Altertoxins with Quorum Sensing Inhibitory Activities from The Marine-Derived Fungus Cladosporium sp. KFD33

doi:10.3390/md18010067

. 2020 Jan 19;18(1):67.

doi: 10.3390/md18010067.

Altertoxins with Quorum Sensing Inhibitory Activities from The Marine-Derived Fungus Cladosporium sp. KFD33

Fei Zhang^{1

2}, Liman Zhou¹, Fandong Kong¹, Qingyun Ma¹, Qingyi Xie¹, Jiuhui Li¹, Haofu Dai¹, Lei Guo², Youxing Zhao¹

Affiliations

¹ Hainan Key Laboratory of Research and Development of Natural Product from Li Folk Medicine, Institute of Tropical Bioscience and Biotechnology, Chinese Academy of Tropical Agricultural Sciences, Haikou 571101, China.
² Jiangsu Key Laboratory of Marine Bioresources and Environment, Co-Innovation Center of Jiangsu Marine Bio-industry Technology, Jiangsu Ocean University, Lianyungang 222005, China.

PMID: 31963874
PMCID: PMC7024320
DOI: 10.3390/md18010067

Free PMC article

Altertoxins with Quorum Sensing Inhibitory Activities from The Marine-Derived Fungus Cladosporium sp. KFD33

Fei Zhang et al. Mar Drugs. 2020.

Free PMC article

. 2020 Jan 19;18(1):67.

doi: 10.3390/md18010067.

Authors

Fei Zhang^{1

2}, Liman Zhou¹, Fandong Kong¹, Qingyun Ma¹, Qingyi Xie¹, Jiuhui Li¹, Haofu Dai¹, Lei Guo², Youxing Zhao¹

Affiliations

¹ Hainan Key Laboratory of Research and Development of Natural Product from Li Folk Medicine, Institute of Tropical Bioscience and Biotechnology, Chinese Academy of Tropical Agricultural Sciences, Haikou 571101, China.
² Jiangsu Key Laboratory of Marine Bioresources and Environment, Co-Innovation Center of Jiangsu Marine Bio-industry Technology, Jiangsu Ocean University, Lianyungang 222005, China.

PMID: 31963874
PMCID: PMC7024320
DOI: 10.3390/md18010067

Abstract

Five new perylenequinone derivatives, altertoxins VIII-XII (1-5), as well as one known compound cladosporol I (6), were isolated from the fermentation broth of the marine-derived fungus Cladosporium sp. KFD33 from a blood cockle from Haikou Bay, China. Their structures were determined based on spectroscopic methods and ECD spectra analysis along with quantum ECD calculations. Compounds 1-6 exhibited quorum sensing inhibitory activities against Chromobacterium violaceum CV026 with MIC values of 30, 30, 20, 30, 20 and 30 μg/well, respectively.

Keywords: Cladosporium sp.; altertoxins; quorum sensing inhibitory activity.

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Conflict of interest statement

The authors declare no conflict of interest.

Figures

**Figure 1**
The chemical structures of compounds 1–6.

**Figure 2**
Key COSY and HMBC correlations of compounds 1–5.

**Figure 3**
Experimental ECD spectra for compounds 1–6 and calculated ECD spectra for (R)-2 and (S)-2.

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References

1. Fukumoto A., Murakami C., Anzai Y., Kato F. Maniwamycins: New quorum-sensing inhibitors against Chromobacterium violaceum CV026 were isolated from Streptomyces sp. TOHO-M025. J. Antibiot. 2016;69:395. doi: 10.1038/ja.2015.126. - DOI - PubMed
1. Rasmussen T.B., Skindersoe M.E., Bjarnsholt T., Phipps R.K., Christensen K.B., Jensen P.O., Andersen J.B., Koch B., Larsen T.O., Hentzer M., et al. Identity and effects of quorum-sensing inhibitors produced by Penicillium species. Microbiology. 2005;151:1325–1340. doi: 10.1099/mic.0.27715-0. - DOI - PubMed
1. LaSarre B., Federle M.J. Exploiting quorum sensing to confuse bacterial pathogens. Microbiol. Mol. Biol. Rev. 2013;77:73–111. doi: 10.1128/MMBR.00046-12. - DOI - PMC - PubMed
1. Miller M.B., Bassler B.L. Quorum sensing in bacteria. Annu. Rev. Microbiol. 2001;55:165–199. doi: 10.1146/annurev.micro.55.1.165. - DOI - PubMed
1. Kalia V.C., Patel S.K., Kang Y.C., Lee J.K. Quorum sensing inhibitors as antipathogens: Biotechnological applications. Biotechnol. Adv. 2019;37:68–90. doi: 10.1016/j.biotechadv.2018.11.006. - DOI - PubMed

