LC-MS Identification, Isolation, and Structural Elucidation of Anti-HIV Tigliane Diterpenoids from Wikstroemia lamatsoensis

• Published in: Journal of natural products (Washington, D.C.) Vol. 84; no. 8; pp. 2366 - 2373
• Main Authors: Zhang, Mi, Otsuki, Kouharu, Kikuchi, Takashi, Bai, Zi-Song, Zhou, Di, Huang, Li, Chen, Chin-Ho, Morris-Natschke, Susan L., Lee, Kuo-Hsiung, Li, Ning, Koike, Kazuo, Li, Wei
• Format: Journal Article
• Language: English
• Published: WASHINGTON Amer Chemical Soc 27.08.2021
• Subjects: Anti-HIV Agents - chemistry; Anti-HIV Agents - pharmacology; antiretroviral agents; antiretroviral properties; Cell Line; Chemistry, Medicinal; China; Diterpenes - chemistry; Diterpenes - pharmacology; diterpenoids; fractionation; HIV-1 - drug effects; Humans; Life Sciences & Biomedicine; Molecular Structure; Pharmacology & Pharmacy; Phorbols - chemistry; Phorbols - pharmacology; phytochemicals; Phytochemicals - chemistry; Phytochemicals - pharmacology; Plant Sciences; Science & Technology; Wikstroemia; Wikstroemia - chemistry; China; THYMELAEACEAE; PROSTRATIN; EUPHORBIACEAE; ESTERS
• ISSN: 0163-3864; 1520-6025; 1520-6025
• DOI: 10.1021/acs.jnatprod.1c00570

Structurally diverse tigliane diterpenoids have drawn significant research interest for drug discovery over many decades. Using LC-MS-guided fractionation and separation, the first phytochemical investigation on Wikstroemia lamatsoensis led to the isolation of eight tiglianes (1-8), including two new compounds, wikstrocin D (1) and wikstrocin E (2). The new structures were elucidated based on extensive physicochemical and spectroscopic analyses. The characteristic ESIMS/MS fragmentations of tiglianes 1-8 were also summarized. Among the isolated tiglianes, three compounds (8, 5, and 7) showed the most potent anti-HIV activity, with IC50 values of 0.18, 3.8, and 12.8 nM, respectively.