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A new 9,11-secosterol from the soft coral Sinularia granosa
- Source :
- Bioorganic & Medicinal Chemistry Letters. 22:4373-4376
- Publication Year :
- 2012
- Publisher :
- Elsevier BV, 2012.
-
Abstract
- Chemical investigations on the EtOAc-soluble fractions from the EtOH extract of Formosa soft coral afforded a new 9,11-secosteroid, 8αH-3β,11-dihydroxy-5α,6α-expoxy-24-methylene-9,11-secocholestan-9-one (1), along with one known steroid 3β,11-dihydroxy-5β,6β-expoxy-24-methylene-9,11-secocholestan-9-one (2) from Sinularia granosa. The structure of the new metabolite was elucidated on the basis of extensive spectroscopic analysis and by comparison of their NMR data with the known compounds, including 2. Both 1 and 2 were shown to significantly inhibit the accumulation of the pro-inflammatory inducible nitric oxide synthase protein, and 1 also was found to effectively reduce the level of cyclooxygenase-2 protein, in lipopolysaccharide-stimulated RAW264.7 macrophage cells at 10 μM. Furthermore, cytotoxic activity of 1 and 2 toward a limited panel of cancer cell lines was also discovered.
- Subjects :
- Magnetic Resonance Spectroscopy
medicine.medical_treatment
Coral
Metabolite
Clinical Biochemistry
Molecular Conformation
Nitric Oxide Synthase Type II
Pharmaceutical Science
Antineoplastic Agents
Apoptosis
Biochemistry
Steroid
Mice
chemistry.chemical_compound
Cell Line, Tumor
Drug Discovery
Botany
medicine
Animals
Humans
Secosteroids
Cytotoxic T cell
Sinularia
Cytotoxicity
Molecular Biology
biology
Chemistry
Organic Chemistry
Anthozoa
biology.organism_classification
Nmr data
Nitric oxide synthase
Cyclooxygenase 2
biology.protein
Molecular Medicine
Steroids
Drug Screening Assays, Antitumor
HeLa Cells
Subjects
Details
- ISSN :
- 0960894X
- Volume :
- 22
- Database :
- OpenAIRE
- Journal :
- Bioorganic & Medicinal Chemistry Letters
- Accession number :
- edsair.doi.dedup.....17ea4596edc082186a7c7869148e2813