Asymmetric synthesis of phenanthroindolizidine alkaloids with hydroxyl group at the C14 position and evaluation of their antitumor activities

Bioorganic & Medicinal Chemistry Letters
2011.0

Abstract

The asymmetric total synthesis of the strongly cytotoxic phenanthroindolizidine alkaloid 3 was achieved. Using the same route, various derivatives were also synthesized. Cytotoxicity of those synthetic compounds was evaluated and compounds 19, 23, and 27 demonstrated potent cytotoxicities similar to that of 3. The in vivo antitumor efficacy of selected compounds was also evaluated and 23 demonstrated moderate antitumor efficacy.

Knowledge Graph

Similar Paper

Asymmetric synthesis of phenanthroindolizidine alkaloids with hydroxyl group at the C14 position and evaluation of their antitumor activities
Bioorganic & Medicinal Chemistry Letters 2011.0
Synthesis of phenanthroindolizidine alkaloids and evaluation of their antitumor activities and toxicities
Bioorganic & Medicinal Chemistry Letters 2011.0
Total synthesis of phenanthroindolizidine alkaloids (±)-antofine, (±)-deoxypergularinine, and their dehydro congeners and evaluation of their cytotoxic activity
Bioorganic & Medicinal Chemistry 2008.0
Synthesis and SAR studies of phenanthroindolizidine and phenanthroquinolizidine alkaloids as potent anti-tumor agents
European Journal of Medicinal Chemistry 2012.0
Synthesis and structure–activity studies of antofine analogues as potential anticancer agents
Bioorganic & Medicinal Chemistry Letters 2007.0
Cytotoxic Activity of Some Phenanthroindolizidine <i>N</i>-Oxide Alkaloids from <i>Cynanchum </i><i>v</i><i>incetoxicum</i>
Journal of Natural Products 2000.0
Synthesis and Cytotoxic Activities of a New Benzo[c]phenanthridine Alkaloid, 7-Hydroxynitidine, and Some 9-Oxygenated Benzo[c]phenanthridine Derivatives
Organic Letters 1999.0
In Vitro Cytotoxic Activity of Phenanthroindolizidine Alkaloids from <i>Cynanchum </i><i>v</i><i>incetoxicum</i> and <i>Tylophora </i><i>t</i><i>anakae</i> against Drug-Sensitive and Multidrug-Resistant Cancer Cells
Journal of Natural Products 2002.0
In Vitro Cytotoxic Activity of Phenanthroindolizidine Alkaloids from <i>Cynanchum </i><i>v</i><i>incetoxicum</i> and <i>Tylophora </i><i>t</i><i>anakae</i> against Drug-Sensitive and Multidrug-Resistant Cancer Cells
Journal of Natural Products 2002.0
Structure–activity studies of phenanthroindolizidine alkaloids as potential antitumor agents
Bioorganic &amp; Medicinal Chemistry Letters 2007.0