Details

Autor(en) / Beteiligte

• Cai, You-Sheng
• Wang, Cong
• Tian, Congkui
• Sun, Wen-Ting
• Chen, Ling
• Xiao, Di
• Zhou, Si-Yuan
• Qiu, Guofu
• Yu, Jianqing
• Zhu, Kongkai
• Yang, Sheng-Ping

Titel

Octahydro-Protoberberine and Protoemetine-Type Alkaloids from the Stems of Alangium salviifolium and Their Cytotoxicity

Ist Teil von

• Journal of natural products (Washington, D.C.), 2019-09, Vol.82 (9), p.2645-2652

Ort / Verlag

United States: American Chemical Society and American Society of Pharmacognosy

Erscheinungsjahr

2019

Quelle

Alma/SFX Local Collection

Beschreibungen/Notizen

• Two octahydro-protoberberine alkaloids, alangiifoliumines A (1) and B (2), and two new protoemetine derivatives, alangiifoliumines C (3) and D (4), together with 11 known compounds, have been isolated from the stems of Alangium salviifolium. While the structures of these compounds were elucidated by spectroscopic methods, the absolute configurations of the new alkaloids were determined by conformational analysis and time-dependent density functional theory–electronic circular dichroism spectra calculations on selected stereoisomers. Compounds 1 and 2 represent the first 5,8,8a,9,12,12a,13,13a-octahydro-protoberberine derivatives, in which the aromatic ring D was reduced to cyclohexene. All the compounds isolated were evaluated for their cytotoxic activity against three human cancer cell lines: A-549, HeLa, and SKOV-3. Alkaloids 1, 3, and 6–14 exhibited inhibitory effects against all three human cancer cell lines, with half-maximal inhibitory concentration (IC50) values in the range of 3 nM to 9.4 μM.