Antibacterial Bisabolane-Type Sesquiterpenoids from the Sponge-Derived Fungus Aspergillus sp.

Handle URI:
http://hdl.handle.net/10754/334587
Title:
Antibacterial Bisabolane-Type Sesquiterpenoids from the Sponge-Derived Fungus Aspergillus sp.
Authors:
Li, Dan; Xu, Ying; Shao, Chang-Lun; Yang, Rui-Yun; Zheng, Cai-Juan; Chen, Yi-Yan; Fu, Xiu-Mei; Qian, Pei-Yuan; She, Zhi-Gang; de Voogd, Nicole J.; Wang, Chang-Yun
Abstract:
Four new bisabolane-type sesquiterpenoids, aspergiterpenoid A (1), (-)-sydonol (2), (-)-sydonic acid (3), and (-)-5-(hydroxymethyl)-2-(2′, 6′,6′-trimethyltetrahydro-2Hpyran-2-yl)phenol (4) together with one known fungal metabolite (5) were isolated from the fermentation broth of a marine-derived fungus Aspergillus sp., which was isolated from the sponge Xestospongia testudinaria collected from the South China Sea. Four of them (1-4) are optically active compounds. Their structures and absolute configurations were elucidated by using NMR spectroscopic techniques and mass spectrometric analysis, and by comparing their optical rotations with those related known analogues. Compounds 1-5 showed selective antibacterial activity against eight bacterial strains with the MIC (minimum inhibiting concentrations) values between 1.25 and 20.0 μM. The cytotoxic, antifouling, and acetylcholinesterase inhibitory activities of these compounds were also examined. © 2012 by the authors; licensee MDPI.
KAUST Department:
KAUST Global Academic Partnership Program, Division of Life Science, The Hong Kong University of Science and Technology, Clear Water Bay, Hong Kong, China; Email: (Y.X.); (P.-Y.Q.)
Citation:
Li D, Xu Y, Shao C-L, Yang R-Y, Zheng C-J, et al. (2012) Antibacterial Bisabolane-Type Sesquiterpenoids from the Sponge-Derived Fungus Aspergillus sp. Marine Drugs 10: 234-241. doi:10.3390/md10010234.
Publisher:
MDPI AG
Journal:
Marine Drugs
Issue Date:
19-Jan-2012
DOI:
10.3390/md10010234
PubMed ID:
22363233
PubMed Central ID:
PMC3280534
Type:
Article
ISSN:
1660-3397
Appears in Collections:
Articles

