Anatolioside E: A New Acyclic Monoterpene Glycoside from Viburnum orientale

A new open-chain monoterpene glycoside, anatolioside E ( 1 ), was isolated from the leaves of Viburnum orientale in addition to three known acyclic monoterpene glycosides, betulalbusides A ( 2 ) and B ( 3 ), and 2(E)-2,6-dimethyl-2,7-octadien-1,6-diol-6-O-β-D -glucopyranoside( 4 ). The structure of anatolioside E ( 1 ) was elucidated on the basis of chemical and spectral data as 6-O-[β-D -glucopyransoyl-(1?? → 6?″)-2-(E), 6(R), 2,6-dimethyl-6-hydroxy-2,7-octadienoyl-(1?″ → 2″″)-β-D -glucopyranosyl-(1″″ → 6?)-2-(E), 6(R), 2,6-dimethyl-6-hydroxy-2,7-octadienoyl-(1? → 4″)-α-L -rhamnopyranosyl-(1″″ → 2′)-β-D -glucopyranosyl]linalool.     

New Triterpene Saponins from Herniaria glabra

Three new saponins 1–3 were isolated from Herniaria glabra by means of prep. HPLC and TLC. The structures were established mainly by a combination of 2D-NMR techniques (COSY, TOCSY, ROESY, HMQC, and HMBC) as O-α-L -rhamnopyranosyl-(1→4)-O-β-D -glucopyranosyl-(1-→6)-O-[β-D -glucopyranosyl-(1→2)]-β-D -glucopyranosyl medicagen-28-ate (herniaria saponin 4; 1 ), O-β-D -glucopyranosyl-(1→3)-O-α-L -rhamnopyranosyl-(1→2)-O-[β-(3R)-D -apiofuranosyl-(1→3)]-β-D -4-O-acetylfucopyranosyl 3-O-(β-D -glucuronopyranosyl)-16α-hydroxymedicagen-28-ate (herniaria saponin 5; 2 ), and O-α-L -rhamnopyranosyl-(1→4)-O-β-D -glucopyranosyl-(1→6)-O-[β-D -6-O-acetylglucopyra nosyl-(1→2)]-β-D -glucopyranosyl medicagen-28-ate (herniaria saponin 6; 3 ).     

Lebbeckoside C,a new triterpenoid saponin from the stem barks of Albizia lebbeck inhibits the growth of human glioblastoma cells

One new acacic acid-type saponin, named lebbeckoside C (1), was isolated from the stem barks of Albizia lebbeck. Its structure was established on the basis of extensive analysis of 1D and 2D NMR (¹H, ¹³C NMR, DEPT, COSY, TOCSY, ROESY, HSQC and HMBC) experiments, HRESIMS studies, and by chemical evidence as 3-O-[β-d-xylopyranosyl-(l→2)-β-d-fucopyranosyl-(1→6)-[β-d-glucopyranosyl(1→2)]-β-d-glucopyranosyl]-21-O-{(2E,6S)-6-O-{4-O-[(2E,6S)-2,6-dimethyl-6-O-(β-d-quinovopyranosyl)octa-2,7-dienoyl]-4-O-[(2E,6S)-2,6-dimethyl-6-O-(β-d-quinovopyranosyl)octa-2,7-dienoyl]-β-d-quinovopyranosyl}-2,6-dimethylocta-2,7-dienoyl}acacic acid 28 O-[β-d-quinovopyranosyl-(l→3)-[α-l-arabinofuranosyl-(l→4)]-α-l-rhamnopyranosyl-(l→2)-β-d-glucopyranosyl] ester. The isolated saponin (1) displayed significant cytotoxic activity against the human glioblastoma cell line U-87 MG and TG1 stem-like glioma cells isolated from a patient tumor with IC₅₀ values of 1.69 and 1.44 μM, respectively.     

Lavandulifolioside: A New Phenylpropanoid Glycoside from Stachys lavandulifolia

A new phenlypropanoid glycoside has been isolated from the methanolic extract of the aerial parts of Stachys lavandulifolia (Lamiaceae), lavandulifolioside (1) . On the basis of chemical and spectral data the structure of the new compound 1 has been elucidated as β-(3,4-dihydroxyphenyl)ethyl O-α-L -arabinopyranosyl-(1→2)-α-L -rhamnopyranosyl-(1→3)-4-O-caffeoyl-β-D -glucopyranoside.     

