Journal
JOURNAL OF NATURAL PRODUCTS
Volume 84, Issue 1, Pages 11-19Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.jnatprod.0c00804
Keywords
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Funding
- Program of National Natural Science Foundation of China [U1706210, 41906090, 41776141, 41322037, 81874300]
- Program of Natural Science Foundation of Shandong Province of China [ZR2019BD047]
- Fundamental Research Funds for the Central Universities [201841004]
- Marine S&T Fund of Shandong Province for Pilot National Laboratory for Marine Science and Technology (Qingdao) [2018SDKJ0403-2]
- Taishan Scholars Program, China [tsqn20161010]
- Syngenta
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Several new cycloheptapeptides were isolated from a coral-derived fungus using MS/MS-based molecular networking. Their structures and antitubercular activities were investigated, showing potential as a new class of antitubercular agents.
Under the guidance of MS/MS-based molecular networking, four new cycloheptapeptides, namely, asperheptatides A-D (1-4), were isolated together with three known analogues, asperversiamide A-C (5-7), from the coral-derived fungus Aspergillus versicolor. The planar structures of the two major compounds, asperheptatides A and B (1 and 2), were determined by comprehensive spectroscopic data analysis. The absolute configurations of the amino acid residues were determined by advanced Marfey's method. The two structurally related trace metabolites, asperheptatides C and D (3 and 4), were characterized by ESI-MS/MS fragmentation methods. A series of new derivatives (8-26) of asperversiamide A (5) were semisynthesized. The antitubercular activities of 1, 2, and 5-26 against Mycobacterium tuberculosis H37Ra were also evaluated. Compounds 9, 13, 23, and 24 showed moderate activities with MIC values of 12.5 mu M, representing a potential new class of antitubercular agents.
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