Abstract
Alstoschoquinolines A-D (1-4) representing three unprecedented scaffolds were isolated from the leaves of Alstonia scholaris through direct separation by LC/MS detection. 1 and 2 consisted of a 5/6/5-coupled quinoline architecture containing six consecutive chiral carbons, while 3 and 4 possessed a bridged ring featuring 6/6/6/6 and 6/6/8/6 skeletons, respectively. They might be derived from the corynantheine-type indole alkaloid via sequential oxidation and rearrangement. Compound 3 exhibited a significant inhibitory effect on colon carcinoma cells by disturbing glutathione circulation.
MeSH terms
-
Alkaloids* / chemistry
-
Alkaloids* / isolation & purification
-
Alkaloids* / pharmacology
-
Alstonia* / chemistry
-
Antineoplastic Agents / chemistry
-
Antineoplastic Agents / isolation & purification
-
Antineoplastic Agents / pharmacology
-
Antineoplastic Agents, Phytogenic / chemistry
-
Antineoplastic Agents, Phytogenic / isolation & purification
-
Antineoplastic Agents, Phytogenic / pharmacology
-
Cell Line, Tumor
-
Cell Proliferation / drug effects
-
Drug Screening Assays, Antitumor
-
Glutathione* / chemistry
-
Glutathione* / metabolism
-
Homeostasis / drug effects
-
Humans
-
Molecular Structure
-
Plant Leaves / chemistry
-
Quinolines / chemistry
-
Quinolines / isolation & purification
-
Quinolines / pharmacology
Substances
-
Glutathione
-
Alkaloids
-
Antineoplastic Agents, Phytogenic
-
Quinolines
-
Antineoplastic Agents