Updated pigment composition of Tisochrysis lutea and purification of fucoxanthin using centrifugal partition chromatography coupled to flash chromatography for the chemosensitization of melanoma cells
Tisochrysis lutea (T. lutea, ex T. Isochrysis galbana or T-Iso) is a marine haptophyte that was first isolated from Tahiti seawater. Because of its high content in lipids, this tropical species is commonly used in aquaculture to feed fishes, crustaceans and molluscs larvae. It is also a rich source...
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Veröffentlicht in: | Algal research (Amsterdam) 2020-10, Vol.51, p.102035, Article 102035 |
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creator | Gonçalves de Oliveira-Júnior, Raimundo Grougnet, Raphaël Bodet, Pierre-Edouard Bonnet, Antoine Nicolau, Elodie Jebali, Ahlem Rumin, Judith Picot, Laurent |
description | Tisochrysis lutea (T. lutea, ex T. Isochrysis galbana or T-Iso) is a marine haptophyte that was first isolated from Tahiti seawater. Because of its high content in lipids, this tropical species is commonly used in aquaculture to feed fishes, crustaceans and molluscs larvae. It is also a rich source of fucoxanthin with a high potential for nutraceutical, cosmetic and pharmaceutical applications. The purpose of the present study was to detail the pigment composition of T. lutea and to develop an efficient process to recover highly purified fucoxanthin. Using ultra performant liquid chromatography coupled to diode arrays and high-resolution mass spectrometry detectors (UPLC-DAD-MS/MS), we demonstrated for the first time the presence of echinenone, 3-hydroxy-echinenone and chlorophyll c2-monogalactosyldiacylglycerol [18:4/14:0] in unstressed cultures of T. lutea. The chemotaxonomic relevance of this updated pigment composition was discussed in relation to the Haptophyta phylum. A two-step purification of fucoxanthin was then optimized using centrifugal partition chromatography coupled to flash chromatography. This process allowed the efficient isolation of fucoxanthin (purity > 99%), that was further assessed as a low-toxicity antineoplastic and chemosensitizing natural product in human chemoresistant melanoma cells. This carotenoid exerted an antiproliferative activity in A2058 melanoma cells and reversed in vitro their chemoresistance to dacarbazine, a DNA-alkylating agent clinically used for the treatment of metastatic melanoma.
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•Echinenone, 3-hydroxy-echinenone and chlorophyll c2-MonoGalactosylDiacylGlycerol [18:4/14:0] in Tisochrysis lutea•Chemotaxonomic relevance of these pigments for species identification in the Haptophyta phylum•Development of a two-step purification of fucoxanthin (purity > 99%) using CPC coupled to flash chromatography.•Reversion of dacarbazine chemoresistance in human melanoma cells in vitro by fucoxanthin purified from T. lutea. |
doi_str_mv | 10.1016/j.algal.2020.102035 |
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•Echinenone, 3-hydroxy-echinenone and chlorophyll c2-MonoGalactosylDiacylGlycerol [18:4/14:0] in Tisochrysis lutea•Chemotaxonomic relevance of these pigments for species identification in the Haptophyta phylum•Development of a two-step purification of fucoxanthin (purity > 99%) using CPC coupled to flash chromatography.•Reversion of dacarbazine chemoresistance in human melanoma cells in vitro by fucoxanthin purified from T. lutea.</description><identifier>ISSN: 2211-9264</identifier><identifier>EISSN: 2211-9264</identifier><identifier>DOI: 10.1016/j.algal.2020.102035</identifier><language>eng</language><publisher>Elsevier B.V</publisher><subject>Biochemistry ; Biochemistry, Molecular Biology ; Carotenoids ; Centrifugal partition chromatography ; Life Sciences ; Medication ; Melanoma ; Multidrug resistance ; Pharmaceutical sciences ; Pigments ; Tisochrysis lutea</subject><ispartof>Algal research (Amsterdam), 2020-10, Vol.51, p.102035, Article 102035</ispartof><rights>2020 Elsevier B.V.</rights><rights>Attribution - NonCommercial</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c382t-4082309e4de5a32543b784bc50d92bf5ebcf6894701f29ea7ab2c617037f6443</citedby><cites>FETCH-LOGICAL-c382t-4082309e4de5a32543b784bc50d92bf5ebcf6894701f29ea7ab2c617037f6443</cites><orcidid>0000-0003-4656-3557 ; 0000-0003-0849-4503 ; 0000-0003-1904-4823</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>230,314,780,784,885,27922,27923</link.rule.ids><backlink>$$Uhttps://hal.science/hal-02946594$$DView record in HAL$$Hfree_for_read</backlink></links><search><creatorcontrib>Gonçalves de