126642-32-8

Upstream product

• 186581-53-3 diazomethane 
• 1255952-64-7 (S)-jalapinolic acid 11-O-(2-O-trans-cinnamoyl)-[(4-O-n-dodecanoyl)]-α-L-rhamnopyranosyl-(1->4)-O-(3-O-n-decanoyl)-α-L-rhamnopyranosyl-(1->4)-O-α-L-rhamnopyranosyl-(1->2)-O-β-D-fucopyranoside intramolecular 1,2''-ester 
• 1255952-65-8 (S)-jalapinolic acid 11-O-(2-O-trans-cinnamoyl)-[(4-O-n-dodecanoyl)]-α-L-rhamnopyranosyl-(1->4)-O-(2-O-n-dodecanoyl)-α-L-rhamnopyranosyl-(1->4)-O-α-L-rhamnopyranosyl-(1->2)-O-β-D-fucopyranoside intramolecular 1,2''-ester 
• 1255952-66-9 (S)-jalapinolic acid 11-O-(2-O-trans-cinnamoyl)-[(4-O-n-dodecanoyl)]-α-L-rhamnopyranosyl-(1->4)-O-(2-O-n-decanoyl)-α-L-rhamnopyranosyl-(1->4)-O-α-L-rhamnopyranosyl-(1->2)-O-β-D-fucopyranoside intramolecular 1,3''-ester 
• 1255952-67-0 (S)-jalapinolic acid 11-O-(2-O-trans-cinnamoyl)-[(4-O-n-dodecanoyl)]-α-L-rhamnopyranosyl-(1->4)-O-(3-O-n-decanoyl)-α-L-rhamnopyranosyl-(1->4)-O-α-L-rhamnopyranosyl-(1->2)-O-β-D-fucopyranoside intramolecular 1,3''-ester 

Relevant academic research and scientific papers

Resin glycosides from Ipomoea wolcottiana as modulators of the multidrug resistance phenotype in vitro

Recycling liquid chromatography was used for the isolation and purification of resin glycosides from the CHCl3-soluble extracts prepared using flowers of Ipomoea wolcottiana Rose var. wolcottiana. Bioassay-guided fractionation, using modulation of both antibiotic activity against multidrug-resistant strains of Gram-negative bacteria and vinblastine susceptibility in breast carcinoma cells, was used to isolate the active glycolipids as modulators of the multidrug resistance phenotype. An ester-type dimer, wolcottine I, one tetra- and three pentasaccharides, wolcottinosides I-IV, in addition to the known intrapilosin VII, were characterized by NMR spectroscopy and mass spectrometry. In vitro assays established that none of these metabolites displayed antibacterial activity (MIC > 512 μg/mL) against multidrug-resistant strains of Escherichia coli, and two nosocomial pathogens: Salmonella enterica serovar Typhi and Shigella flexneri; however, when tested (25 μg/mL) in combination with tetracycline, kanamycin or chloramphenicol, they exerted a potentiation effect of the antibiotic susceptibility up to eightfold (64 μg/mL from 512 μg/mL). It was also determined that these non-cytotoxic (CI50 > 8.68 μM) agents modulated vinblastine susceptibility at 25 μg/mL in MFC-7/Vin+ cells with a reversal factor (RFMCF-7/Vin+) of 2-130 fold.

Ipomotaosides A-D, resin glycosides from the aerial parts of ipomoea batatas and their inhibitory activity against COX-1 and COX-2

Four new resin glycosides, namely, ipomotaosides A-D (1-4), were isolated from the dried aerial parts of Ipomoea batatas. The structures of 1-4 were elucidated by analysis of their spectroscopic data and by chemical derivatization and were tested for their anti-inflammatory activity against cyclooxygenase (COX)-1 and -2.

Stoloniferins VIII-XII, resin glycosides, from Ipomoea stolonifera

Five new ether-soluble resin glycosides were isolated from whole plants of Ipomoea stolonifera. Their structures have been determined on the basis of chemical and spectral data. Similar to the resin glycosides previously isolated, all of them are monomers of a jalapinolic acid tetra- or penta- glycoside in which the sugar moiety is partially acylated by organic acids and also combined with the carboxy group of the aglycone to form a macrocyclic ester structure.

Resin glycosides. XV. Simonins I-V, ether-soluble resin glycosides (jalapins) from the roots of Ipomoea batatas (cv. Simon)

Five new ether-soluble resin glycosides (jalapins), simonins I-V, have been isolated from the roots of Ipomoea batatas and characterized on the bases of chemical and spectral data. Simonin I is the first example of resin glycoside with aromatic acid (trans-cinnamic acid) as a component organic acid.