Cytotoxic Alangium alkaloids from Alangium longiflorum |
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Authors: | Sakurai Nobuko Nakagawa-Goto Kyoko Ito Junko Sakurai Yojiro Nakanishi Yuka Bastow Kenneth F Cragg Gordon Lee Kuo-Hsiung |
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Institution: | Natural Products Laboratory, School of Pharmacy, University of North Carolina, Chapel Hill, 27599, USA. |
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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 microM, 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. |
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Keywords: | Alangium longiflorum Alangiaceae Cytotoxic activity 10-O-Demethylcephaeline 10-O-Demethylisocephaeline |
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