Structural determination of two new acacic acid-type saponins from the stem barks of Albizia zygia (DC.) J. F. Macbr

As a continuation of our interest in the study of triterpenoid saponins from Albizia zygia, phytochemical investigation of its stem barks led to the isolation of two new oleanane-type saponins, named zygiaosides C–D (1–2). Their structures were established on the basis of extensive analysis of 1D and 2D NMR (1H-, 13C NMR, DEPT, COSY, TOCSY, ROESY, HSQC and HMBC) experiments, HRESIMS studies, and by chemical evidence as, 3-O-[ β-d-glucopyranosyl-(1→2)-[α-l-arabinopyranosyl-(1→6)]-β-d-glucopyranosyl]-21-O-[(2E,6S)-2,6-dimethyl-6-O-(β-d-quinovopyranosyl) octa-2,7-dienoyl]acacic acid 28-O-α-l-arabinofuranosyl-(1→4)-[β-d-glucopyranosyl-(1→3)]-α-l-rhamnopyranosyl-(1→2)-β-d-glucopyranosyl ester (1) and 3- O-[β-d-glucopyranosyl-(1→2) -[ β-d-fucopyranosyl-(1→6)]-β-d-glucopyranosyl]-21-O-[(2E,6S)-2,6-dimethyl-6-O-(β-D-quinovopyranosyl) octa-2,7-dienoyl]acacic acid 28-O-α-l-arabinofuranosyl-(1→4)-[β-d-glucopyranosyl-(1→3)]-α-l-rhamnopyranosyl-(1→2)-β-d-glucopyranosyl ester (2).     

Lagotoside: A New Phenylpropanoid Glycoside from Lagotis stolonifera

From the aerial parts of Lagotis stolonifera (Scrophulariaccae), a new phenylpropanoid glycoside, lagotoside ( 8 ), and the three known glycosides ehrenoside ( 5 ), verbascoside (= acteoside; 6 ), and plantamajoside ( 7 ) were isolated, together with the four known iridoid glucosides aucubin ( 1 ), catalpol( 2 ), globularin ( 4 ), and lythantosalin ( 3 ). The structure of the new compound 8 was elucidated on the basis of chemical and spectral data as 2-(3-hy-droxy-4-methoxyphenyl)ethyl O-[α-L -arabinopyranosyl-(1 → 2)]-O-[α-L -rhamnopyranosyl-(1 → 3)]-4-O-feruloyl-β-D -glucopyranoside.     

Studies on the Constituents of Paris Formosana Hayata Part II

Methyl palmitate (I), methyl stearate (II), stigmasterol (III), β-sitosterol (IV), (O -acyl)-β-D -glucopyranosyl-(1→3)-stigmasterol (V), (O -acyl)-β-D -glucopyranosyl-(1→3)-β-sitosterol (VI), β-D -glucopyranosyl-(1→3)-stigmasterol (VII), β-D -glucopyranosyl-(1→3)-β-sitosterol (VIII), β-D -ecdysone (IX), diosgenin-3-α-L -rhamopyranosyl-(1→2)-[α-L -arabinofuranosyl-(1→4)]-β-D -glucopyranoside (X), diosgenin-3-O -β-chacotrioside (dioscin) (XI), and diosgenin-3-O -α-L -rhamnopyranosyl-(1→4)-α-L -rhamnopyranosyl-(1→4)-[α-L -rhamnopyranosyl-(1→2)]-β-D -glucopyranoside (XII) were isolated and characterized from the stems of Paris formosana Hayata (Liliaceae).     

A New Triterpene Saponin from Heteropappus biennis with an Unusual Carbohydrate Chain

A new saponin, O-α-D -arabinopyranosyl-(1→6)-O-[α-L -rhamnopyranosyl-(1→2)]-O-[β-D -xylopyranosyl-(1→3)]-β-D -glucopyranosyl arjunolate ( 1 ) was isolated from the flowers of Heteropappus biennis (LDB .) TAMAMSCH . The structure was established mainly by a combination of 1D selective and 2D NMR techniques like COSY, TOCSY, ROESY, HMQC, and HMBC. Molecular-modelling calculations showed that the oligosaccharide chain is rather rigid. Six minimum structures are discussed.     

A new flavonol glycoside and other flavonoids from the aerial parts of Taverniera aegyptiaca

