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Alterporriol-Type Dimers from the Mangrove Endophytic Fungus, Alternaria sp. (SK11), and Their MptpB Inhibitions
- Source :
- Marine Drugs, Vol 12, Iss 5, Pp 2953-2969 (2014), Marine Drugs; Volume 12; Issue 5; Pages: 2953-2969, Marine Drugs
- Publication Year :
- 2014
- Publisher :
- MDPI AG, 2014.
-
Abstract
- A new alterporriol-type anthranoid dimer, alterporriol S (1), along with seven known anthraquinone derivatives, (+)-aS-alterporriol C (2), hydroxybostrycin (3), halorosellinia A (4), tetrahydrobostrycin (5), 9α-hydroxydihydrodesoxybostrycin (6), austrocortinin (7) and 6-methylquinizarin (8), were isolated from the culture broth of the mangrove fungus, Alternaria sp. (SK11), from the South China Sea. Their structures and the relative configurations were elucidated using comprehensive spectroscopic methods, including 1D and 2D NMR spectra. The absolute configurations of 1 and the axial configuration of 2 were defined by experimental and theoretical ECD spectroscopy. 1 was identified as the first member of alterporriols consisting of a unique C-10−C-2′ linkage. Atropisomer 2 exhibited strong inhibitory activity against Mycobacterium tuberculosis protein tyrosine phosphatase B (MptpB) with an IC50 value 8.70 μM.
- Subjects :
- Models, Molecular
Stereochemistry
Dimer
Antitubercular Agents
Molecular Conformation
Pharmaceutical Science
Anthraquinones
Microbial Sensitivity Tests
Fungus
Protein tyrosine phosphatase
Article
Mycobacterium tuberculosis
alterporriol
chemistry.chemical_compound
Bacterial Proteins
TDDFT
Drug Discovery
ECD
Pharmacology, Toxicology and Pharmaceutics (miscellaneous)
lcsh:QH301-705.5
theoretical calculations
Atropisomer
endophytic fungus
biology
MptpB
Alternaria
biology.organism_classification
Alternaria sp
chemistry
lcsh:Biology (General)
Fermentation
Avicennia
Protein Tyrosine Phosphatases
Two-dimensional nuclear magnetic resonance spectroscopy
Subjects
Details
- Language :
- English
- ISSN :
- 16603397
- Volume :
- 12
- Issue :
- 5
- Database :
- OpenAIRE
- Journal :
- Marine Drugs
- Accession number :
- edsair.doi.dedup.....708fc82f65970376f0cb04e2a5c7df16