Bioactive new metabolites from the green alga Udotea orientalis growing on the Gorgonian coral Pseudopterogorgia rigida

As part of our continued search for bioactive secondary metabolites from marine sources using a bioassay-guided fractionation technique (Cytotoxic and anti-trypanosome activities), we have examined the organic extract of Papua New Guinean collection of the green alga Udotea orientalis growing on the...

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Bibliographic Details
Published in:Natural product research 2017-06, Vol.31 (11), p.1245-1250
Main Authors: Sabry, Omar M. M., Goeger, Douglas E., Gerwick, William H.
Format: Article
Language:English
Subjects:
Algae
Animals
Anthozoa
Antineoplastic Agents - analysis
Antineoplastic Agents - isolation & purification
antitrypanosome
Bioassays
Biocompatibility
Biotechnology
Cell Line, Tumor
Chlorophyta - chemistry
Chlorophyta - growth & development
Chlorophyta - metabolism
Chromatography, High Pressure Liquid
Construction
Construction planning
Cytotoxicity
Fractionation
Gorgonacea
High-performance liquid chromatography
Humans
In vitro methods and tests
Infrared radiation
Infrared spectroscopy
Liquid chromatography
Lung cancer
Lung Neoplasms - drug therapy
Lung Neoplasms - pathology
Metabolites
Molecular Conformation
NMR
Nuclear magnetic resonance
Planar structures
Pseudopterogorgia rigida
Secondary metabolites
Spectroscopic analysis
Spectrum Analysis
Stereochemistry
Stereoisomerism
Trypanocidal Agents - analysis
Trypanocidal Agents - isolation & purification
Trypanosoma - drug effects
Trypanosome
Tumor cell lines
Udotea orientalis
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Summary:As part of our continued search for bioactive secondary metabolites from marine sources using a bioassay-guided fractionation technique (Cytotoxic and anti-trypanosome activities), we have examined the organic extract of Papua New Guinean collection of the green alga Udotea orientalis growing on the Gorgonian coral Pseudopterogorgia rigida. Successive HPLC investigations resulted in isolation of three new compounds, (+) curcuepoxide A, (+) curcuepoxide B and (+)-10α-hydroxycurcudiol. Analysis of different spectroscopic data e.g. UV, IR, LRMS, HRMS, 1D NMR and 2D NMR on the isolated compounds allowed for construction of the planar structures. Stereochemistry assignment at C-7 and C-10 in the new compounds was discussed. Isolated compounds were found to be active in an in vitro assay of antitrypanosome activity. The isolated compounds were found to have variable cytotoxic activity in human lung cancer cell lines.
ISSN:1478-6419
1478-6427
DOI:10.1080/14786419.2016.1236096