Isolation of flavonoids from the aerial parts of Taverniera aegyptiaca Bioss. (Fabaceae) led to identification of one new flavonol glycoside, isorhamnetin-3-O-α-l-rhamnopyranosyl-(1→2)-α-l-arabinopyranoside (1), along with eleven compounds, which previously have not been isolated from this plant quercetin-3-O-α-l-rhamnopyranosyl-(1→2)-[α-l-rhamnopyranosyl-(1→6)-β-d-galactopyranoside] (2), isorhamnetin-3-O-α-l-arabinopyranoside (3), quercetin-3-O-α-l-rhamnopyranosyl-(1→6)-β-d-glucopyranoside (4), isorhamnetin-3-O-α-l-rhamnopyranosyl-(1→6)-β-d-glucopyranoside (7), isorhamnetin 3-O-α-l-rhamnopyranosyl-(1→2)-[α-l-rhamnopyranosyl-(1→6)-β-d-galactopyranoside] (8), isorhamnetin 3-O-α-l-rhamnopyranosyl-(1→2)-[α-l-rhamnopyranosyl-(1→6)-β-d-glucopyranoside] (9), kaempferol 3-O-α-l-rhamnopyranosyl-(1→2)-[α-l-rhamnopyranosyl-(1→6)-β-d-galactopyranoside] (10), isorhamnetin (11), 4,4′-dihydroxy-2′-methoxychalcone (12), formononetin (13) and calycosin (15)] and some compounds already known from this plant [quercetin-3-O-robinobioside (5), isorhamnetin-3-O-robinobioside (6), afrormosin (14) and odoratin (16)].     

Preparative isolation and purification of anthocyanins from purple sweet potato by high-speed counter-current chromatography

High-speed counter-current chromatography (HSCCC) was applied to the preparative isolation and purification of peonidin 3-O-(6-O-(E)-caffeoyl-2-O-β-D -glucopyranosyl-β-D -glucopyranoside)-5-O-β-D -glucoside ( 1 ), cyanidin 3-O-(6-O-p-coumaroyl)-β-D -glucopyranoside ( 2 ), peonidin 3-O-(2-O-(6-O-(E)-caffeoyl-β-D -glucopyranosyl)-6-O-(E)-caffeoyl-β-D -glucopyranoside)-5-O-β-D -glucopyranoside ( 3 ), peonidin 3-O-(2-O-(6-O-(E)-feruloyl-β-D -glucopyranosyl)-6-O-(E)-caffeoyl-β-D -glucopyranoside)-5-O-β-D -glucopyranoside ( 4 ) from purple sweet potato. Separation of crude extracts (200 mg) from the roots of purple sweet potato using methyl tert-butyl ether/n-butanol/acetonitrile/water/trifluoroacetic acid (1:4:1:5:0.01, v/v) as the two-phase solvent system yielded 1 (15 mg), 2 (7 mg), 3 (10 mg), and 4 (12 mg). The purities of 1 – 4 were 95.5%, 95.0%, 97.8%, and 96.3%, respectively, as determined by HPLC. Compound 2 was isolated from purple sweet potato for the first time. The chemical structures of these components were identified by ¹H NMR, ¹³C NMR and ESI-MSⁿ.     

Ilwensisaponins A,B, C,and D: Triterpene Saponins from Scrophularia ilwensis

From the aerial parts of Scrophularia ilwensis, four new triterpene saponins, ilwensisaponins A–D ( 1 – 4 ) were isolated. The structures of the compounds were elucidated using chemical and spectral data as 13β, 28-epoxy-3-β-{{[β-D -glucopyranosyl-(1→2)]-[α-L -rhamnopyranosyl-(1→4)-β-D -glucopyranosyl-(1→3)]-β-D -fucopyranosyl}-oxy} olean-11-en-23-ol ( 1 ), 3-β-{{[β-D -glucopyranosyl-(1→2)]-[α-L -rhamnopyranosyl-(1→4)-β-D -glucopyranosyl-(1→3)]-β-D -fucopyranosyl}oxy}olena-11, 13(18)-diene-23, 28-diol ( 2 ), 3-β-{{[β-D -glucopyranosyl-(1→2)]-[α-L -rhamnopyranosyl-(1→4)-β-D glucopyranosyl-(1→3)]-β-D fucopyranosyl}oxy}-11α-methoxyolean- 12-ene-23, 28-diol (3) , and 3-β-{{[β-D -glucopyransoyl-(1→2)]-[α-L -rhamnopyranosyl-(1→4)-β-D -glucopyranosyl-(1→3)]-β-D -fucopyranosyl}oxy}olean-12-ene-11α,23,28-triol (4) .     

Two new quercetin glycoside derivatives from the fruits of Gardenia jasminoides var. radicans

Two new quercetin glycoside derivatives named quercetin-3-O-[2-O-trans-caffeoyl-α-l-rhamnopyranosyl-(1 → 6)-β-d-glucopyranoside] (1) and quercetin-3-O-[2-O-trans-caffeoyl-β-l-rhamnopyranosyl-(1 → 6)-β-d-glucopyranoside] (2) along with three known flavonoids, 5-hydroxy-6,7,3′,4′,5′-pentamethoxyflavone (3), 5,7-dihydroxy-8-methoxyflavone (4) and kaempferol 3-O-β-d-glucopyranoside (5), were isolated from the fruits of Gardenia jasminoides var. radicans. The structures of the new compounds were determined by means of extensive spectroscopic analysis (1D, 2D NMR and HR-ESI-MS), glycoside hydrolysis and sugar HPLC analysis after derivatisation. This is the first report on the isolation of a pair of compounds with α or β-l-rhamnopyranosyl configuration from plant and the first detail assignment of their NMR data.     

