Cyclopropamitosenes, novel bioreductive anticancer agents. Synthesis, electrochemistry, and biological activity of 7-substituted cyclopropamitosenes and related …

…, RJ Mortimer, CL Norton, N O'Sullivan…

Index: Cotterill, Ann S.; Moody, Christopher J.; Mortimer, Roger J.; Norton, Claire L.; O'Sullivan, Noeleen; et al. Journal of Medicinal Chemistry, 1994 , vol. 37, # 22 p. 3834 - 3843

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Citation Number: 61

Abstract

The synthesis of the indolequinones 8 and 9 starting from methyl 4-(benzyloxy)-5-methoxy- indole-2-carboxylate (10) is described. The methoxy group in the indolequinones 1, 2, 4, 5, and 7-9 can be displaced by various nitrogen nucleophiles (ammonia, 2- methoxyethylamine, aziridine, 2-methylaziridine, pyrrolidine) in 22-88% yield. The resulting amino-substituted quinones, together with their methoxy precursors, were studied by ...

~88%

Indolequinone antitumor agents: reductive activation and eli...

[Naylor, Matthew A.; Swann, Elizabeth; Everett, Steven A.; Jaffar, Mohammed; Nolan, John; Robertson, Naomi; Lockyer, Stacey D.; Patel, Kantilal B.; Dennis, Madeleine F.; Stratford, Michael R. L.; Wardman, Peter; Adams, Gerald E.; Moody, Christopher J.; Stratford, Ian J. Journal of Medicinal Chemistry, 1998 , vol. 41, # 15 p. 2720 - 2731]

Indolequinone Antitumor Agents: Correlation between Quinone ...

[Beall, Howard D.; Winski, Shannon; Swann, Elizabeth; Hudnott, Anna R.; Cotterill, Ann S.; O'Sullivan, Noeleen; Green, Stephen J.; Bien, Richard; Siegel, David; Ross, David; Moody, Christopher J. Journal of Medicinal Chemistry, 1998 , vol. 41, # 24 p. 4755 - 4766]

1 H NMR studies on the reductively triggered release of hete...

[Ferrer, Sandra; Naughton, Declan P.; Threadgill, Michael D. Tetrahedron, 2003 , vol. 59, # 19 p. 3445 - 3454]

INDQ/NO, a bioreductively activated nitric oxide prodrug

[Sharma, Kavita; Iyer, Aishwarya; Sengupta, Kundan; Chakrapani, Harinath Organic Letters, 2013 , vol. 15, # 11 p. 2636 - 2639]