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[1] Fukumoto A., Murakami C., Anzai Y., Kato F. Maniwamycins: New quorum-sensing inhibitors against Chromobacterium violaceum CV026 were isolated from Streptomyces sp. TOHO-M025. J. Antibiot. 2016;69:395. doi: 10.1038/ja.2015.126. - DOI - PubMed

[2] Fukumoto A., Murakami C., Anzai Y., Kato F. Maniwamycins: New quorum-sensing inhibitors against Chromobacterium violaceum CV026 were isolated from Streptomyces sp. TOHO-M025. J. Antibiot. 2016;69:395. doi: 10.1038/ja.2015.126. - DOI - PubMed

[3] Rasmussen T.B., Skindersoe M.E., Bjarnsholt T., Phipps R.K., Christensen K.B., Jensen P.O., Andersen J.B., Koch B., Larsen T.O., Hentzer M., et al. Identity and effects of quorum-sensing inhibitors produced by Penicillium species. Microbiology. 2005;151:1325–1340. doi: 10.1099/mic.0.27715-0. - DOI - PubMed

[4] Rasmussen T.B., Skindersoe M.E., Bjarnsholt T., Phipps R.K., Christensen K.B., Jensen P.O., Andersen J.B., Koch B., Larsen T.O., Hentzer M., et al. Identity and effects of quorum-sensing inhibitors produced by Penicillium species. Microbiology. 2005;151:1325–1340. doi: 10.1099/mic.0.27715-0. - DOI - PubMed

[5] LaSarre B., Federle M.J. Exploiting quorum sensing to confuse bacterial pathogens. Microbiol. Mol. Biol. Rev. 2013;77:73–111. doi: 10.1128/MMBR.00046-12. - DOI - PMC - PubMed

[6] LaSarre B., Federle M.J. Exploiting quorum sensing to confuse bacterial pathogens. Microbiol. Mol. Biol. Rev. 2013;77:73–111. doi: 10.1128/MMBR.00046-12. - DOI - PMC - PubMed

[7] Miller M.B., Bassler B.L. Quorum sensing in bacteria. Annu. Rev. Microbiol. 2001;55:165–199. doi: 10.1146/annurev.micro.55.1.165. - DOI - PubMed

[8] Miller M.B., Bassler B.L. Quorum sensing in bacteria. Annu. Rev. Microbiol. 2001;55:165–199. doi: 10.1146/annurev.micro.55.1.165. - DOI - PubMed

[9] Kalia V.C., Patel S.K., Kang Y.C., Lee J.K. Quorum sensing inhibitors as antipathogens: Biotechnological applications. Biotechnol. Adv. 2019;37:68–90. doi: 10.1016/j.biotechadv.2018.11.006. - DOI - PubMed

[10] Kalia V.C., Patel S.K., Kang Y.C., Lee J.K. Quorum sensing inhibitors as antipathogens: Biotechnological applications. Biotechnol. Adv. 2019;37:68–90. doi: 10.1016/j.biotechadv.2018.11.006. - DOI - PubMed

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Altertoxins with Quorum Sensing Inhibitory Activities from The Marine-Derived Fungus Cladosporium sp. KFD33

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Altertoxins with Quorum Sensing Inhibitory Activities from The Marine-Derived Fungus Cladosporium sp. KFD33

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