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Mar. Drugs 2008, 6(4), 578-586; doi:10.3390/md6040578
Article

Acetylcholinesterase-Inhibiting Activity of Pyrrole Derivatives from a Novel Marine Gliding Bacterium, Rapidithrix thailandica

1, 2, 2, 1,4, 3,4, 2,4,*  and 4
1 Department of Industrial Biotechnology, Faculty of Agro-Industry, Prince of Songkla University, Hat-Yai, Songkla 90112, Thailand 2 Marine Natural Products Research Unit, Department of Pharmacognosy and Pharmaceutical Botany, Faculty of Pharmaceutical Sciences, Prince of Songkla University, Hat-Yai, Songkhla 90112, Thailand 3 Department of Pharmaceutical Chemistry and Pharmacognosy, Faculty of Pharmaceutical Sciences, Naresuan University, Phitsanulok 65000, Thailand 4 Center for Bioactive Natural Products from Marine Organisms and Endophytic Fungi (BNPME), Department of Pharmacognosy, Faculty of Pharmaceutical Sciences, Chulalongkorn University, Patumwan, Bangkok 10330, Thailand
* Author to whom correspondence should be addressed.
Received: 2 September 2008 / Revised: 3 October 2008 / Accepted: 8 October 2008 / Published: 13 October 2008
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Abstract

Acetylcholinesterase-inhibiting activity of marinoquinoline A (1), a new pyrroloquinoline from a novel species of a marine gliding bacterium Rapidithrix thailandica, was assessed (IC50 4.9 μM). Two related pyrrole derivatives, 3-(2'-aminophenyl)-pyrrole (3) and 2,2-dimethyl-pyrrolo-1,2-dihydroquinoline (4), were also isolated from two other strains of R. thailandica. The isolation of 3 from a natural source is reported here for the first time. Compound 4 was proposed to be an isolation artifact derived from 3. The two isolated compounds were virtually inactive in the acetylcholinesterase-inhibitory assay (enzyme inhibition < 30% at 0.1 g L-1).
Keywords: pyrroloquinolines; phenylpyrroles; gliding bacteria; Rapidithrix thailandica; acetylcholinesterase inhibitors pyrroloquinolines; phenylpyrroles; gliding bacteria; Rapidithrix thailandica; acetylcholinesterase inhibitors
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).
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Sangnoi, Y.; Sakulkeo, O.; Yuenyongsawad, S.; Kanjana-opas, A.; Ingkaninan, K.; Plubrukarn, A.; Suwanborirux, K. Acetylcholinesterase-Inhibiting Activity of Pyrrole Derivatives from a Novel Marine Gliding Bacterium, Rapidithrix thailandica. Mar. Drugs 2008, 6, 578-586.

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