Anticancer activity in vitro of a fucoidan from the brown alga Fucus evanescens and its low-molecular fragments, structurally characterized by tandem mass-spectrometry

Stanislav D Anastyuk; Natalia M Shevchenko; Svetlana P Ermakova; Olesya S Vishchuk; Evgeny L Nazarenko; Pavel S Dmitrenok; Tatyana N Zvyagintseva

doi:10.1016/j.carbpol.2011.07.036

Anticancer activity in vitro of a fucoidan from the brown alga Fucus evanescens and its low-molecular fragments, structurally characterized by tandem mass-spectrometry

Carbohydr Polym. 2012 Jan 4;87(1):186-194. doi: 10.1016/j.carbpol.2011.07.036. Epub 2011 Jul 28.

Authors

Stanislav D Anastyuk¹, Natalia M Shevchenko², Svetlana P Ermakova², Olesya S Vishchuk², Evgeny L Nazarenko², Pavel S Dmitrenok², Tatyana N Zvyagintseva²

Affiliations

¹ Pacific Institute of Bioorganic Chemistry, Russian Academy of Sciences, 100 Let Vladivostok Ave. 159, 690022 Vladivostok, Russian Federation. Electronic address: sanastyuk@piboc.dvo.ru.
² Pacific Institute of Bioorganic Chemistry, Russian Academy of Sciences, 100 Let Vladivostok Ave. 159, 690022 Vladivostok, Russian Federation.

PMID: 34662949
DOI: 10.1016/j.carbpol.2011.07.036

Abstract

Fucoidan was isolated and purified from the brown algae Fucus evanescens and subjected to autohydrolysis to obtain low-molecular-weight fragments. MALDI-TOFMS analysis has shown that monosulfated fucose and more heavily sulfated (up to 5) fucooligosaccharides with polymerization degree (DP) 2, 4 and 6, including galactose-containing sulfated oligosaccharides were the products of autohydrolysis. The structural features of these fragments were elucidated by negative-ion potential lift tandem MALDI-TOF mass-spectrometry using arabinoosazone as a matrix, which allowed reducing the in-source fragmentation. Native fucoidan has been shown to exert anticancer activities in both human malignant melanoma cell lines SK-MEL-28 and SK-MEL-5. Low-molecular-weight fragments exhibited almost no action to cell proliferation in both cell lines and colony formation on SK-MEL-5 cells, but its inhibition activity to the colony formation of SK-MEL-28 cell lines was as high as was demonstrated by native fucoidan (70%). Probably, the inhibiting activity for SK-MEL-28 depended on the presence of sulfates and (1→4)-linked α-l-Fucp residues in the main chain of fucoidan/oligosaccharides.

Keywords: Anticancer activity; Fucoidan derivatives; MS/MS; Structure.