期刊
PHYTOCHEMISTRY
卷 190, 期 -, 页码 -出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.phytochem.2021.112860
关键词
Guignardia mangiferae (Botryosphaeriaceae); Dendrobium nobile (Orchidaceae); Terpene-shikimate; Structural elucidation; Anti-inflammatory
资金
- Program for Changjiang Scholars of Ministry of Education of the People's Republic of China [T2016088]
- National Natural Science Foundation of China [81725021, 81922065]
- Innovative Research Groups of the National Natural Science Foundation of China [81721005]
- Academic Frontier Youth Team of HUST [2017QYTD19]
- Integrated Innovative Team for Major Human Diseases Program of Tongji Medical College (HUST)
- National Postdoctoral Program for Innovative Talents
Nine undescribed shikimate-conjugated meroterpenes, along with nine known compounds, were isolated from solid cultures of the fungus Guignardia mangiferae. The structures of the undescribed compounds were characterized by NMR, HRESIMS, and X-ray crystallography, with some showing inhibitory effects on nitric oxide production.
Nine undescribed shikimate-conjugated meroterpenes, as well as nine known compounds, were isolated from solid cultures of the fungus Guignardia mangiferae, an endophyte obtained from the leaves of Dendrobium nobile. The structures of these undescribed compounds were characterized by analyses of their 1D and 2D NMR and HRESIMS data, and their absolute configurations were assigned by single-crystal X-ray crystallography, electronic circular dichroism (ECD) calculations, modified Mosher's method, and Mo2(OCOCH3)4-induced ECD experiments. Of these compounds, mangnardone A represents the first example of terpene-shikimate-conjugated meroterpenoid with a hydroxy group at C-5. In addition, the X-ray diffraction analysis of mangnardone I is the first example to confirm the structure of bicycloalternarene (BCA) meroterpenoid by single-crystal data. Nine undescribed meroterpenes inhibited nitric oxide (NO) production in LPS-induced RAW 264.7 cells with IC50 values in the range of 4.7-40.0 mu M.
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