Structure-Functional Activity of Pyrone Derivatives for Inhibition of Barnacle Settlement and Biofilm Formation.

Autor: Khan MAR; Department of Marine Biotechnology and Resources, National Sun Yat-Sen University, Kaohsiung, 80424, Taiwan., Wang BW; Doctoral Degree Program in Marine Biotechnology, National Sun Yat-Sen University, Kaohsiung, 80424, Taiwan.; Agricultural Biotechnology Research Center, Academia Sinica, Taipei, 115, Taiwan.; Biotechnology Center in Southern Taiwan, Academia Sinica, Tainan, 711, Taiwan., Lin HC; Department of Marine Biotechnology and Resources, National Sun Yat-Sen University, Kaohsiung, 80424, Taiwan.; Doctoral Degree Program in Marine Biotechnology, National Sun Yat-Sen University, Kaohsiung, 80424, Taiwan., Yang YL; Agricultural Biotechnology Research Center, Academia Sinica, Taipei, 115, Taiwan.; Biotechnology Center in Southern Taiwan, Academia Sinica, Tainan, 711, Taiwan., Liaw CC; Department of Marine Biotechnology and Resources, National Sun Yat-Sen University, Kaohsiung, 80424, Taiwan. ccliaw@mail.nsysu.edu.tw.; Doctoral Degree Program in Marine Biotechnology, National Sun Yat-Sen University, Kaohsiung, 80424, Taiwan. ccliaw@mail.nsysu.edu.tw.; Graduate Institute of Natural Products, Kaohsiung Medical University, Kaohsiung, 807, Taiwan. ccliaw@mail.nsysu.edu.tw.; Graduate Institute of Pharmacognosy, Taipei Medical University, Taipei, 110, Taiwan. ccliaw@mail.nsysu.edu.tw.
Jazyk: angličtina
Zdroj: Marine biotechnology (New York, N.Y.) [Mar Biotechnol (NY)] 2024 Oct; Vol. 26 (5), pp. 1000-1008. Date of Electronic Publication: 2024 Jul 27.
DOI: 10.1007/s10126-024-10349-1
Abstrakt: Naturally occurring 6-pentyl-2H-pyran-2-one and its synthetic analogues greatly inhibit the settlement of Amphibalanus amphitrite cyprids and the growth and biofilm formation of marine bacteria. To optimize the antifouling activities of pyrone derivatives, this study designed pyrone analogues by modifying functional groups, such as the benzyl group, cyclopentane, and halides, substituted on both sides of a pyrone. The antifouling effects of the synthesized pyrone derivatives were subsequently evaluated against five marine biofilm-forming bacteria, Loktanella hongkongensis, Staphylococcus cohnii, S. saprophyticus, Photobacterium angustum, and Alteromonas macleodii, along with barnacle cyprids of Amphibalanus amphitrite. Substituting nonpolar parts-such as the aliphatic, cyclopentyl, or phenyl moieties on C-5 or the furan moieties on C-3-not only increased antibacterial activity and inhibited biofilm formation but also inhibited barnacle cyprid settlement when compared to 6-pentyl-2H-pyran-2-one.
(© 2024. The Author(s), under exclusive licence to Springer Science+Business Media, LLC, part of Springer Nature.)
Databáze: MEDLINE
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