2010
DOI: 10.1016/j.phytochem.2009.12.017
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Gynostemosides A–E, megastigmane glycosides from Gynostemma pentaphyllum

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Cited by 72 publications
(37 citation statements)
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“…C-NMR spectra of 1 were similar to those of 4'-dihydrophaseic acid 10 except for a carboxylic group replaced by carboxylate sodium group in C-1 (see Supporting information). The presence of carboxylate sodium group at C-2 in 1 was confirmed by HR-ESI-MS and by comparing Figure 3).…”
mentioning
confidence: 82%
“…C-NMR spectra of 1 were similar to those of 4'-dihydrophaseic acid 10 except for a carboxylic group replaced by carboxylate sodium group in C-1 (see Supporting information). The presence of carboxylate sodium group at C-2 in 1 was confirmed by HR-ESI-MS and by comparing Figure 3).…”
mentioning
confidence: 82%
“…Several oxidation steps and glycosylation at the megastigmane scaffold afforded several derivatives with anti-proliferative, anticancer and cytotoxic effects. 18,19,[25][26][27][28] Compound 1 was tested for its cytoxicity effects in the human tumor cell lines myeloid leukemia HL-60, hepatocellular carcinoma SMMC-7721, lung cancer A-549, breast cancer MCF-7 and colon cancer SW480 cells, but it proved to be inactive (IC 50 > 40 mM). …”
Section: Resultsmentioning
confidence: 99%
“…The relative stereochemistry of the aglycone moiety in 1 was characterized by a nuclear Overhauser enhancement spectroscopy (NOESY) experiment, which showed NOE correlations between the following proton pairs (H-2a and H-3; H2b and H-12; H-3 and H-4; H-7 and H-12) as shown in , it is suggested that two hydroxyl groups at C-3 and C-4 are in the cis configuration. 13,14) Enzymatic hydrolysis of 1 with b-glucosidase (emulsin) yielded 3,4-dihydroxy-5,7-megastigmadien-9-one (1a, C 13 configuration at C-3 in 1a was determined by a modified version of Mosher's method. 16) Based on further comparison of the NMR data with those in the literature, the absolute configuration at C-3 in 1 was determined to be the S-form.…”
Section: Resultsmentioning
confidence: 99%
“…2 Hz), it is suggested that two hydroxyl groups at C-3 and C-4 are in the cis configuration. 13,14) Enzymatic hydrolysis of 2 with b-glucosidase (emulsin) yielded 5,6-epoxy-3,4-dihydroxy-7-megastigmen-9-one (2a, C 13 O)}. The absolute configuration at C-3 of 2a was determined to be the S-form.…”
Section: Resultsmentioning
confidence: 99%
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