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Chin. J. Org. Chem. ›› 2008, Vol. 28 ›› Issue (10): 1826-1829. Previous Articles Next Articles
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王开亮; 汪清民*; 黄润秋
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WANG, Kai-Liang; WANG, Qing-Min*; HUANG, Run-Qiu
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A new compound, 14-hydroxyphenanthro[9,10,3’,4’]indolizidine (8), has been synthesized utilizing pyrrole as starting material via the oxidative coupling and rearrangement reactions by vanadium oxytrifluoride (VOF3) in seven steps in an overall yield 55%. The structures of the target compound and its precursors were confirmed by 1H NMR, 13C NMR, IR, MS and HRMS techniques. Preliminary bioassay showed that 8 had weak antiviral activity against tobacco mosic virus (TMV), but exhibited potential antitumour activity. The intermediate 9-oxo-14-hydroxy-14a-methoxyphenanthro[9,10,3’,4’]indolizidine (7) exhibited excellent anti-viral activity against TMV.
Key words: phenanthroindolizidine, vanadium oxytrifluoride, tobacco mosic virus (TMV), antitumour activity
WANG, Kai-Liang; WANG, Qing-Min*; HUANG, Run-Qiu. Synthesis of 14-Hydroxyphenanthro[9,10,3’,4’]indolizidine and Its Biological Activities[J]. Chin. J. Org. Chem., 2008, 28(10): 1826-1829.
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