Inhibition of Biofilm Formation by Modified Oxylipins from the Shipworm Symbiont Teredinibacter turnerae

Lacerna, Noel M.; Ramones, Cydee Marie V.; Robes, Jose Miguel D.; Picart, Myra Ruth D.; Tun, Jortan O.; Miller, Bailey W.; Haygood, Margo G.; Schmidt, Eric W.; Salvador-Reyes, Lilibeth A.; Concepcion, Gisela P.

doi:10.3390/md18120656

Open AccessArticle

Inhibition of Biofilm Formation by Modified Oxylipins from the Shipworm Symbiont Teredinibacter turnerae

by

Noel M. Lacerna II

¹,

Cydee Marie V. Ramones

¹

,

Jose Miguel D. Robes

¹,

Myra Ruth D. Picart

¹,

Jortan O. Tun

¹,

Bailey W. Miller

²

,

Margo G. Haygood

²,

Eric W. Schmidt

²,

Lilibeth A. Salvador-Reyes

¹

and

Gisela P. Concepcion

^1,*

¹

The Marine Science Institute, University of the Philippines Diliman, Quezon City 1101, Philippines

²

Department of Medicinal Chemistry, University of Utah, Salt Lake City, UT 84112, USA

^*

Author to whom correspondence should be addressed.

Mar. Drugs 2020, 18(12), 656; https://doi.org/10.3390/md18120656

Submission received: 23 November 2020 / Revised: 13 December 2020 / Accepted: 16 December 2020 / Published: 20 December 2020

(This article belongs to the Special Issue Marine Natural Products with Anti-biofilm and Anti-virulence Activity)

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Abstract

The bioactivity-guided purification of the culture broth of the shipworm endosymbiont Teredinibacter turnerae strain 991H.S.0a.06 yielded a new fatty acid, turneroic acid (1), and two previously described oxylipins (2–3). Turneroic acid (1) is an 18-carbon fatty acid decorated by a hydroxy group and an epoxide ring. Compounds 1–3 inhibited bacterial biofilm formation in Staphylococcus epidermidis, while only 3 showed antimicrobial activity against planktonic S. epidermidis. Comparison of the bioactivity of 1–3 with structurally related compounds indicated the importance of the epoxide moiety for selective and potent biofilm inhibition.

Keywords: anti-biofilm; oxylipins; Staphylococcus epidermidis; Lyrodus; shipworm; Teredinibacter turnerae

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MDPI and ACS Style

Lacerna, N.M., II; Ramones, C.M.V.; Robes, J.M.D.; Picart, M.R.D.; Tun, J.O.; Miller, B.W.; Haygood, M.G.; Schmidt, E.W.; Salvador-Reyes, L.A.; Concepcion, G.P. Inhibition of Biofilm Formation by Modified Oxylipins from the Shipworm Symbiont Teredinibacter turnerae. Mar. Drugs 2020, 18, 656. https://doi.org/10.3390/md18120656

AMA Style

Lacerna NM II, Ramones CMV, Robes JMD, Picart MRD, Tun JO, Miller BW, Haygood MG, Schmidt EW, Salvador-Reyes LA, Concepcion GP. Inhibition of Biofilm Formation by Modified Oxylipins from the Shipworm Symbiont Teredinibacter turnerae. Marine Drugs. 2020; 18(12):656. https://doi.org/10.3390/md18120656

Chicago/Turabian Style

Lacerna, Noel M., II, Cydee Marie V. Ramones, Jose Miguel D. Robes, Myra Ruth D. Picart, Jortan O. Tun, Bailey W. Miller, Margo G. Haygood, Eric W. Schmidt, Lilibeth A. Salvador-Reyes, and Gisela P. Concepcion. 2020. "Inhibition of Biofilm Formation by Modified Oxylipins from the Shipworm Symbiont Teredinibacter turnerae" Marine Drugs 18, no. 12: 656. https://doi.org/10.3390/md18120656

APA Style

Lacerna, N. M., II, Ramones, C. M. V., Robes, J. M. D., Picart, M. R. D., Tun, J. O., Miller, B. W., Haygood, M. G., Schmidt, E. W., Salvador-Reyes, L. A., & Concepcion, G. P. (2020). Inhibition of Biofilm Formation by Modified Oxylipins from the Shipworm Symbiont Teredinibacter turnerae. Marine Drugs, 18(12), 656. https://doi.org/10.3390/md18120656

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Inhibition of Biofilm Formation by Modified Oxylipins from the Shipworm Symbiont Teredinibacter turnerae

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