10257-31-5

Basic information

• Product Name: Xylopyranose (6CI,7CI,8CI,9CI)
• Synonyms: Xylopyranose (6CI,7CI,8CI,9CI)
• CAS NO: 10257-31-5
• Molecular Formula: C₅H₁₀O₅
• Molecular Weight: 150.1299
• Product Categories: CARBOHYDRATE
• Mol File: 10257-31-5.mol
• Article Data: 279

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Xylopyranose (6CI,7CI,8CI,9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Xylopyranose (6CI,7CI,8CI,9CI)(10257-31-5)
• EPA Substance Registry System: Xylopyranose (6CI,7CI,8CI,9CI)(10257-31-5)

Safety Data

• Hazardous Substances Data: 10257-31-5(Hazardous Substances Data)

Upstream product

• 95272-12-1 O-α-D-xylopyranosyl-(1->6)-D-glucopyranose 
• 91-09-8 methyl xyloside 
• 107091-16-7 methyl O-β-D-xylopyranosyl-(1<*>4)-3)>-O-α-L-rhamnopyranosyl-(1<*>2)-β-D-fucopyranoside 
• 84976-26-1 O-<5-O-(trans-feruloyl)-α-L-arabinofuranosyl>-(1<*>3)-O-β-D-xylopyranosyl-(1<*>4)-D-xylopyranose 
• 552-71-6 D-(+)-xylobiose 
• 67-63-0 isopropyl alcohol 
• 4049-33-6 tetra-O-acetyl-β-D-xylopyranose 
• 532-20-7 D-lyxose 
• 186581-53-3 diazomethane 
• 87-72-9 D-lyxose 
• 67-56-1 methanol 
• 1011527-19-7 26-O-β-D-glucopyranosylfurosta-5,20(22),25(27)-triene-1β,3β,26-triol 3-O-β-D-xylopyranosyl-(1->3)-α-L-rhamnopyranosyl-(1->2)-[4-O-sulfo]-α-L-arabinopyranoside 
• 99656-38-9 bis(N-D-xylosyl-3-aminopropionato)nickel(II)*2(water) 

Downstream Products

• 91-09-8 methyl xyloside 
• 612-05-5 methyl-β-D-xylopyranoside 
• 91-09-8 methyl-α-D-xylopyranoside 
• 18449-76-8 methyl α-D-lyxopyranoside 
• 91-09-8 methyl β-L-arabinopyranoside 
• 91-09-8 methyl β-L-arabinopyranoside 
• 3795-68-4 methyl α-L-arabinofuranoside 
• 3795-69-5 methyl β-L-arabinofuranoside 
• 62410-08-6 5-deoxy-1,2-O-isopropylidene-α-D-xylohexofuranose 
• 76222-63-4 3,5-O-isopropylidene-D-xylofuranose 
• 13039-94-6 2,3,4,5-di-O-isopropylidene-D-xylose aldehyde 
• 2001-96-9 p-nitrophenyl β-D-xylopyranoside 
• 25217-96-3 p-Acetyl-phenyl-β-D-xylopyranosid 
• 161879-31-8 1-(3-methoxy-4-β-D-xylopyranosyloxy-phenyl)-ethanone 

Relevant articles and documents

Bioactive oleanane-type saponins from the rhizomes of Anemone taipaiensis

Investigation of the n-BuOH extract of the rhizomes of Anemone taipaiensis led to the isolation of five new oleanane-type triterpenoid saponins (1-5), together with seven known saponins (6-12). Their structures were determined by the extensive use of 1D and 2D NMR experiments along with ESIMS analyses and acid hydrolysis. The aglycone of 1, 2 and 4 was determined as siaresinolic acid, which was reported in this genus for the first time. The cytotoxicities of the saponins 1-12, prosapogenins 4a, 5a, 10a-12a and sapogenins siaresinolic acid (SA), oleanolic acid (OA), hederagenin (HE) were evaluated against five human cancer cell lines, including HepG2, HL-60, A549, HeLa and U87MG. The monodesmosidic saponins 6-8, 5a, 10a-12a and sapogenins SA, OA, HE exhibited cytotoxic activity toward all cancer cell lines, with IC 50 values ranging from 2.25 to 57.28 μM. Remarkably, the bisdesmosidic saponins 1-4 and 9 showed selective cytotoxicity against the U87MG cells.

