Dataset Information

Chemical profiling of mycosporine-like amino acids in twenty-three red algal species.

ABSTRACT: Rhodophyta produce a variety of chemically different mycosporine-like amino acids (MAAs), compounds that are known as some of the strongest ultraviolet (UV) absorbing molecules in nature. Accordingly, they primarily act as photoprotectants against harmful levels of solar ultraviolet radiation in the UV-A and UV-B range. In order to get a deeper understanding of the chemical diversity of MAAs in red algae, pure standards of eleven mycosporine-like amino acids were isolated from three different species (Agarophyton chilense, Pyropia plicata and Champia novae-zelandiae) using various chromatographic methods. Their structures were confirmed by nuclear magnetic resonance and mass spectrometry. Four out of the eleven MAAs are reported for the first time in algae. In addition, a new high-performance liquid chromatography method was developed for the separation of all isolated MAAs and successfully applied for the analysis of twenty-three red algal species of marine origin. All of them contained MAAs, the most abundant compounds were shinorine, palythine, asterina-330 and porphyra-334. For some samples, the direct assignment of MAAs based on their UV spectra was not possible; therefore, the target analytes were enriched by a simple concentration step, followed by liquid chromatography-mass spectrometry analysis of the extracts. This approach enabled a deeper insight into the MAA pattern of red algae, indicating that not only the four dominant ones are synthesized but also many others, which were often described as unknown compounds in previous studies.

SUBMITTER: Orfanoudaki M

PROVIDER: S-EPMC6492128 | biostudies-literature | 2019 Apr

REPOSITORIES: biostudies-literature

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Chemical profiling of mycosporine-like amino acids in twenty-three red algal species.

Orfanoudaki Maria M Hartmann Anja A Karsten Ulf U Ganzera Markus M

Journal of phycology 20190131 2

Rhodophyta produce a variety of chemically different mycosporine-like amino acids (MAAs), compounds that are known as some of the strongest ultraviolet (UV) absorbing molecules in nature. Accordingly, they primarily act as photoprotectants against harmful levels of solar ultraviolet radiation in the UV-A and UV-B range. In order to get a deeper understanding of the chemical diversity of MAAs in red algae, pure standards of eleven mycosporine-like amino acids were isolated from three different sp ...[more]

PMID: 30565696

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Project description:Marine macroalgae is known to be a good source of mycosporine-like amino acids (MAAs), especially red macroalgae. As a new type of active substance with commercial development prospects, the current progress in the extraction, isolation and characterization of MAAs is far from sufficient in terms of effectiveness in application. To determine the extraction processes of MAAs from four species of red macroalgae (Bangia fusco-purpurea, Gelidium amansii, Gracilaria confervoides, and Gracilaria sp.), a series of single-factor and orthogonal experiments were carried out in which the effects of solvents, the solid-liquid ratio, the time of extraction, the extraction degree and the temperature, on the yields of MAA extracts, were analyzed. Further, the isolation and identification of MAAs from Bangia fusco-purpurea and Gracilaria sp. were investigated. The results showed that the solid-liquid ratio, the time of extraction, the extraction degree and the temperature were 1:20 g/mL, 2 h, three times and 40 °C, respectively, when 25% methanol or 25% ethanol were used as the extraction solvent; these values were found to be suitable for the extraction of MAAs from four species of red macroalgae. Silica gel thin-layer chromatography was successfully used, for the first time, for the detection MAAs in this work, and it could be clearly seen that Bangia fusco-purpurea had the highest contents of MAAs among the four species of red macroalgae. MAA extracts from Bangia fusco-purpurea (or Gracilaria sp.) were isolated by silica gel column chromatography to obtain one fraction (or two fractions). The compositions and proportions of the MAAs in these fractions were determined via HPLC-ESI-MS spectra and by comparison with existing studies. Shinorine, palythine and porphyra-334 were found in 95.4% of the T1 fraction, and palythenic acid was found in 4.6% of this fraction, while shinorine, palythine and porphyra-334 were found in 96.3% of the J1 fraction, palythenic acid was found in 3.7% of the J2 fraction, and palythine was found in 100% of the J2 fraction, taken from the MAA extracts found in Bangia fusco-purpurea and Gracilaria sp., respectively. In addition, the relevant compositions and proportions of the MAA extracts taken from Gelidium amansii and Gracilaria confervoides were identified. This was the first study to report on the extraction process, isolation and identification of MAAs from Bangia fusco-purpurea, Gelidium amansii, Gracilaria confervoides, and Gracilaria sp.

Dataset Information

Chemical profiling of mycosporine-like amino acids in twenty-three red algal species.

Publications

Chemical profiling of mycosporine-like amino acids in twenty-three red algal species.

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