Alterporriol-Type Dimers from the Mangrove Endophytic Fungus, Alternaria sp. (SK11), and Their MptpB Inhibitions
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 is...
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MDPI AG
2014-05-01
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| Series: | Marine Drugs |
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| Online Access: | http://www.mdpi.com/1660-3397/12/5/2953 |
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| author | Guoping Xia Jia Li Hanxiang Li Yuhua Long Shao'e Lin Yongjun Lu Lei He Yongcheng Lin Lan Liu Zhigang She |
| author_facet | Guoping Xia Jia Li Hanxiang Li Yuhua Long Shao'e Lin Yongjun Lu Lei He Yongcheng Lin Lan Liu Zhigang She |
| author_sort | Guoping Xia |
| collection | DOAJ |
| description | 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. |
| first_indexed | 2024-04-11T22:13:04Z |
| format | Article |
| id | doaj.art-d90c0a3f33244192ab0a13be71c9731f |
| institution | Directory Open Access Journal |
| issn | 1660-3397 |
| language | English |
| last_indexed | 2024-04-11T22:13:04Z |
| publishDate | 2014-05-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Marine Drugs |
| spelling | doaj.art-d90c0a3f33244192ab0a13be71c9731f2022-12-22T04:00:30ZengMDPI AGMarine Drugs1660-33972014-05-011252953296910.3390/md12052953md12052953Alterporriol-Type Dimers from the Mangrove Endophytic Fungus, Alternaria sp. (SK11), and Their MptpB InhibitionsGuoping Xia0Jia Li1Hanxiang Li2Yuhua Long3Shao'e Lin4Yongjun Lu5Lei He6Yongcheng Lin7Lan Liu8Zhigang She9School of Chemistry and Chemical Engineering, Sun Yat-Sen University, Guangzhou 510275, ChinaSchool of Chemistry and Chemical Engineering, Sun Yat-Sen University, Guangzhou 510275, ChinaSchool of Chemistry and Chemical Engineering, Sun Yat-Sen University, Guangzhou 510275, ChinaSchool of Chemistry and Environment, South China Normal University, Guangzhou 510006, ChinaSchool of Chemistry and Chemical Engineering, Sun Yat-Sen University, Guangzhou 510275, ChinaSchool of Life Sciences, Sun Yat-Sen University, Guangzhou 510275, ChinaSchool of Life Sciences, Sun Yat-Sen University, Guangzhou 510275, ChinaSchool of Chemistry and Chemical Engineering, Sun Yat-Sen University, Guangzhou 510275, ChinaSchool of Chemistry and Chemical Engineering, Sun Yat-Sen University, Guangzhou 510275, ChinaSchool of Chemistry and Chemical Engineering, Sun Yat-Sen University, Guangzhou 510275, ChinaA 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.http://www.mdpi.com/1660-3397/12/5/2953endophytic fungusAlternaria sp.alterporrioltheoretical calculationsECDTDDFTMptpB |
| spellingShingle | Guoping Xia Jia Li Hanxiang Li Yuhua Long Shao'e Lin Yongjun Lu Lei He Yongcheng Lin Lan Liu Zhigang She Alterporriol-Type Dimers from the Mangrove Endophytic Fungus, Alternaria sp. (SK11), and Their MptpB Inhibitions Marine Drugs endophytic fungus Alternaria sp. alterporriol theoretical calculations ECD TDDFT MptpB |
| title | Alterporriol-Type Dimers from the Mangrove Endophytic Fungus, Alternaria sp. (SK11), and Their MptpB Inhibitions |
| title_full | Alterporriol-Type Dimers from the Mangrove Endophytic Fungus, Alternaria sp. (SK11), and Their MptpB Inhibitions |
| title_fullStr | Alterporriol-Type Dimers from the Mangrove Endophytic Fungus, Alternaria sp. (SK11), and Their MptpB Inhibitions |
| title_full_unstemmed | Alterporriol-Type Dimers from the Mangrove Endophytic Fungus, Alternaria sp. (SK11), and Their MptpB Inhibitions |
| title_short | Alterporriol-Type Dimers from the Mangrove Endophytic Fungus, Alternaria sp. (SK11), and Their MptpB Inhibitions |
| title_sort | alterporriol type dimers from the mangrove endophytic fungus alternaria sp sk11 and their mptpb inhibitions |
| topic | endophytic fungus Alternaria sp. alterporriol theoretical calculations ECD TDDFT MptpB |
| url | http://www.mdpi.com/1660-3397/12/5/2953 |
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