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Open AccessArticle

Purification and Evaluation of N-benzyl Cinnamamide from Red Seaweed Gracilaria fisheri as an Inhibitor of Vibrio harveyi AI-2 Quorum Sensing

1
Department of Anatomy, Faculty of Science, Mahidol University, Rama VI Road, Bangkok 10400, Thailand
2
Nakhonsawan Campus, Mahidol University, Nakhonsawan 60130, Thailand
3
National Center for Genetic Engineering and Biotechnology, and Centex Shrimp Chalermprakiat Building, Faculty of Science, Mahidol University, Rama VI Road, Bangkok 10400, Thailand
4
State Key Laboratory of Microbial Technology, Shandong University, Qingdao 266237, China
*
Authors to whom correspondence should be addressed.
Mar. Drugs 2020, 18(2), 80; https://doi.org/10.3390/md18020080
Received: 13 December 2019 / Revised: 22 January 2020 / Accepted: 23 January 2020 / Published: 27 January 2020
Previously, we reported that the ethanol extract from red seaweed Gracilaria fisheri effectively decreased biofilm formation of Vibrio harveyi. In this study, the anti-biofilm active compounds in the ethanol extract were isolated and their structures identified. The anti-biofilm fractionation assay for minimum inhibitory concentration (MIC) produced two fractions which possessed maximal inhibitory activities toward the biofilm formation of V. harveyi strains 1114 and BAA 1116. Following chromatographic separation of the bioactive fractions, two pure compounds were isolated, and their structures were elucidated using FTIR, NMR, and HR-TOF-MS. The compounds were N-benzyl cinnamamide and α-resorcylic acid. The in vitro activity assay demonstrated that both compounds inhibited the biofilm formation of V. harveyi and possessed the anti-quorum sensing activity by interfering with the bioluminescence of the bacteria. However, the N-benzyl cinnamamide was more potent than α-resorcylic acid with a 10-fold lesser MIC. The present study reveals the beneficial property of the N-benzyl cinnamamide from the ethanol extract as a lead anti-microbial drug against V. harveyi. View Full-Text
Keywords: biofilm; bioluminescence; Vibrio harveyi; N-benzyl cinnamamide; α-resorcylic acid; Gracilaria fisheri biofilm; bioluminescence; Vibrio harveyi; N-benzyl cinnamamide; α-resorcylic acid; Gracilaria fisheri
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Karnjana, K.; Nobsathian, S.; Soowannayan, C.; Zhao, W.; Tang, Y.-J.; Wongprasert, K. Purification and Evaluation of N-benzyl Cinnamamide from Red Seaweed Gracilaria fisheri as an Inhibitor of Vibrio harveyi AI-2 Quorum Sensing. Mar. Drugs 2020, 18, 80.

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