Bioactive aporphine alkaloids from the stems of Dasymaschalon rostratum.

Bioactive aporphine alkaloids from the stems of Dasymaschalon rostratum.

Yu, Zhangxin;Han, Changri;Song, Xiaoping;Chen, Guangying;Chen, Jinxiong;
Bioorganic chemistry 2019 Vol. 90 pp. 103069
303
yu2019bioactivebioorganic

Abstract

Three undescribed aporphine alkaloids dasymaroine A (1), 3-methoxyoxoputerine N-oxide (2), and dasymaroine B (3), along with nine known analogues (4-12) were isolated from the stems of Dasymaschalon rostratum Merr. The structures were elucidated using spectroscopic methods and by comparison with published NMR spectroscopic data. Compound 1 is a rarely reported nitro aporphine alkaloid and its absolute configuration was defined based on negative specific rotation and single-crystal X-ray diffraction. Compound 2 represents the first example of oxoaporphine alkaloid N-oxide. All compounds were evaluated for their activities of six pathogenic bacteria, 1 exhibited significant inhibition against Escherichia coli and Saphylococcus aureus with MIC values of 1.2 and 2.5 μM, respectively. As well as compounds 1-5, 7, 10, 12 were evaluated for their anti-HIV activities with EC ranged from 1.93 to 9.70 μM.

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