Steroidal saponins and ecdysterone from Asparagus filicinus and their cytotoxic activities

Two new spirostanoides, filiasparosides E (1) and F (2), one new furostanoside, filiasparoside G (3), and one new ecdysterone, stachysterone A-20, 22-acetonide (4), together with six known steroidal saponins, asparagusin A (5), filiasparoside A (6), filiasparoside B (7), aspafilioside A (8), aspafilioside B (9), and filiasparoside C (10) were isolated from the roots of Asparagus filicinus Buch.-Ham. Their structures were elucidated on the basis of spectroscopic and chemical evidence. Compounds 110 were investigated for their cytotoxicities against human breast adenocarcinoma MDA-MB-231 cell line and compounds 810 exhibited cytotoxic activities with IC 50 values ranging from 3.4 to 6.6μM.

Triglyceride accumulation inhibitory effects of phenylpropanoid glycosides from Boschniakia rossica Fedtsch et Flerov

Bioassay-guided fractionation led to isolation of five new phenylpropanol glycosides, rossicasides G (1), H (2), I (3), J (4), and K (5), together with seven known compounds (6-12) from Boschniakia rossica. Their structures were elucidated by chemical and

Cycloartane triterpene glycosides from rhizomes of Cimicifuga foetida L. with lipid-lowering activity on 3T3-L1 adipocytes

Six previously undescribed cycloartane triterpenes glycosides, cimimanols A–F (1–6), together with thirteen known analogues (7–19) were isolated from the rhizomes of Cimicifuga foetida. Among them, cimimanol A (1) was the first example of cycloartane triterpene glycoside featuring a unique cyclic carbonate, and cimimanol B (2) was a rare trinortriterpene glycoside. The chemical structures and absolute configurations of new compounds were determined on the basis of comprehensive spectroscopic analysis, chemical method, and X-ray crystal diffraction, as well as quantum chemistry calculations. Finally, all these compounds were evaluated for their lipid-lowering effect on 3T3-L1 adipocytes. Compounds 1–3, 6–10, 12–16, 18–19 could significantly reduce the fat accumulation in 3T3-L1 adipocytes, especially compounds 8, 9, 14, and 15 exhibited strong lipid-lowering effect at the concentration of 10 μM, with inhibition rates ranging from 8.35% to 12.07%.

Degradation of feruloylated oligosaccharides from sugar-beet pulp and wheat bran by ferulic acid esterases from Aspergillus niger

The activity of two forms of ferulic acid esterase (FAE) from Aspergillus niger on a synthetic feruloylated substrate (methyl ferulate) and on 11 different feruloylated oligosaccharides from sugar-beet pulp and wheat bran was determined. The enzymes exhibited different specificities for the various feruloylated substrates and were more active on certain substrates of cell-wall origin than on methyl ferulate. Both enzymes preferred the arabinose residue to which ferulic acid is attached in the furanose form. FAE-I had no clear preference for the type of linkage involved between the ferulic acid units and the oligosaccharide chain. In contrast, FAE-III had a clear requirement for ferulic acid to be attached to O-5 of the Araf ring while no catalysis was observed when ferulic acid was attached to O-2. Both enzymes showed maximum activity on feruloylated trisaccharides. An increase in the length of the oligosaccharide chain did not preclude catalysis, but feruloylated oligosaccharides of a dp > 3 were hydrolysed at a reduced rate. Our results support the hypothesis that different kinds of ferulic acid esterases exist with different specificities for the oligosaccharide chain of the feruloylated substrates. The activity of two forms of ferulic acid esterase (FAE) from Aspergillus niger on a synthetic feruloylated substrate (methyl ferulate) and on 11 different feruloylated oligosaccharides from sugar-beet pulp and wheat bran was determined. The enzymes exhibited different specificities for the various feruloylated substrates and were more active on certain substrates of cell-wall origin than on methyl ferulate. Both enzymes preferred the arabinose residue to which ferulic acid is attached in the furanose form. FAE-I had no clear preference for the type of linkage involved between the ferulic acid units and the oligosaccharide chain. In contrast, FAE-III had a clear requirement for ferulic acid to be attached to O-5 of the Araf ring while no catalysis was observed when ferulic acid was attached to O-2. Both enzymes showed maximum activity on feruloylated trisaccharides. An increase in the length of the oligosaccharide chain did not preclude catalysis, but feruloylated oligosaccharides of a dp>3 were hydrolyzed at a reduced rate. Our results support the hypothesis that different kinds of ferulic acid esterases exist with different specificities for the oligosaccharide chain of the feruloylated substrates.

