Antifouling phenyl ethers and other compounds from the invertebrates and their symbiotic fungi collected from the South China Sea

Handle URI:
http://hdl.handle.net/10754/625783
Title:
Antifouling phenyl ethers and other compounds from the invertebrates and their symbiotic fungi collected from the South China Sea
Authors:
Wang, Chao-Yi; Wang, Kai-Ling; Ghosheh, Yanal ( 0000-0002-3733-2098 ) ; Xu, Ying; Chen, Min; Zheng, Juan-Juan; Liu, Min; Shao, Chang-Lun; Wang, Chang-Yun
Abstract:
Marine organism-derived secondary metabolites are promising potential sources for discovering environmentally safe antifouling agents. In present study, 55 marine secondary metabolites and their synthesized derivatives were tested and evaluated for their antifouling activities and security. These compounds include 44 natural products isolated from marine invertebrates and their symbiotic microorganisms collected from the South China Sea and 11 structural modified products derived from the isolated compounds. The natural secondary metabolites, covering phenyl ether derivatives, terpenoids, 9, 11-secosteroids, anthraquinones, alkaloids, nucleoside derivatives and peptides, were isolated from two corals, one sponge and five symbiotic fungi. All of the isolated and synthesized compounds were tested for their antifouling activities against the cyprids of barnacle Balanus (Amphibalanus) amphitrite Darwin. Noticeably, five phenyl ether derivatives (9, 11, 13–15) exhibited potent anti-larval settlement activity with the EC50 values lower than 3.05 μM and the LC50/EC50 ratios higher than 15. The study of structure–activity relationship (SAR) revealed that the introduction of acetoxy groups and bromine atoms to phenyl ether derivatives could significantly improve their antifouling activities. This is the first report on the SAR of phenyl ether derivatives on antifouling activity against barnacle B. amphitrite. The polybrominated diphenyl ether derivative, 2, 4, 6, 2′, 4′, 6′-hexabromo-diorcinol (13), which displayed excellent antifouling activity, was considered as a promising candidate of environmentally friendly antifouling agents.
KAUST Department:
KAUST Global Collaborative Research Program
Citation:
Wang C-Y, Wang K-L, Qian P-Y, Xu Y, Chen M, et al. (2016) Antifouling phenyl ethers and other compounds from the invertebrates and their symbiotic fungi collected from the South China Sea. AMB Express 6. Available: http://dx.doi.org/10.1186/s13568-016-0272-2.
Publisher:
Springer Nature
Journal:
AMB Express
Issue Date:
26-Oct-2016
DOI:
10.1186/s13568-016-0272-2
Type:
Article
ISSN:
2191-0855
Sponsors:
KAUST Global Collaborative Research, Division of Life Science, Hong Kong University of Science and Technology, Clear Water Bay, Hong Kong, People’s Republic of China. This work was supported by the National Natural Science Foundation of China (41130858; 41322037), the Outstanding Youth Natural Science Foundation of Shandong Province (JQ201510), and the Taishan Scholars Program of Shandong, China.
Additional Links:
http://amb-express.springeropen.com/articles/10.1186/s13568-016-0272-2
Appears in Collections:
Publications Acknowledging KAUST Support

Full metadata record

DC FieldValue Language
dc.contributor.authorWang, Chao-Yien
dc.contributor.authorWang, Kai-Lingen
dc.contributor.authorGhosheh, Yanalen
dc.contributor.authorXu, Yingen
dc.contributor.authorChen, Minen
dc.contributor.authorZheng, Juan-Juanen
dc.contributor.authorLiu, Minen
dc.contributor.authorShao, Chang-Lunen
dc.contributor.authorWang, Chang-Yunen
dc.date.accessioned2017-10-04T14:59:15Z-
dc.date.available2017-10-04T14:59:15Z-
dc.date.issued2016-10-26en
dc.identifier.citationWang C-Y, Wang K-L, Qian P-Y, Xu Y, Chen M, et al. (2016) Antifouling phenyl ethers and other compounds from the invertebrates and their symbiotic fungi collected from the South China Sea. AMB Express 6. Available: http://dx.doi.org/10.1186/s13568-016-0272-2.en
dc.identifier.issn2191-0855en
dc.identifier.doi10.1186/s13568-016-0272-2en
dc.identifier.urihttp://hdl.handle.net/10754/625783-
dc.description.abstractMarine organism-derived secondary metabolites are promising potential sources for discovering environmentally safe antifouling agents. In present study, 55 marine secondary metabolites and their synthesized derivatives were tested and evaluated for their antifouling activities and security. These compounds include 44 natural products isolated from marine invertebrates and their symbiotic microorganisms collected from the South China Sea and 11 structural modified products derived from the isolated compounds. The natural secondary metabolites, covering phenyl ether derivatives, terpenoids, 9, 11-secosteroids, anthraquinones, alkaloids, nucleoside derivatives and peptides, were isolated from two corals, one sponge and five symbiotic fungi. All of the isolated and synthesized compounds were tested for their antifouling activities against the cyprids of barnacle Balanus (Amphibalanus) amphitrite Darwin. Noticeably, five phenyl ether derivatives (9, 11, 13–15) exhibited potent anti-larval settlement activity with the EC50 values lower than 3.05 μM and the LC50/EC50 ratios higher than 15. The study of structure–activity relationship (SAR) revealed that the introduction of acetoxy groups and bromine atoms to phenyl ether derivatives could significantly improve their antifouling activities. This is the first report on the SAR of phenyl ether derivatives on antifouling activity against barnacle B. amphitrite. The polybrominated diphenyl ether derivative, 2, 4, 6, 2′, 4′, 6′-hexabromo-diorcinol (13), which displayed excellent antifouling activity, was considered as a promising candidate of environmentally friendly antifouling agents.en
dc.description.sponsorshipKAUST Global Collaborative Research, Division of Life Science, Hong Kong University of Science and Technology, Clear Water Bay, Hong Kong, People’s Republic of China. This work was supported by the National Natural Science Foundation of China (41130858; 41322037), the Outstanding Youth Natural Science Foundation of Shandong Province (JQ201510), and the Taishan Scholars Program of Shandong, China.en
dc.publisherSpringer Natureen
dc.relation.urlhttp://amb-express.springeropen.com/articles/10.1186/s13568-016-0272-2en
dc.subjectAntifoulingen
dc.subjectAnti-larval settlementen
dc.subjectBalanus amphitriteen
dc.subjectMarine natural producten
dc.subjectPhenyl ether derivativeen
dc.titleAntifouling phenyl ethers and other compounds from the invertebrates and their symbiotic fungi collected from the South China Seaen
dc.typeArticleen
dc.contributor.departmentKAUST Global Collaborative Research Programen
dc.identifier.journalAMB Expressen
dc.contributor.institutionLaboratory for Marine Drugs and Bioproducts, Qingdao National Laboratory for Marine Science and Technology, Qingdao 266071, People’s Republic of Chinaen
dc.contributor.institutionKey Laboratory of Marine Drugs, School of Medicine and Pharmacy, The Ministry of Education of China, Ocean University of China, 5 Yushan Road, Qingdao 266003, People’s Republic of Chinaen
dc.contributor.institutionCollege of Life Science, Shenzhen University, 3688 Nanhai Ave, Shenzhen 518060, People’s Republic of Chinaen
dc.contributor.institutionInstitute of Evolution and Marine Biodiversity, Ocean University of China, Qingdao 266003, People’s Republic of Chinaen
kaust.authorGhosheh, Yanalen
All Items in KAUST are protected by copyright, with all rights reserved, unless otherwise indicated.