Full metadata record

DC FieldValue Language
dc.contributor.authorLi, Danen
dc.contributor.authorXu, Yingen
dc.contributor.authorShao, Chang-Lunen
dc.contributor.authorYang, Rui-Yunen
dc.contributor.authorZheng, Cai-Juanen
dc.contributor.authorChen, Yi-Yanen
dc.contributor.authorFu, Xiu-Meien
dc.contributor.authorQian, Pei-Yuanen
dc.contributor.authorShe, Zhi-Gangen
dc.contributor.authorde Voogd, Nicole J.en
dc.contributor.authorWang, Chang-Yunen
dc.date.accessioned2014-11-11T14:31:01Z-
dc.date.available2014-11-11T14:31:01Z-
dc.date.issued2012-01-19en
dc.identifier.citationLi D, Xu Y, Shao C-L, Yang R-Y, Zheng C-J, et al. (2012) Antibacterial Bisabolane-Type Sesquiterpenoids from the Sponge-Derived Fungus Aspergillus sp. Marine Drugs 10: 234-241. doi:10.3390/md10010234.en
dc.identifier.issn1660-3397en
dc.identifier.pmid22363233en
dc.identifier.doi10.3390/md10010234en
dc.identifier.urihttp://hdl.handle.net/10754/334587en
dc.description.abstractFour new bisabolane-type sesquiterpenoids, aspergiterpenoid A (1), (-)-sydonol (2), (-)-sydonic acid (3), and (-)-5-(hydroxymethyl)-2-(2′, 6′,6′-trimethyltetrahydro-2Hpyran-2-yl)phenol (4) together with one known fungal metabolite (5) were isolated from the fermentation broth of a marine-derived fungus Aspergillus sp., which was isolated from the sponge Xestospongia testudinaria collected from the South China Sea. Four of them (1-4) are optically active compounds. Their structures and absolute configurations were elucidated by using NMR spectroscopic techniques and mass spectrometric analysis, and by comparing their optical rotations with those related known analogues. Compounds 1-5 showed selective antibacterial activity against eight bacterial strains with the MIC (minimum inhibiting concentrations) values between 1.25 and 20.0 μM. The cytotoxic, antifouling, and acetylcholinesterase inhibitory activities of these compounds were also examined. © 2012 by the authors; licensee MDPI.en
dc.language.isoenen
dc.publisherMDPI AGen
dc.rightsThis article is an open-access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/).en
dc.rightsArchived with thanks to Marine Drugsen
dc.rights.urihttp://creativecommons.org/licenses/by/3.0/en
dc.subjectAntibacterialen
dc.subjectAspergillus spen
dc.subjectBisabolane-type sesquiterpenoiden
dc.subjectSponge-derived fungusen
dc.subject5 (hydroxymethyl) 2 (2',6',6' trimethyltetrahydro 2h pyran 2 yl)phenolen
dc.subject5 (hydroxymethyl) 2 (6' methylhept 2' en 2' yl)phenolen
dc.subjectacetylcholinesteraseen
dc.subjectantiinfective agenten
dc.subjectaspergiterpenoid Aen
dc.subjectsesquiterpenoiden
dc.subjectsydonic aciden
dc.subjectsydonolen
dc.subjectunclassified drugen
dc.subjectantibacterial activityen
dc.subjectAspergillusen
dc.subjectChinaen
dc.subjectdrug cytotoxicityen
dc.subjectdrug isolationen
dc.subjectdrug structureen
dc.subjectenzyme inhibitionen
dc.subjectfermentation mediumen
dc.subjectfouling controlen
dc.subjecthuman cellen
dc.subjectmass spectrometryen
dc.subjectminimum inhibitory concentrationen
dc.subjectnuclear magnetic resonance spectroscopyen
dc.subjectnucleotide sequenceen
dc.subjectsponge (Porifera)en
dc.subjectxestospongia testudinariaen
dc.subjectAnti-Bacterial Agentsen
dc.subjectAspergillusen
dc.subjectMagnetic Resonance Spectroscopyen
dc.subjectMicrobial Sensitivity Testsen
dc.subjectPoriferaen
dc.subjectSesquiterpenesen
dc.subjectAspergillusen
dc.subjectAspergillus sp.en
dc.subjectBacteria (microorganisms)en
dc.subjectFungien
dc.subjectXestospongiaen
dc.titleAntibacterial Bisabolane-Type Sesquiterpenoids from the Sponge-Derived Fungus Aspergillus sp.en
dc.typeArticleen
dc.contributor.departmentKAUST Global Academic Partnership Program, Division of Life Science, The Hong Kong University of Science and Technology, Clear Water Bay, Hong Kong, China; Email: (Y.X.); (P.-Y.Q.)en
dc.identifier.journalMarine Drugsen
dc.identifier.pmcidPMC3280534en
dc.eprint.versionPublisher's Version/PDFen
dc.contributor.institutionKey Laboratory of Marine Drugs, Ministry of Education, School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, China; Email: (D.L.); (C.-J.Z.); (Y.-Y.C.); (X.-M.F.)en
dc.contributor.institutionKey Laboratory for the Chemistry and Molecular Engineering of Medicinal Resources, Ministry of Education, School of Chemistry & Chemical Engineering, Guangxi Normal University, Guilin 541004, China; Email:en
dc.contributor.institutionSchool of Chemistry and Chemical Engineering, Sun Yat-sen University, Guangzhou 510275, China; Email:en
dc.contributor.institutionNetherlands Centre for Biodiversity Naturalis, P.O. box 9517, Leiden 2300 RA, The Netherlands; Email:en
dc.contributor.affiliationKing Abdullah University of Science and Technology (KAUST)en
kaust.authorXu, Yingen
kaust.authorQian, Pei-Yuanen

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