UN NOUVEL HETEROSIDE NITRE EXTRAIT D'ANNONA SQUAMOSA

A new glycoside was isolated from a 60percent methanol extract of dried leaves and stems of Annona squamosa.Its chemical structure was determined as 4-(-2-nitroethyl)-1-benzene.Key Word Index -- Annona squamosa; Annonaceae; primeveroside; 4-(-2-nitroethyl)phenol; 4-(-2-aminoethyl)phenol; tyramine.

Brodioside B, a Novel (20R,22S)-Spirostanol Tetrasaccharide from Brodiaea californica Tubers

A novel (20R,22S)-spirostanol tetrasaccharide, named brodioside B, was isolated from Brodiaea californica together with a new (25S)-ruscogenin tetrasaccharide, named brodioside A.Their structures were determined by extensive 2D NMR analysis and hydrolysis.Brodiosides A and B were active as a cyclic AMP phosphodiesterase inhibitor.

Three steroids with unique structural feature of 5β-spirostan-1β, 3β,17α-trihydroxyl from Reineckia carnea

A new spirostanol sapogenin and two spirostanol saponins, tentatively named reineckiagenin A (1), reineckiagenoside A (2), and reineckiagenoside B (3), were isolated from the whole plant of Reineckia carnea. By detailed analysis of their 1D and 2D NMR spectra, chemical methods, and by comparison with spectra data of known compounds, the structures of the new steroids were determined to be 25(S)-5β-spirostan-1β,3β,17α-triol (1), 25(S)-5β-spirostan-1β,3β,17α-triol 1-O-β-D- xylopyranoside (2), 25(S)-5β-spirostan-1β,3β,17α-triol 1-O-α-L-rhamnopyranosyl-(1→2)-β-D-xylopyranoside (3). Compounds 1, 2, and 3 are the first naturally occurring steroids with unique structural feature of 5β-spirostan-1β,3β,17α-trihydroxyl.

New 12,23-epoxydammarane type saponins obtained from panax notoginseng leaves and their anti-inflammatory activity

Two new 12,23-epoxydammarane-type saponins, notoginsenosides NL-I (1) and NL-J (2), were isolated and identified from Panax notoginseng leaves through the combination of various chromatographies and extensive spectroscopic methods, as well as chemical reactions. Among them, notoginsenoside NL-J (2) had a new skeleton. Furthermore, the lipopolysaccharide (LPS)-induced RAW 264.7 macrophage model was used to identify the in vitro anti-inflammatory activity and mechanisms of compounds 1 and 2. Both of them exerted strong inhibition on nitric oxide (NO) productions in a concentration-dependent manner at 1, 10, and 25 μM. Moreover, these two compounds significantly decreased the secretion of tumor necrosis factor-alpha (TNF-α), interleukin 6 (IL-6), cyclooxygenase-2 (COX-2), nuclear factor kappa-B (NF-κB/p65), and nitric-oxide synthase (iNOS) in LPS-activated RAW 264.7 cells.

A new triterpenoid saponin from Glinus oppositifolius

From the ethanol extract of Glinus oppositifolius, collected at Phu Yen province, Viet Nam, one new triterpenoid saponin (1) and four known compounds (2–5) were isolated. By means of NMR and HR-ESI-MS analyses, their structure was elucidated as 3-O-(β-D-xylopyranosyl-(1→3)-β-D-xylopyranosyl)spergulagenin A or glinusopposide V (1), glinusopposide L (2), spergulin B (3), vitexin (4) and astralagin (5). Two compounds (1–2) showed weak inhibitory activity against α-glucosidase.

Unprecedented furan-2-carbonyl C-glycosides and phenolic diglycosides from Scleropyrum pentandrum

Five unprecedented furan-2-carbonyl C-glycosides, scleropentasides A-E, and two phenolic diglycosides, 4-hydroxy-3-methoxybenzyl 4-O-β-d- xylopyranosyl-(1 → 6)-β-d-glucopyranoside and 2,6-dimethoxy-p- hydroquinone 1-O-β-d-xylopyranosyl-(1 → 6)-β-d-glucopyranoside, were isolated from leaves and twigs of Scleropyrum pentandrum together with potalioside B, luteolin 6-C-β-d-glucopyranoside (isoorientin), apigenin 8-C-β-d-glucopyranoside (vitexin), apigenin 6,8-di-C-β-d- glucopyranoside (vicenin-2), apigenin 6-C-α-l-arabinopyranosyl-8-C-β- d-glucopyranoside (isoschaftoside), apigenin 6-C-β-d-glucopyranosyl-8-C- β-d-xylopyranoside, adenosine and l-tryptophan. Structure elucidations of these compounds were based on analyses of chemical and spectroscopic data, including 1D and 2D NMR. In addition, the isolated compounds were evaluated for their radical scavenging activities using both DPPH and ORAC assays.

