1. Cytotoxic Alangium alkaloids from Alangium longiflorum
- Author
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Kenneth F. Bastow, Junko Ito, Nobuko Sakurai, Gordon M. Cragg, Yojiro Sakurai, Kuo Hsiung Lee, Yuka Nakanishi, and Kyoko Nakagawa-Goto
- Subjects
Lung Neoplasms ,Stereochemistry ,Breast Neoplasms ,Plant Science ,Horticulture ,Pharmacognosy ,Biochemistry ,Alkaloids ,Cell Line, Tumor ,Tetrahydroisoquinolines ,Humans ,Alangium ,Cytotoxicity ,Molecular Biology ,Alangiaceae ,Molecular Structure ,biology ,Terpenes ,Alkaloid ,Stereoisomerism ,Biological activity ,General Medicine ,biology.organism_classification ,visual_art ,Plant Bark ,visual_art.visual_art_medium ,Bark ,Alangium longiflorum ,Drug Screening Assays, Antitumor - Abstract
Seven alkaloids ( 1 – 7 ) were isolated from the stem bark of Alangium longiflorum . Compound 1 , (−)-10- O -demethylisocephaeline, was isolated for the first time as a naturally occurring product from a plant source. All structures were elucidated by detailed spectroscopic analysis. Biological evaluation showed that 2 , 10- O -demethylcephaeline, exhibited potent cytotoxic activity against human lung carcinoma (A549) and breast adenocarcinoma (MCF-7) with ED 50 values of 0.013 and 0.062 μM, respectively. The stereoisomer 1 was less potent than 2 , and related compounds with different hydroxy/methoxy substitution patterns were also less potent or inactive. Thus, compound 2 merits attention as a cytotoxic lead for further study.
- Published
- 2006