title: Asperlones A and B, dinaphthalenone derivatives from a mangrove endophytic fungus Aspergillus sp. 16-5C.
abstract: Racemic dinaphthalenone derivatives, (±)-asperlone A (1) and (±)-asperlone B (2), and two new azaphilones, 6'-hydroxy-(R)-mitorubrinic acid (3) and purpurquinone D (4), along with four known compounds, (-)-mitorubrinic acid (5), (-)-mitorubrin (6), purpurquinone A (7) and orsellinic acid (8), were isolated from the cultures of Aspergillus sp. 16-5C. The structures were elucidated using comprehensive spectroscopic methods, including 1D and 2D NMR spectra and the structures of 1 further confirmed by single-crystal X-ray diffraction analysis, while the absolute configuration of 3 and 4 were determined by comparing their optical rotation and CD with those of the literature, respectively. Compounds 1, 2 and 6 exhibited potent inhibitory effects against Mycobacterium tuberculosis protein tyrosine phosphatase B (MptpB) with IC50 values of 4.24 ± 0.41, 4.32 ± 0.60 and 3.99 ± 0.34 μM, respectively.
authors.affiliation: School of Chemistry and Chemical Engineering, Sun Yat-sen University, Guangzhou 510275, China. xiaozeen@mail2.sysu.edu.cn.
authors.forename: Ze'en
authors.initials: Z
authors.lastname: Xiao
authors.affiliation: School of Chemistry and Chemical Engineering, Sun Yat-sen University, Guangzhou 510275, China. linshaoe@mail2.sysu.edu.cn.
authors.forename: Shao'e
authors.initials: S
authors.lastname: Lin
authors.affiliation: School of Chemistry and Chemical Engineering, Sun Yat-sen University, Guangzhou 510275, China. 15872431502@163.com.
authors.forename: Chunbing
authors.initials: C
authors.lastname: Tan
authors.affiliation: School of Life Sciences and Biomedical Center, Sun Yat-sen University, Guangzhou 510275, China. luyj@mail.sysu.edu.cn.
authors.forename: Yongjun
authors.initials: Y
authors.lastname: Lu
authors.affiliation: School of Life Sciences and Biomedical Center, Sun Yat-sen University, Guangzhou 510275, China. helei8688@126.com.
authors.forename: Lei
authors.initials: L
authors.lastname: He
authors.affiliation: School of Chemistry and Chemical Engineering, Sun Yat-sen University, Guangzhou 510275, China. huangxishan13@foxmail.com.
authors.forename: Xishan
authors.initials: X
authors.lastname: Huang
authors.affiliation: School of Chemistry and Chemical Engineering, Sun Yat-sen University, Guangzhou 510275, China. cesshzhg@mail.sysu.edu.cn.
authors.forename: Zhigang
authors.initials: Z
authors.lastname: She
mesh_terms: D001230:Aspergillus / Q000737:chemistry*; D001426:Bacterial Proteins / Q000037:antagonists & inhibitors; D006576:Heterocyclic Compounds, 4 or More Rings / Q000737:chemistry / Q000302:isolation & purification*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D009284:Naphthols / Q000737:chemistry / Q000302:isolation & purification*; D017027:Protein Tyrosine Phosphatases / Q000037:antagonists & inhibitors; D014961:X-Ray Diffraction
chemical_list: D001426:Bacterial Proteins; D006576:Heterocyclic Compounds, 4 or More Rings; C414465:MptpA protein, Mycobacterium tuberculosis; D009284:Naphthols; C000601283:asperlone A; C000601284:asperlone B; D017027:Protein Tyrosine Phosphatases