13717-17-4

Upstream product

• 1607854-52-3 cuscutic acid E 
• 1584164-97-5 C₄₅H₇₇NO₁₇ 
• 1584164-96-4 C₄₆H₇₉NO₁₈ 

Downstream Products

• 60368-18-5 (+)-11-hydroxy-hexadecanoic acid methyl ester 
• 115655-78-2 merremoside d 
• 929296-60-6 C₃₈H₆₀O₁₀ 
• 929296-58-2 1-(hydroxycarbonyl)pentadec-10(S)-yl 4-O-benzyl-α-L-rhamnopyranosyl-(1→4)-2,3-O-isopropylidene-α-L-rhamnopyranoside 
• 1513847-22-7 1-(methoxycarbonyl)pentadec-10(S)-yl 4-O-benzyl-α-L-rhamnopyranosyl-(1→4)-2,3-O-isopropylidene-α-L-rhamnopyranoside 
• 1513847-21-6 1-(methoxycarbonyl)pentadec-10(S)-yl 2,3-didehydro-4-O-benzyl-α-L-rhamnopyranosyl-(1→4)-2,3-O-isopropylidene-α-L-rhamnopyranoside 

Relevant academic research and scientific papers

Multidrug resistance-reversal effects of resin glycosides from Dichondra repens

Investigation of hydrophobic extract of Dichondra repens (Convolvulaceae) led to the isolation of three new resin glycosides dichondrins A-C (1-3), and three known resin glycosides cus-1, cus-2, and cuse 3. All the isolated resin glycosides with an acyclic core were evaluated for their multidrug resistance reversal activities, and the combined use of these compounds at a concentration of 25 μM increased the cytotoxicity of vincristine by 1.03-1.78-fold.

Resin Glycosides from Ipomoea alba Seeds as Potential Chemosensitizers in Breast Carcinoma Cells

Multidrug resistance is the expression of one or more efflux pumps, such as P-glycoprotein, and is a major obstacle in cancer therapy. The use of new potent and noncytotoxic efflux pump modulators, coadministered with antineoplastic agents, is an alternative approach for increasing the success rate of therapy regimes with different drug combinations. This report describes the isolation and structure elucidation of six new resin glycosides from moon vine seeds (Ipomoea alba) as potential mammalian multidrug-resistance-modifying agents. Albinosides IV-IX (1-6), along with the known albinosides I-III (7-9), were purified from the CHCl3-soluble extract. Degradative chemical reactions in combination with NMR spectroscopy and mass spectrometry were used for their structural elucidation. Four new glycosidic acids, albinosinic acids D-G (10-13), were released by saponification of natural products 3-6. They were characterized as tetrasaccharides of either convolvulinolic (11S-hydroxytetradecanoic) or jalapinolic (11S-hydroxyhexadecanoic) acids. The potentiation of vinblastine susceptibility in multidrug-resistant human breast carcinoma cells of albinosides 1-6 was evaluated by modulation assays. The noncytotoxic albinosides VII (4) and VIII (5), at a concentration of 25 μg/mL, exerted the strongest potentiation of vinblastine susceptibility, with a reversal factor (RFMCF-7/Vin+) of 201- and >2517-fold, respectively.

Unusual ether-type resin glycoside dimers from the seeds of Cuscuta chinensis

Two new resin glycosides, cuses 3 (1) and 4 (2), were initially obtained from the seeds of Cuscuta chinensis. Both of them contained a reducing glucose unit, and thus existed as a pair of isomers. In order to solve the existing problem of tautomerism, the remanent resin glycoside fraction was converted into aminoalditol derivatives with p-anisidine, and then another eight new resin glycosides cuses 5-12 (3-10) were further isolated. Cuses 7-12 (6-10) were considered to be generated via glycosidation of two acylated oligosaccharides, and thus characterized as ether-type resin glycoside dimers. Their structures including absolute stereochemistry were elucidated by a combination of spectroscopic and chemical methods. Compounds 3-10 exhibited cytotoxic activity toward MCF-7, SMMC-7721, and MG-63 cell lines with IC50 values ranging from 8.72 to 59.35 μg/mL.