Abstract
Hypericum japonicum (Guttiferae), a type of annual or perennial herb, has been historically applied to cure infectious hepatitis, acute and chronic hepatitis, gastrointestinal disorder, and internal hemorrhage. In our successive studies on the genus Hypericum, two new α-pyrones termed japopyrones A and B (1 and 2) were isolated from H. japonicum. Their structures and absolute configurations were established by the comprehensive analyses of spectroscopic data, the application of the Single-crystal X-ray diffraction structural analysis, and the experimental electronic circular dichroism (ECD) spectra. Bioactivity screenings suggested that compound 2 possessed the potential inhibition efficacy on lytic replication of Kaposi’s sarcoma associated herpesvirus (KSHV) with an IC50 29.46 μM and a selective index of higher than 6.79, respectively.
Highlights
Hypericum japonicum (Guttiferae), a type of annual or perennial herb, is prosperously distributed from Liaoning and Shandong Provinces to the Southern Provinces of the Yangtze River in China [1].As a type of Chinese traditional medicine, H. japonicum is mainly applied to cure infectious hepatitis, acute and chronic hepatitis, gastrointestinal disorder, and internal hemorrhage [2]
C17H18O5, which was deduced by the High-resolution electrospray ionization mass spectra (HRESIMS) positive peak at m/z 325.1082
Potential efficacy with IC50 29.46 μM of inhibition towards 12-O-tetradecanoylphorbol-13-acetate suggested that compound 2 had a potential efficacy with IC 29.46 μM of inhibition towards (TPA)-induced lytic replication of Kaposi’s sarcoma associated herpesvirus (KSHV), with the value of CC5050higher than 200 μM, which means
Summary
Hypericum japonicum (Guttiferae), a type of annual or perennial herb, is prosperously distributed from Liaoning and Shandong Provinces to the Southern Provinces of the Yangtze River in China [1]. The extracts of Hypericum have been recorded as anti-depressant drugs in Europe and the Americas [1,3]. In our successive studies on the genus Hypericum [7,8,9], two new α-pyrones termed japopyrones A and B (1 and 2) (Figure 1), were obtained from the air-dried aerial parts of H. japonicum. The isolation, the structure elucidation, and the anti-Kaposi’s sarcoma associated herpesvirus (KSHV) activities of compounds 1 and 2 are described. Molecules 2016, 21, 515; doi:10.3390/molecules21040515 www.mdpi.com/journal/molecules extracted sequentially with petroleum ether and CHCl3 for three times. Structures of Japopyrone A (1), colorless crystal, [α]D −55.7 (c 0.06, CH3OH), has the molecular formula of
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