Oliveira-Júnior, Raimundo</creatorcontrib><creatorcontrib>Grougnet, Raphaël</creatorcontrib><creatorcontrib>Bodet, Pierre-Edouard</creatorcontrib><creatorcontrib>Bonnet, Antoine</creatorcontrib><creatorcontrib>Nicolau, Elodie</creatorcontrib><creatorcontrib>Jebali, Ahlem</creatorcontrib><creatorcontrib>Rumin, Judith</creatorcontrib><creatorcontrib>Picot, Laurent</creatorcontrib><title>Updated pigment composition of Tisochrysis lutea and purification of fucoxanthin using centrifugal partition chromatography coupled to flash chromatography for the chemosensitization of melanoma cells</title><title>Algal research (Amsterdam)</title><description>Tisochrysis lutea (T. lutea, ex T. Isochrysis galbana or T-Iso) is a marine haptophyte that was first isolated from Tahiti seawater. Because of its high content in lipids, this tropical species is commonly used in aquaculture to feed fishes, crustaceans and molluscs larvae. It is also a rich source of fucoxanthin with a high potential for nutraceutical, cosmetic and pharmaceutical applications. The purpose of the present study was to detail the pigment composition of T. lutea and to develop an efficient process to recover highly purified fucoxanthin. Using ultra performant liquid chromatography coupled to diode arrays and high-resolution mass spectrometry detectors (UPLC-DAD-MS/MS), we demonstrated for the first time the presence of echinenone, 3-hydroxy-echinenone and chlorophyll c2-monogalactosyldiacylglycerol [18:4/14:0] in unstressed cultures of T. lutea. The chemotaxonomic relevance of this updated pigment composition was discussed in relation to the Haptophyta phylum. A two-step purification of fucoxanthin was then optimized using centrifugal partition chromatography coupled to flash chromatography. This process allowed the efficient isolation of fucoxanthin (purity > 99%), that was further assessed as a low-toxicity antineoplastic and chemosensitizing natural product in human chemoresistant melanoma cells. This carotenoid exerted an antiproliferative activity in A2058 melanoma cells and reversed in vitro their chemoresistance to dacarbazine, a DNA-alkylating agent clinically used for the treatment of metastatic melanoma.
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•Echinenone, 3-hydroxy-echinenone and chlorophyll c2-MonoGalactosylDiacylGlycerol [18:4/14:0] in Tisochrysis lutea•Chemotaxonomic relevance of these pigments for species identification in the Haptophyta phylum•Development of a two-step purification of fucoxanthin (purity > 99%) using CPC coupled to flash chromatography.•Reversion of dacarbazine chemoresistance in human melanoma cells in vitro by fucoxanthin purified from T. lutea.</description><subject>Biochemistry</subject><subject>Biochemistry, Molecular Biology</subject><subject>Carotenoids</subject><subject>Centrifugal partition chromatography</subject><subject>Life Sciences</subject><subject>Medication</subject><subject>Melanoma</subject><subject>Multidrug resistance</subject><subject>Pharmaceutical sciences</subject><subject>Pigments</subject><subject>Tisochrysis lutea</subject><issn>2211-9264</issn><issn>2211-9264</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2020</creationdate><recordtype>article</recordtype><recordid>eNp9Uctu3CAUtapWapTkC7phm8VMAWN7vOgiitom0kjdTNfoGl_GjDBYgKNOv7CfVRwnUZVF2YAO53GvTlF8YnTLKKs_n7Zgj2C3nPIF4bSs3hUXnDO2aXkt3v_z_lhcx3ii-bSC0YpeFH9-Tj0k7MlkjiO6RJQfJx9NMt4Rr8nBRK-GcI4mEjsnBAIuk-dgtFHwwtKz8r_ApcE4MkfjjkRlr8yZ82BkgpBWw-zkR0j-GGAazjlrnmzOTp5oC3F4-699IGnADOPoI7plrN-voSNacJmes6yNV8UHDTbi9fN9WRy-fT3c3W_2P74_3N3uN6rc8bQRdMdL2qLosYKSV6Lsmp3oVEX7lne6wk7peteKhjLNW4QGOq5q1tCy0bUQ5WVxs9oOYOUUzAjhLD0YeX-7lwtGeSvqqhWPLHPLlauCjzGgfhUwKpfq5Ek-VSeX6uRaXVZ9WVWYt3g0GGRUBp3C3gRUSfbe_Ff_F_UiqS4</recordid><startdate>202010</startdate><enddate>202010</enddate><creator>Gonçalves de Oliveira-Júnior, Raimundo</creator><creator>Grougnet, Raphaël</creator><creator>Bodet, Pierre-Edouard</creator><creator>Bonnet, Antoine</creator><creator>Nicolau, Elodie</creator><creator>Jebali, Ahlem</creator><creator>Rumin, Judith</creator><creator>Picot, Laurent</creator><general>Elsevier B.V</general><general>Elsevier</general><scope>AAYXX</scope><scope>CITATION</scope><scope>1XC</scope><scope>VOOES</scope><orcidid>https://orcid.org/0000-0003-4656-3557</orcidid><orcidid>https://orcid.org/0000-0003-0849-4503</orcidid><orcidid>https://orcid.org/0000-0003-1904-4823</orcidid></search><sort><creationdate>202010</creationdate><title>Updated pigment composition of Tisochrysis lutea and purification of fucoxanthin using centrifugal partition chromatography coupled to flash chromatography for the chemosensitization of melanoma cells</title><author>Gonçalves de Oliveira-Júnior, Raimundo ; Grougnet, Raphaël ; Bodet, Pierre-Edouard ; Bonnet, Antoine ; Nicolau, Elodie ; Jebali, Ahlem ; Rumin, Judith ; Picot, Laurent</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c382t-4082309e4de5a32543b784bc50d92bf5ebcf6894701f29ea7ab2c617037f6443</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2020</creationdate><topic>Biochemistry</topic><topic>Biochemistry, Molecular Biology</topic><topic>Carotenoids</topic><topic>Centrifugal partition chromatography</topic><topic>Life Sciences</topic><topic>Medication</topic><topic>Melanoma</topic><topic>Multidrug resistance</topic><topic>Pharmaceutical sciences</topic><topic>Pigments</topic><topic>Tisochrysis lutea</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Gonçalves de Oliveira-Júnior, Raimundo</creatorcontrib><creatorcontrib>Grougnet, Raphaël</creatorcontrib><creatorcontrib>Bodet, Pierre-Edouard</creatorcontrib><creatorcontrib>Bonnet, Antoine</creatorcontrib><creatorcontrib>Nicolau, Elodie</creatorcontrib><creatorcontrib>Jebali, Ahlem</creatorcontrib><creatorcontrib>Rumin, Judith</creatorcontrib><creatorcontrib>Picot, Laurent</creatorcontrib><collection>CrossRef</collection><collection>Hyper Article en Ligne (HAL)</collection><collection>Hyper Article en Ligne (HAL) (Open Access)</collection><jtitle>Algal research (Amsterdam)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Gonçalves de Oliveira-Júnior, Raimundo</au><au>Grougnet, Raphaël</au><au>Bodet, Pierre-Edouard</au><au>Bonnet, Antoine</au><au>Nicolau, Elodie</au><au>Jebali, Ahlem</au><au>Rumin, Judith</au><au>Picot, Laurent</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Updated pigment composition of Tisochrysis lutea and purification of fucoxanthin using centrifugal partition chromatography coupled to flash chromatography for the chemosensitization of melanoma cells</atitle><jtitle>Algal research (Amsterdam)</jtitle><date>2020-10</date><risdate>2020</risdate><volume>51</volume><spage>102035</spage><pages>102035-</pages><artnum>102035</artnum><issn>2211-9264</issn><eissn>2211-9264</eissn><abstract>Tisochrysis lutea (T. lutea, ex T. Isochrysis galbana or T-Iso) is a marine haptophyte that was first isolated from Tahiti seawater. Because of its high content in lipids, this tropical species is commonly used in aquaculture to feed fishes, crustaceans and molluscs larvae. It is also a rich source of fucoxanthin with a high potential for nutraceutical, cosmetic and pharmaceutical applications. The purpose of the present study was to detail the pigment composition of T. lutea and to develop an efficient process to recover highly purified fucoxanthin. Using ultra performant liquid chromatography coupled to diode arrays and high-resolution mass spectrometry detectors (UPLC-DAD-MS/MS), we demonstrated for the first time the presence of echinenone, 3-hydroxy-echinenone and chlorophyll c2-monogalactosyldiacylglycerol [18:4/14:0] in unstressed cultures of T. lutea. The chemotaxonomic relevance of this updated pigment composition was discussed in relation to the Haptophyta phylum. A two-step purification of fucoxanthin was then optimized using centrifugal partition chromatography coupled to flash chromatography. This process allowed the efficient isolation of fucoxanthin (purity > 99%), that was further assessed as a low-toxicity antineoplastic and chemosensitizing natural product in human chemoresistant melanoma cells. This carotenoid exerted an antiproliferative activity in A2058 melanoma cells and reversed in vitro their chemoresistance to dacarbazine, a DNA-alkylating agent clinically used for the treatment of metastatic melanoma.
[Display omitted]
•Echinenone, 3-hydroxy-echinenone and chlorophyll c2-MonoGalactosylDiacylGlycerol [18:4/14:0] in Tisochrysis lutea•Chemotaxonomic relevance of these pigments for species identification in the Haptophyta phylum•Development of a two-step purification of fucoxanthin (purity > 99%) using CPC coupled to flash chromatography.•Reversion of dacarbazine chemoresistance in human melanoma cells in vitro by fucoxanthin purified from T. lutea.</abstract><pub>Elsevier B.V</pub><doi>10.1016/j.algal.2020.102035</doi><orcidid>https://orcid.org/0000-0003-4656-3557</orcidid><orcidid>https://orcid.org/0000-0003-0849-4503</orcidid><orcidid>https://orcid.org/0000-0003-1904-4823</orcidid><oa>free_for_read</oa></addata></record> |
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subjects | Biochemistry Biochemistry, Molecular Biology Carotenoids Centrifugal partition chromatography Life Sciences Medication Melanoma Multidrug resistance Pharmaceutical sciences Pigments Tisochrysis lutea |
title | Updated pigment composition of Tisochrysis lutea and purification of fucoxanthin using centrifugal partition chromatography coupled to flash chromatography for the chemosensitization of melanoma cells |
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