Synthesis and SAR studies of phenanthroindolizidine and phenanthroquinolizidine alkaloids as potent anti-tumor agents

Insecticidal and antifeedant effects of two alkaloids from Cynanchum komarovii against larvae of Plutella xylostella L

“…However, their in vitro cytotoxic activities against drug-sensitive and multidrug-resistant cancer cells are quite different; the alkaloid 1 was evidently weaker than the alkaloid 2, indicating that the hydroxyl group in the 6-position is of importance (Staerk et al 2002). The study on the structure-activity relationships of phenanthroindolizidine alkaloids has concluded that the methoxyl substituent on the phenanthrene ring is important for keeping excellent antitumour activity, but the change of methoxy at C-6 to hydroxyl will lead to a great improvement in cytotoxic activity (Wang et al 2012). In this study, we found that the insecticidal activity of alkaloid 1, which has 6-OCH 3 , was greater than that of 2, which has a 6-OH group.…”

“…The study on the structure–activity relationships of phenanthroindolizidine alkaloids has concluded that the methoxyl substituent on the phenanthrene ring is important for keeping excellent antitumour activity, but the change of methoxy at C‐6 to hydroxyl will lead to a great improvement in cytotoxic activity (Wang et al. ). In this study, we found that the insecticidal activity of alkaloid 1, which has 6‐OCH 3 , was greater than that of 2, which has a 6‐OH group.…”

Development and validation of a liquid chromatography–tandem mass spectroscopy method for simultaneous determination of (+)-(13aS)-deoxytylophorinine and its pharmacologically active 3-O-desmethyl metabolite in rat plasma

“…These compounds are among the many alkaloids reported to possess bioactive and pharmacological activities, including anti-arthritis [5], anti-inflammatory [6], and anti-tumor properties [7,8]. (+)-(13aS)-Deoxytylophorinine (CAT, Fig.…”

Design, Synthesis, and <i>in Vitro</i> Biological Evaluation of 14-Hydroxytylophorine-dichloroacetate Co-drugs as Antiproliferative Agents

“…Dichloroacetate, a known inhibitor of pyruvate dehydrogenase kinase (PDK), steers tumour cell metabolism from glycolysis back to glucose oxidation, which in turn reverses the Warburg effect and renders tumour cells with a proliferative disadvantage. [9][10][11][12] Results and Discussion 14-Hydroxytylophorine (3) was chosen for this study because it has an alcohol function that can be esterified. Optically pure (13aS,14S)-14-hydroxytylophorine (3a) and its enantiomer (13aR,14R)-14-hydroxytylophorine (3b) were synthesized as described previously.…”