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Bioactive α,β-conjugated 3-keto-steroids from the Australian brown alga Cystophora xiphocarpa
- Source :
- Phytochemistry. 188:112798
- Publication Year :
- 2021
- Publisher :
- Elsevier BV, 2021.
-
Abstract
- As part of our ongoing study of the specialised metabolites present in brown algae belonging to the Cystophora genus, eight new steroids including three pairs of diastereoisomers were isolated from Cystophora xiphocarpa (Harvey) (Sargassacea, Fucales). The metabolites identified by standard spectrometric methods are (16S,22S)-16,22-dihydroxyergosta-4,24(28)-dien-3-one and (16S,22R)-16,22-dihydroxyergosta-4,24(28)-dien-3-one, (16S,22S,24R)-16,22,24-trihydroxyporifera-4,28-dien-3-one and (16S,22S,24S)-16,22,24-trihydroxystigma-4,28-dien-3-one along with (16S,22S,24E)-16,22-dihydroxystigma-4,24(28)-dien-3-one and (16S,20S)-16,20-dihydroxyergosta-4,24(28)-dien-3-one. (16S,22S,24E)-16,22-Dihydroxystigma-4,24(28)-dien-3-one possessed the most potent cytotoxicity of the steroids in this series with cell growth inhibitions of GI50 8.7 ± 0.7 μM against colon cancer HT29, GI50 5.6 ± 0.8 μM against the breast cancer line MCF-7 and GI50 4.5 ± 0.2 μM against the ovarian cancer cell line A2780. (16S,22R)-16,22-dihydroxyergosta-4,24(28)-dien-3-one was found to be active against the ovarian cancer cell line A2780 with a GI50 of 6.2 ± 0.1 μM.
- Subjects :
- 0106 biological sciences
Cystophora
Colorectal cancer
Plant Science
Horticulture
Phaeophyta
01 natural sciences
Biochemistry
Cell Line, Tumor
medicine
Humans
Cytotoxicity
Molecular Biology
Ovarian Neoplasms
biology
010405 organic chemistry
Chemistry
Cell growth
Australia
Diastereomer
General Medicine
biology.organism_classification
medicine.disease
0104 chemical sciences
Brown algae
Sargassaceae
Female
Steroids
Fucales
010606 plant biology & botany
Subjects
Details
- ISSN :
- 00319422
- Volume :
- 188
- Database :
- OpenAIRE
- Journal :
- Phytochemistry
- Accession number :
- edsair.doi.dedup.....91f7ba8b3920979a684aa063300c6ff1