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Neuroactive diol and acyloin metabolites from cone snail-associated bacteria.

ABSTRACT: The bacterium Gordonia sp. 647W.R.1a.05 was cultivated from the venom duct of the cone snail, Conus circumcisus. The Gordonia sp. organic extract modulated the action potential of mouse dorsal root ganglion neurons. Assay-guided fractionation led to the identification of the new compound circumcin A (1) and 11 known analogs (2-12). Two of these compounds, kurasoin B (7) and soraphinol A (8), were active in a human norepinephrine transporter assay with Ki values of 2575 and 867 nM, respectively. No neuroactivity had previously been reported for compounds in this structural class. Gordonia species have been reproducibly isolated from four different cone snail species, indicating a consistent association between these organisms.

SUBMITTER: Lin Z

PROVIDER: S-EPMC3779075 | biostudies-literature | 2013 Sep

REPOSITORIES: biostudies-literature

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Neuroactive diol and acyloin metabolites from cone snail-associated bacteria.

Lin Zhenjian Z Marett Lenny L Hughen Ronald W RW Flores Malem M Forteza Imelda I Ammon Mary Anne MA Concepcion Gisela P GP Espino Samuel S Olivera Baldomero M BM Rosenberg Gary G Haygood Margo G MG Light Alan R AR Schmidt Eric W EW

Bioorganic & medicinal chemistry letters 20130708 17

The bacterium Gordonia sp. 647W.R.1a.05 was cultivated from the venom duct of the cone snail, Conus circumcisus. The Gordonia sp. organic extract modulated the action potential of mouse dorsal root ganglion neurons. Assay-guided fractionation led to the identification of the new compound circumcin A (1) and 11 known analogs (2-12). Two of these compounds, kurasoin B (7) and soraphinol A (8), were active in a human norepinephrine transporter assay with Ki values of 2575 and 867 nM, respectively. ...[more]

PMID: 23880542

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