Skip to main content
Log in

Extracellular secretion of phenolic substances from living brown algae

  • Original Article
  • Published:
Journal of Applied Phycology Aims and scope Submit manuscript

Abstract

The chemical structures of ultraviolet (UV)- absorbing substances secreted from the healthy living brown algae, Eisenia bicyclis and Ecklonia kurome, were demonstrated. The living activity of algal cells was critically examined using a confocal laser-scanning microscope after incorporation of fluorescein diacetate (FDA) into the cells. Using thin-layer chromatography (TLC), reversed-phase three-dimensional high-performance liquid chromatography (RP-3D-HPLC) and gas chromatography-mass spectrometry (GC-MS), it was found that the UV-absorbing substances (λmax 265–270 nm) secreted from the living brown algae mainly consisted of the three monomeric bromophenols, 2,4-dibromophenol, 2,4,6-tribromophenol and dibromo-iodophenol, but not phloroglucinol or phlorotannins. The other minor compounds detected in the secretions were as follows: benzothiazole, fatty acids (14:1, 16:0 and 18:0 acids), franesol, 3-hydroxy-2,4,4-trimethylpentyl 2-methylpropanoate and squalene. Exudation of phloroglucinol and phlorotannins was ascertained to take place only after the cell death of these algae. These results indicate that, whilst the algae are alive, polymeric phlorotannins are strictly kept within the algal body, and only monomeric bromophenols are secreted into the seawater medium.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Similar content being viewed by others

Abbreviations

FDA:

fluorescein diacetate

GC-MS:

gas chromatography-mass spectrometry

TLC:

thin-layer chromatography

RP-3D-HPLC:

reversed-phase three-dimensional high-performance liquid chromatography

UV:

ultraviolet

UV-VIS:

ultraviolet-visible

References

  • Bailey RW, Bourne EJ (1960) Colour reactions given by sugars and diphenylamine-aniline spray reagents on paper chromatograms. J Chromatog 4:206–213

    Article  CAS  Google Scholar 

  • Carlson DJ (1982) Surface microlayer phenolic enrichments indicate sea surface slicks. Nature 296:426–429

    Article  CAS  Google Scholar 

  • Carlson DJ, Carlson ML (1984) Reassessment of exudation by fucoid macroalgae. Limnol Oceanogr 29:1077–1087

    Article  CAS  Google Scholar 

  • Craigie JS, McLachlan J (1964) Excretion of colored ultraviolet-absorbing substances by marine algae. Can J Bot 42:23–33

    Article  CAS  Google Scholar 

  • Fogg GE, Boalch GT (1958) Extracellular products in pure cultures of a brown alga. Nature 181:789–790

    Article  Google Scholar 

  • Folch J, Less M, Sloane Stanley GH (1957) A simple method for the isolation and purification of total lipides from animal tissues. J Biol Chem 226:497–509

    PubMed  CAS  Google Scholar 

  • Jennings JG, Steinberg PD (1994) In situ exudation of phlorotannins by the sublittoral kelp Ecklonia radiata. Mar Biol 121:349–354

    Article  CAS  Google Scholar 

  • Krebs KG, Heusser D, Wimmer H (1969) Spray reagents. In: Stahl E (ed.) Thin-layer chromatography. Springer-Verlag, Heidelberg pp 854–909

  • McLachlan J, Craigie, JS (1964) Algal inhibition by yellow ultraviolet-absorbing substances from Fucus vesiculosus. Can J Bot 42:287–292

    CAS  Google Scholar 

  • Nagayama K, Iwamura Y, Shibata T, Hirayama I, Nakamura T (2002) Bactericidal activity of phlorotannins from the brown alga Ecklonia kurome. J Antimicrob Chemother 50:889–893

    Article  PubMed  CAS  Google Scholar 

  • Nagayama K, Shibata T, Fujimoto K, Honjo T, Nakamura T (2003) Algicidal effect of phlorotannins from the brown alga Ecklonia kurome on red tide microalgae. Aquaculture 218:601–611

    Article  CAS  Google Scholar 

  • Nakamura T, Nagayama K, Uchida K, Tanaka R (1996) Antioxidant activity of phlorotannins isolated from the brown alga Eisenia bicyclis. Fisheries Sci 62:923–926

    CAS  Google Scholar 

  • Pedersen M, Collen J, Abrahamsson K, Ekdahl A (1996) Production of halocarbons from seaweeds: an oxidative stress reaction?. Sci Mar 60 (supl. 1): 257–263

    Google Scholar 

  • Pellegrini L (1980) Cytological studies on physodes in the vegetative cells of Cystoseira stricta Sauvageau (Phaeophyta, Fucales). J Cell Sci 41:209–231

    PubMed  CAS  Google Scholar 

  • Ragan MA, Glombitza K-W (1986) Phlorotannins, brown algal polyphenols. Progr Phycol Res 4:129–241

    CAS  Google Scholar 

  • Sakami T (1996) Effects of algal excreted substances on the respiration activities of epiphytic bacteria on the brown alga, Eisenia bicyclis Kjellman. Fisheries Sci 62:394–396

    CAS  Google Scholar 

  • Shibata T, Yamaguchi K, Nagayama K, Kawaguchi S, Nakamura T (2002a) Inhibitory activity of brown algal phlorotannins against glycosidases from the viscera of the turban shell Turbo cornutus. Eur J Phycol 37: 493–500

    Article  Google Scholar 

  • Shibata T, Fujimoto K, Nagayama K, Yamaguchi K, Nakamura T (2002b) Inhibitory activity of brown algal phlorotannins against hyaluronidase. Int J Food Sci Tech 37:703–709

    Article  CAS  Google Scholar 

  • Shibata T, Nagayama K, Tanaka R, Yamaguchi K, Nakamura T (2003) Inhibitory effects of brown algal phlorotannins on secretory phospholipase A2s, lipoxygenases and cyclooxygenases. J Appl Phycol 15:61–66

    Article  CAS  Google Scholar 

  • Shibata T, Kawaguchi S, Hama Y, Inagaki M, Yamaguchi K, Nakamura T (2004) Local and chemical distribution of phlorotannins in brown algae. J Appl Phycol 16:291–296

    Article  CAS  Google Scholar 

  • Sieburth J McN, Conover JT (1965) Sargassum tannin, an antibiotic which retards fouling. Nature 208:52–53

    Article  Google Scholar 

  • Swanson AK, Druehl LD (2002) Induction, exudation and the UV protective role of kelp phlorotannins. Aquat Bot 73:241–253

    Article  CAS  Google Scholar 

  • Taniguchi K, Akimoto Y, Kurata K, Suzuki M (1992) Chemical defense mechanism of the brown alga Eisenia bicyclis against marine herbivores. Nippon Suisan Gakkaishi 58:571–575

    CAS  Google Scholar 

  • Tatewaki M (1966) Formation of a crustaceous sporophyte with unilocular sporangia in Scytosiphon lomentaria. Phycologia 6:62–66

    Google Scholar 

  • Widholm JM (1972) The use of fluorescein diacetate and phenosafranine for determining viability of cultured plant cells. Stain Technol 47:189–194

    PubMed  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Toshiyuki Shibata.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Shibata, T., Hama, Y., Miyasaki, T. et al. Extracellular secretion of phenolic substances from living brown algae. J Appl Phycol 18, 787–794 (2006). https://doi.org/10.1007/s10811-006-9094-y

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10811-006-9094-y

Keywords

Navigation