Hydrolysis of glycosylpyridinium ions by anomeric-configuration-inverting glycosidases

The hydrolyses of five β-D-xylopyranosylpyridinium ions by the β-D-xylosidase of Bacillus pumilus proceed with kcat values 108-109-fold larger than the rates of spontaneous hydrolysis of the same compounds.Log(kcat) values correlate well with aglycon pKa 1g(V) = -0.52, r = 0.99>, whereas the correlation of log(kcat/Km) is poor 1g(V/K) = ca. -0.6>.The (13)-β-D-glucanase of Sporotrichum dimorphosporum hydrolyses 4-bromo-2-(β-D-glucopyranosyl)isoquinolinium ion with a rate enhancement of 108.The amyloglucosidase II of Aspergillus niger hydrolyses three α-D-glucopyranosylpyridinium ions with rate enhancements of 105-108.The efficient hydrolysis of glycosylpyridinium ions by these three inverting glycosidases, the catalytic mechanism of which is unlikely to involve a nucleophile from the enzyme, makes it improbable that the hydrolysis of glycosylpyridinium ions by retaining glycosidases, discovered some years ago, is initiated by addition of a catalytic nucleophilic carboxylate group of the enzyme to the pyridinium ring.

Identification and occurrence of phenylethanoid and iridoid glycosides in six Polish broomrapes (Orobanche spp. and Phelipanche spp., Orobanchaceae)

There are about 200 holoparasitic broomrapes (Orobanchaceae) known worldwide, however, only several species have been so far investigated phytochemically. Among Orobanche s.l. are both rare and endangered species, as well as onerous crop pests. This study aims to give a phytochemical description, both qualitative and quantitative, of six broomrape species (Orobanche and Phelipanche taxa) growing in Poland, including species that have not been tested in detail (O. caryophyllacea, O. lutea, O. picridis, and P. arenaria). Sixteen metabolites, including 14 phenylethanoid glycosides (PhGs) and 2 iridoid glycosides (IrGs), were isolated and identified using NMR spectroscopy and hydrolysis, revealing the presence of two previously undescribed PhGs in P. ramosa, named ramoside A and 2′-acetylramoside A. In addition, in the example of O. caryophyllacea, we have reported as the first occurrence of IrGs in broomrapes. Concentrations of phenylethanoids, the main constituents of broomrapes, in the studied plant material (flowering shoots with haustoria) were determined using the UHPLC-PDA method. It was found that P. ramosa has been the richest source of PhGs. In addition, the differences between broomrapes have been visualized using principal component and cluster analysis. The results of the antiradical DPPH test of 13 PhGs confirmed previous findings on the relation of the antioxidant potential with the structure of phenolic moieties – phenolic acid and phenylethanoid unit.

Four new 13,28-epoxyoleanane saponins from Lysimachia lobelioides

Four new oleanane saponins, lobelioidosides A-D (1-4, resp.), all endowed with 16-oxo and a 23-OH group, as well as with a 13,28-epoxy bridge as a common moiety, have been isolated from the 75% EtOH extract of the whole plant of Lysimachia lobelioides. Their structures were elucidated on the bases of MS, 1H- and 13C-NMR, HMQC, HMBC, and 1H, 1H-COSY data analysis. Copyright

GLYCOSIDES OF CINNAMYL ALCOHOL FROM THE RHIZOMES OF Rhodiola rosea

Three new cinnamyl alcohol glycosides have been isolated for the first time from the rhizomes of roseroot stonecrop Rhodiola rosea L. (Sedum rosea).On the basis of chemical transformations and the results of UV, IR, PMR, and mass spectroscopy the following structures are proposed for the compounds isolated: rozin - trans-cinnamyl O-β-D-glucopyranoside; rozavin - trans-cinnamyl O-(6'-O-α-L-arabinopyranosyl-β-D-glucopyranoside); and rozarin - trans-cinnamyl O-(6'-O-α-L-arabinofuranosyl-β-D-glucopyranoside).

