HPLC-MS profiling of the multidrug-resistance modifying resin glycoside content of Ipomoea alba seeds

Dereplication of podophyllotoxin and related cytotoxic lignans in Hyptis verticillata by ultra‐high‐performance liquid chromatography tandem mass spectrometry

“…The resulting chromatogram from the EtOAc‐soluble fraction showed 12 resolved peaks. Each eluate was collected by the technique of heart cutting and independently reinjected by direct infusion into the HRESI‐MS system to dereplicate each isolate . All collected fractions were further assayed for cytotoxicity (MCF‐7): I ( 5 ; t R = 9.2 min; IC 50 3.6 μg/mL; β‐peltatin‐6‐ O ‐glucoside: C 28 H 32 O 13 ); II ( 6 ; t R = 11.6 min; IC 50 8.3 μg/mL; 4′‐demethyl‐deoxypodophyllotoxin‐4′‐ O ‐glucoside: C 27 H 30 O 12 ); III ( 1 ; t R = 22.2 min; IC 50 0.02 μg/mL; podophyllotoxin: C 22 H 22 O 8 ); IV ( 3 ; t R = 25.0 min; IC 50 0.04 μg/mL; 4′‐demethyl‐deoxypodophyllotoxin: C 21 H 20 O 7 ); V ( 2 ; t R = 26.3 min; IC 50 0.03 μg/mL; β ‐peltatin: C 22 H 22 O 8 ); VI ( 4 ; t R = 27.9 min; IC 50 13.5 μg/mL, deoxypodophyllotoxin: C 22 H 22 O 7 ); VII ( 8 ; t R = 37.7 min; IC 50 ˃ 20 μg/mL; dehydropodophyllotoxin: C 22 H 18 O 8 ); VIII ( 9 ; t R = 40.7 min; IC 50 ˃ 20 μg/mL; deoxydehydropodophyllotoxin: C 22 H 18 O 7 ); IX ( 7 ; t R = 50.1 min; IC 50 0.01 μg/mL; β ‐apopicropodophylin: C 22 H 20 O 7 ); X ( 11 ; t R = 52.3 min; IC 50 ˃ 20 μg/mL; 4′‐ O ‐demethyl‐deoxydehydropodophyllotoxin: C 21 H 16 O 7 ); XI ( 12 ; t R = 54.6 min; IC 50 0.03 μg/mL; yatein: C 22 H 24 O 7 ); XII ( 10 ; t R = 73.4 min; IC 50 ˃ 20 μg/mL; 6‐methoxy‐dehydropodophyllotoxin: C 23 H 20 O 9 ); finally, all lignan‐rich fractions were analysed by 1 H‐NMR on Varian VNMRS instruments at 400 MHZ to secure identification by comparison of physical and spectroscopic data with literature values …”

Chemistry and biological activity of resin glycosides from Convolvulaceae species

“…Pereda‐Miranda's group has screened a lot of newly isolated and previously published resin glycosides for the MDR reversal and chemical chemosensitizing effects. Among them, lots of them showed remarkable MDR reversal or chemical chemosensitizing effects, which could exerted a potentiation effect of vinblastine susceptibility by 1906‐fold at tested concentrations of 25 μg/ml 52,54,62,66,67,78,97,98,115 . As a representive, murucoidin V significantly increased the intracellular accumulation of rhodamine 123 and decreased the expression of P‐glycoprotein, suggesting that resin glycosides might represent potential efflux pump inhibitors for overcoming MDR in cancer therapy 115 …”

“…Albinosides VI-XI (14-17, 19, and 20) were isolated from the seeds of Ipomoea alba, and were presented as tetrasaccharide macrolactones. [52][53][54] By basic hydrolysis, six new glycosidic acids, albinosinic acids D-I (21-26), were afforded, respectively. 52,54 Albinosinic acid D [21, 11S-…”

Glycosidic Acid Content from the Roots of Operculina hamiltonii (Brazilian Jalap) and Some of Their Phytopharmaceuticals with Purgative Activity

“…After each injection, the column was washed with 100% B for 5 min and re-equilibrated for 5 min. The detection parameters in the positive-ionization mode were set as described above with a higher energy setting of 42 V on the capillary and 40 V on the skimmer to increase fragmentation of the parent ions [M + Na] + (Castañeda-Gómez et al 2017.…”