Cargando…

Extraction and Quantification of Bioactive Tyrian Purple Precursors: A Comparative and Validation Study from the Hypobranchial Gland of a Muricid Dicathais orbita

Muricidae are marine molluscs known for the production of Tyrian purple and bioactive precursor compounds. A validation study for the extraction and analysis of secondary metabolites found in the hypobranchial gland of the muricid Dicathais orbita is reported, using high performance liquid chromatog...

Descripción completa

Detalles Bibliográficos
Autores principales: Valles-Regino, Roselyn, Mouatt, Peter, Rudd, David, Yee, Lachlan H., Benkendorff, Kirsten
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2016
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6273837/
https://www.ncbi.nlm.nih.gov/pubmed/27929402
http://dx.doi.org/10.3390/molecules21121672
_version_ 1783377479709229056
author Valles-Regino, Roselyn
Mouatt, Peter
Rudd, David
Yee, Lachlan H.
Benkendorff, Kirsten
author_facet Valles-Regino, Roselyn
Mouatt, Peter
Rudd, David
Yee, Lachlan H.
Benkendorff, Kirsten
author_sort Valles-Regino, Roselyn
collection PubMed
description Muricidae are marine molluscs known for the production of Tyrian purple and bioactive precursor compounds. A validation study for the extraction and analysis of secondary metabolites found in the hypobranchial gland of the muricid Dicathais orbita is reported, using high performance liquid chromatography–mass spectrometry (HPLC-MS) with diode array detector (DAD). Quantification of the dominant secondary metabolites from D. orbita is described, followed by a comparison of solvent extraction procedures and stability studies. The intra- and inter-day relative standard deviation (RSD) for tyrindoxyl sulphate was 0.46% and 0.17%, respectively. The quantification was linear for standards murexine, 6-bromoisatin, and tyrindoxyl sulphate. The limits of detection were 0.03, 0.004, and 0.07 mg/mL, respectively, and the limits of quantification were 0.09, 0.01, and 0.22 mg/mL, respectively. The results showed that alcoholic solvents were better for extracting choline ester and indoxyl sulphate ultimate precursors, while chloroform was more suitable for the extraction of the intermediate precursors. Multivariate analysis revealed significant differences in extract composition according to the solvent used. Stability testing showed an increase of the oxidative compounds 6-bromoisatin and putative tyrindoxyl S-oxide sulphate in the ethanol extracts while more degradation products were seen in the chloroform extracts after months of cold storage. The validated method was found to be simple, reproducible, precise, and suitable for quantification of the secondary metabolites of muricid molluscs for dye precursor and nutraceutical quality control, as well as applications in marine chemical ecology.
format Online
Article
Text
id pubmed-6273837
institution National Center for Biotechnology Information
language English
publishDate 2016
publisher MDPI
record_format MEDLINE/PubMed
spelling pubmed-62738372018-12-28 Extraction and Quantification of Bioactive Tyrian Purple Precursors: A Comparative and Validation Study from the Hypobranchial Gland of a Muricid Dicathais orbita Valles-Regino, Roselyn Mouatt, Peter Rudd, David Yee, Lachlan H. Benkendorff, Kirsten Molecules Article Muricidae are marine molluscs known for the production of Tyrian purple and bioactive precursor compounds. A validation study for the extraction and analysis of secondary metabolites found in the hypobranchial gland of the muricid Dicathais orbita is reported, using high performance liquid chromatography–mass spectrometry (HPLC-MS) with diode array detector (DAD). Quantification of the dominant secondary metabolites from D. orbita is described, followed by a comparison of solvent extraction procedures and stability studies. The intra- and inter-day relative standard deviation (RSD) for tyrindoxyl sulphate was 0.46% and 0.17%, respectively. The quantification was linear for standards murexine, 6-bromoisatin, and tyrindoxyl sulphate. The limits of detection were 0.03, 0.004, and 0.07 mg/mL, respectively, and the limits of quantification were 0.09, 0.01, and 0.22 mg/mL, respectively. The results showed that alcoholic solvents were better for extracting choline ester and indoxyl sulphate ultimate precursors, while chloroform was more suitable for the extraction of the intermediate precursors. Multivariate analysis revealed significant differences in extract composition according to the solvent used. Stability testing showed an increase of the oxidative compounds 6-bromoisatin and putative tyrindoxyl S-oxide sulphate in the ethanol extracts while more degradation products were seen in the chloroform extracts after months of cold storage. The validated method was found to be simple, reproducible, precise, and suitable for quantification of the secondary metabolites of muricid molluscs for dye precursor and nutraceutical quality control, as well as applications in marine chemical ecology. MDPI 2016-12-05 /pmc/articles/PMC6273837/ /pubmed/27929402 http://dx.doi.org/10.3390/molecules21121672 Text en © 2016 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC-BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Valles-Regino, Roselyn
Mouatt, Peter
Rudd, David
Yee, Lachlan H.
Benkendorff, Kirsten
Extraction and Quantification of Bioactive Tyrian Purple Precursors: A Comparative and Validation Study from the Hypobranchial Gland of a Muricid Dicathais orbita
title Extraction and Quantification of Bioactive Tyrian Purple Precursors: A Comparative and Validation Study from the Hypobranchial Gland of a Muricid Dicathais orbita
title_full Extraction and Quantification of Bioactive Tyrian Purple Precursors: A Comparative and Validation Study from the Hypobranchial Gland of a Muricid Dicathais orbita
title_fullStr Extraction and Quantification of Bioactive Tyrian Purple Precursors: A Comparative and Validation Study from the Hypobranchial Gland of a Muricid Dicathais orbita
title_full_unstemmed Extraction and Quantification of Bioactive Tyrian Purple Precursors: A Comparative and Validation Study from the Hypobranchial Gland of a Muricid Dicathais orbita
title_short Extraction and Quantification of Bioactive Tyrian Purple Precursors: A Comparative and Validation Study from the Hypobranchial Gland of a Muricid Dicathais orbita
title_sort extraction and quantification of bioactive tyrian purple precursors: a comparative and validation study from the hypobranchial gland of a muricid dicathais orbita
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6273837/
https://www.ncbi.nlm.nih.gov/pubmed/27929402
http://dx.doi.org/10.3390/molecules21121672
work_keys_str_mv AT vallesreginoroselyn extractionandquantificationofbioactivetyrianpurpleprecursorsacomparativeandvalidationstudyfromthehypobranchialglandofamuriciddicathaisorbita
AT mouattpeter extractionandquantificationofbioactivetyrianpurpleprecursorsacomparativeandvalidationstudyfromthehypobranchialglandofamuriciddicathaisorbita
AT rudddavid extractionandquantificationofbioactivetyrianpurpleprecursorsacomparativeandvalidationstudyfromthehypobranchialglandofamuriciddicathaisorbita
AT yeelachlanh extractionandquantificationofbioactivetyrianpurpleprecursorsacomparativeandvalidationstudyfromthehypobranchialglandofamuriciddicathaisorbita
AT benkendorffkirsten extractionandquantificationofbioactivetyrianpurpleprecursorsacomparativeandvalidationstudyfromthehypobranchialglandofamuriciddicathaisorbita