A new triterpenoid saponin from Gynostemma pentaphyllum

A new dammarane-type triterpene saponin was isolated from the aerial parts of Gynostemma pentaphyllum (Thunb.) Makino. Its structural elucidation was accomplished mainly on the basis of the interpretation of spectroscopic data, such as IR, HR-TOF-MS and NMR. Its cytotoxic activity was evaluated against one human cancer cell line HL-60 using MTT assay.

Promotion effect of constituents from the root of Polygonum multiflorum on hair growth

Two new compounds, gallic acid ester of torachrysone-8-O-β-d-glucoside (1) and (E)-2,3,5,4′-tetrahydroxystilbene-2-O-β-d-xyloside (4), along with eight known compounds (2, 3, 5-10) were isolated from a 70% ethanol extract of Polygonum multiflorum roots. The structures were determined by 1H and 13C NMR, HMQC, and HMBC spectrometry. Extracts of P. multiflorum have been reported to promote hair growth in vivo. This study was carried out to evaluate the effects of isolated compounds from P. multiflorum on promoting hair growth using dermal papilla cells (DPCs), which play an important role in hair growth. When DPCs were treated with compounds (1-10) from P. multiflorum, compounds 1, 2, 3, 6, and 10 increased the proliferation of DPCs compared with the control. Specifically, compound 2 (10 and 20 μM) induced a greater increase in the proliferation of DPCs than minoxidil (10 μM). Additionally, treatment of vibrissa follicles with compound 2 for 21 days increased hair-fiber length significantly. On the basis of this result, further investigation and optimization of these derivatives might help in the development of therapeutic agents for the treatment of alopecia.

Mechanism of formation of 2-furaldehyde from D-xylose

The literature records two alternative hypotheses for the mechanism of dehydration of xylose to 2-furaldehyde (furfural), namely (1) a succession of reactions proceeding mainly via open-chain intermediates, and (2) an acid-catalyzed sequence proceeding through a 2,5-anhydride intermediate.The existing evidence for hypotheses (1) and (2) is reviewed and found to favor (2).The major products from xylose in water at 250 deg (with and without acid catalysis) have been investigated on a time-resolved basis.A kinetic model based on the second hypothesis is found to be consistent with the experimental data; whereas kinetic models based on the first hypothesis do not fit the data.

Terpene and lignan glycosides from the twigs and leaves of an endangered conifer, Cathaya argyrophylla

Labdane diterpene glycosides cathargyroside A and cathargyroside B, monoterpene glycosides vervenone-10-O-β-d-glucopyranoside and vervenone-10-O-β-d-apiofuranosyl-(1″→6′) -β-d-glucopyranoside, as well as lignan glycosides cedrusinin-4-O-α- l-rhamnopyranoside and (+)-cyclo-olivil-9′-O-β-d-xylopyranoside, along with 39 known compounds, were obtained from the methanol extract of the twigs and leaves of Cathaya argyrophylla. These compounds were identified mainly by analyzing their NMR and MS data. Almost all of these compounds were hitherto unknown in this genus. The isolated compounds were screened against Candida albicans and Staphylococcus aureus for antimicrobial assay, and against K562, HT-29, BEL-7402, SGC-7901, B16, BGC-823, U251 and A549 cancer cell lines for cytotoxic activities. One compound showed antimicrobial activity against C. albicans, and four of them displayed cytotoxicity. Similarity analysis on the chemical constituents of the genera Cathaya, Picea and Pinus supported their close phylogenetic relationships.

Novel steroidal glycosides from the bulbs of lilium pumilum

Examination of the bulbs of Lilium pumilum (Liliaceae) led to the isolation of four novel steroidal glycosides (1-4) with a 2,3,4-trisubstituted β-D-glucopyranosyl unit. In 1 and 3, the α-L-arabinopyranosyl moiety is linked to C-3 of the inner trisubstituted β-D-glucopyranosyl group and is present as an usual 4C1 conformation. In contrast, in 2 and 4, the α-L-arabinopyranosyl moiety, which is attached to C-4 of the inner trisubstituted β-D-glucopyranosyl group, is present as a 1C4 conformation. The structures of the new steroidal glycosides were determined based on the results of spectroscopic analyses, including two-dimensional (2D) NMR data and hydrolysis.

