially, compound 1 is the strongest antifouling compound in nature until now which showed highly potent activity with picomolar level (EC50 17.5 pM) and a very safety and high therapeutic ratio (LC50/EC50 1200). This represents an effective non-toxic, anti-larval settlement structural class of promising antifouling lead compound. © 2015 Springer Science+Business Media New York
Citation:
Shao C-L, Xu R-F, Wang C-Y, Qian P-Y, Wang K-L, et al. (2015) Potent Antifouling Marine Dihydroquinolin-2(1H)-one-Containing Alkaloids from the Gorgonian Coral-Derived Fungus Scopulariopsis sp. Mar Biotechnol 17: 408–415. Available: http://dx.doi.org/10.1007/s10126-015-9628-x.
Publisher:
Springer Science + Business Media
Journal:
Marine Biotechnology
Issue Date:
2-Apr-2015
DOI:
10.1007/s10126-015-9628-x
PubMed ID:
25833409
Type:
Article
ISSN:
1436-2228; 1436-2236
Sponsors:
We would like to thank Prof. Z.-G She and Y. Xu for their useful discussion. This work was supported by the Program of National Natural Science Foundation of China (Nos. 41322037, 41176121, and 41130858), and the Program for New Century Excellent Talents in University, Ministry of Education of China (No. NCET-11-0472).
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Full metadata record

DC FieldValue Language
dc.contributor.authorShao, Chang Lunen
dc.contributor.authorXu, Ru Fangen
dc.contributor.authorWang, Chang Yunen
dc.contributor.authorQian, Pei Yuanen
dc.contributor.authorWang, Kai Lingen
dc.contributor.authorWei, Mei Yanen
dc.date.accessioned2016-02-28T07:59:19Zen
dc.date.available2016-02-28T07:59:19Zen
dc.date.issued2015-04-02en
dc.identifier.citationShao C-L, Xu R-F, Wang C-Y, Qian P-Y, Wang K-L, et al. (2015) Potent Antifouling Marine Dihydroquinolin-2(1H)-one-Containing Alkaloids from the Gorgonian Coral-Derived Fungus Scopulariopsis sp. Mar Biotechnol 17: 408–415. Available: http://dx.doi.org/10.1007/s10126-015-9628-x.en
dc.identifier.issn1436-2228en
dc.identifier.issn1436-2236en
dc.identifier.pmid25833409en
dc.identifier.doi10.1007/s10126-015-9628-xen
dc.identifier.urihttp://hdl.handle.net/10754/600220en
dc.description.abstractMarine biofouling has a major economic impact, especially when it occurs on ship hulls or aquaculture facilities. Since the International Maritime Organization (IMO) treaty to ban the application of organotin-based paints to ships went into effect in 2008, there is an urgent demand for the development of efficient and environmentally friendly antifouling agents. Marine microorganisms have proved to be a potential source of antifouling natural compounds. In this study, six dihydroquinolin-2-one-containing alkaloids, three monoterpenoids combined with a 4-phenyl-3,4-dihydroquinolin-2(1H)-one (1–3) and three 4-phenyl-3,4-dihydroquinolin-2(1H)-one alkaloids (4–6), were isolated from the gorgonian coral-derived fungus Scopulariopsis sp. collected in the South China Sea. These dihydroquinolin-2-one-containing alkaloids were evaluated against the larval settlement of barnacle Balanus amphitrite, and antifouling activity was detected for the first time for this class of metabolites. All of them except 6 showed strong antifouling activity. Compounds 1 and 2 were discovered to be the most promising non-toxic antilarval settlement candidates. Especially, compound 1 is the strongest antifouling compound in nature until now which showed highly potent activity with picomolar level (EC50 17.5 pM) and a very safety and high therapeutic ratio (LC50/EC50 1200). This represents an effective non-toxic, anti-larval settlement structural class of promising antifouling lead compound. © 2015 Springer Science+Business Media New Yorken
dc.description.sponsorshipWe would like to thank Prof. Z.-G She and Y. Xu for their useful discussion. This work was supported by the Program of National Natural Science Foundation of China (Nos. 41322037, 41176121, and 41130858), and the Program for New Century Excellent Talents in University, Ministry of Education of China (No. NCET-11-0472).en
dc.publisherSpringer Science + Business Mediaen
dc.subjectAntifoulanten
dc.subjectBalanus amphitriteen
dc.subjectDihydroquinolin-2(1H)-one-containing alkaloidsen
dc.subjectGorgonian coral-derived fungusen
dc.subjectMarine natural compounden
dc.titlePotent Antifouling Marine Dihydroquinolin-2(1H)-one-Containing Alkaloids from the Gorgonian Coral-Derived Fungus Scopulariopsis sp.en
dc.typeArticleen
dc.identifier.journalMarine Biotechnologyen
dc.contributor.institutionKey Laboratory of Marine Drugs, The Ministry Education of China, School of Medicine and Pharmacy, Ocean University of China, 5 Yushan RoadQingdao, Chinaen
kaust.authorQian, Pei-Yuanen
kaust.grant.programKAUST Global Collaborative Research Programen

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