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New triterpenoid saponins from fruit specimens of Panax japonicus collected in Toyama prefecture and Hokkaido (2)

Four new dammarane-type triterpenoid saponins, chikusetsusaponin FT 1 (1), chikusetsusaponin FT2 (2), chikusetsusaponin FT3 (3), chikusetsusaponin FT4 (4), and six known triterpenoid saponins, chikusetsusaponin FK4 (8), chikusetsusaponin FK5 (9), chikusetsusaponin FK2 (10), chikusetsusaponin FK3 (11), chikusetsusaponin LN4 (12), and chikusetsusaponin IVa (14), were isolated from the fruits of Panax japonicus C. A. MEYER, collected in Toyama prefecture, Japan, and five new dammarane-type triterpenoid saponins, chikusetsusaponin FT1 (1), chikusetsusaponin FT3 (3), chikusetsusaponin FT4 (4), chikusetsusaponin FH1 (5), chikusetsusaponin FH2 (6), and eight known triterpenoid saponins, ginsenoside Re (7), chikusetsusaponin FK5 (9), chikusetsusaponin FK2 (10), chikusetsusaponin FK3 (11), chikusetsusaponin LN4 (12), 28-desglucosylchikusetsusaponin IVa (13), chikusetsusaponin IVa (14), and chikusetsusaponin V (15), were isolated from the fruits of P. japonicus C. A. MEYER, collected in Hokkaido, Japan. The structures of new chikusetsusaponins were elucidated on the basis of chemical and physicochemical evidences.

C-2 Epimerization of Aldoses by Calcium Ion in Basic Solutions. A Simple System to Transform D-Glucose and D-Xylose into D-Mannose and D-Lyxose

Aldoses were epimerized at C-2 by Ca2+ in aqueous or alcoholic basic solutions through a stereospecific rearrangement of the carbon skeletons of the aldose.The skeletal rearrangement was confirmed by 13C NMR analysis of the reaction products.The reaction of - and -D-glucose afforded - and -D-mannose, respectively, as major products.The effects of metal ions, bases, and solvents were examined, and it was found that a high concentration of Ca2+ and a base (>pH 12.3) were especially effective for the present rearrangement.Separation of the reaction products was also effected by using Ca2+ cation-exchange chromatography.Thus, under the optimized conditions, D-mannose and D-lyxose, which are rare in nature and expensive, were easily obtained in high isolated yields from D-glucose and D-xylose, respectively.

Phenylpropene diglycosides from the bark of Machilus wangchiana

Five new phenylpropene diglycosides (1-5), together with three known analogs, have been isolated from an ethanol extract of the bark of Machilus wangchiana. Their structures were determined by spectroscopic and chemical methods. In the preliminary assay,

A CATECHIN 7-XYLOSIDE FROM Ulmus laevis

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New triterpenoid saponin from the stems of Albizia adianthifolia (Schumach.) W.Wight

As part of our continuing study of apoptosis-inducing saponins from Cameroonian Albizia genus, one new triterpenoid saponin, named adianthifolioside J (1), together with the known gummiferaoside E (2), were isolated from Albizia adianthifolia stems. The s

Ursane-type triterpene oligoglycosides with anti-hepatosteatosis and anti-hyperlipidemic activity from the leaves of Ilex paraguariensis A. St.-Hil.

The methanol extract from the leaves of Ilex paraguariensis A. St.-Hil. (Aquifoliaceae), popularly known as mate, maté, or yerba maté, inhibits the intracellular triglyceride accumulation in HepG2 cells and suppresses the plasma triglyceride elevation in olive oil-treated mice. Three new triterpene saponins, termed mateosides I (1), II (2), and III (3), were isolated from the extract along with 29 known compounds. The structures of 1–3 were elucidated based on chemical and spectroscopic evidence. Among the isolates, principal saponin constituents, 2 and matesaponins 1 (7) and 2 (9), potently inhibited the triglyceride accumulation in HepG2 cells simultaneously treated with oleic acid and high glucose. In vivo assay of the methanol extract of I. paraguariensis revealed that 7 and 9 showed anti-hyperlipidemic activities in olive oil-treated mice. These results suggested that the saponin constituents of I. paraguariensis could be valuable bioactive marker for the anti-obesogenic activity. Graphical abstract: [Figure not available: see fulltext.]