Concise synthesis of two natural steroidal glycosides isolated from <Emphasis Type="Italic">Allium schoenoprasum</Emphasis>

Two natural steroidal glycosides, diosgenin 3-O-α-l-rhamnopyranosyl-(1→2)-[β-d-glucopyranosyl-(1→4)]-β-d-glucopyranoside (1) and laxogenin 3-O-α-l-rhamnopyranosyl-(1→2)-[β-d-glucopyranosyl-(1→4)]-β-d-glucopyranoside (2) with important cytotoxic activity against the HCT 116 and HT-29 human colon cancer cell lines have been efficiently synthesized via straightforward sequential glycosylation reaction with the combined use of N-phenyltrifluoroacetimidates and trichloroacetimidates donors at room temperature. All structures of the synthesized new compounds were identified by ¹H NMR, ¹³C NMR and HRMS spectra.     

A new triterpenoid glycoside from the leaves and stems of Duranta repens

A new triterpenoid glycoside (1) was isolated from the methanol extract of the leaves and stems of Duranta repens L. (Verbenaceae) along with 14 known compounds consisting of eight triterpenoids, four iridoids, one phenylethanoid glycoside and one flavonoid. The chemical structure of 1 was determined to be bayogenin 3-O-[β-D-glucopyranoside]-28-O-[α-L-rhamnopyranosyl-(1→5)-O-β-D-apiofuranosyl-(1→4)-O-α-L-rhamnopyranosyl-(1→2)-O-α-L-arabinopyranosyl] ester, based on spectroscopic data. In addition, the inhibitory effects of the isolates on lipoxygenase activity were examined. Among them, acteoside and apigenin resulted in 94 ± 3.6% and 82 ± 4.7% inhibition, respectively, at 0.5 mM.     

Die Herzglykoside des Pfeilgiftes von Lophopetalum toxicum LOHER. 13. Mitteilung über Celastraceen-Inhaltsstoffe

The Heart Glycosides of the Arrow Poison of Lophopetalum toxicum LOHER From the cytotoxic and positive inotropic acting bark extract of the Philippinan Lophopetalum toxicum eight heart glycosides have been isolated and their structures have been elucidated mainly by field-desorption-MS- and ¹- and ¹³C-NMR spectroscopy. Besides the known k-Strophanthidin ( 1 ), Antiarigenin ( 6 ) and β-Antiarin (Antiarigenin-3-β-O-α-L -rhamnoside, 10 ) the following mono- and diglycosides could be identified: strophanthidin-3-β-O-α-6-desoxy-D -allopyranoside (strophalloside, 2 ), strophanthidin-3-β-O-β-6-desoxy-D -glucopyranoside (= Strophanthidin chinovoside, 3 ), strophanthidin-3-β-O[-4Oβ-D -allopyranosyl-β-6-desoxy-D -allopyranoside] ( 4 ), strophanthidin-3-β-O-[3-O-β-D -glucopyranosyl-β-6-desoxy-D -talopyranoside] ( 5 ), antiarigenin-3-β-O-[3-O-β-D -gulopyranosyl-β-6-desoxy-D -talopyranoside] ( 7 ), antiarigenin-3-β-O-[4O-β-D -allopyranosyl-β-6-desoxy-D -allopyranoside] ( 8 ), and antiarigenin-3-β-O-β-6-desoxy-D -allopyranoside (antiallosid) ( 9 ). The structure of strophanthidinchinovoside ( 3 ) could be confirmed by synthesis.     

27-Ald-triterpenoid saponins from Adina rubella

Four new triterpenoid saponins were isolated from the roots of Adina rubella Hance. They were characterized as adinaic acid 3β-O-[α-L-rhamnopyranosyl(l→2)-β-D-glucopyranosyl(l→2)-β-D-glucurono-pyranoside-6-O-methyl ester]-28-O-β-D)-glucopyranoside, adinaic acid 3β-O-[α-L-rham-nopyranosyl(l→2)-β-D-glucopyranosyl(l→2)-β-D-glucuronopyranoside-6-O-butyl ester]-28-O-β-D-glu-copyranoside, adinaic acid 3β-O-[β-D-glucopyranosyl(l→2)-β-D-glucopyranosyl]-(28→1)-β-D-gluco-pyranosyl(l→6)-β-D-glucopyranosyl ester, 27-hydroxyursolic acid 3β-O-[α-L-rhamnopyranosyl (l→2)-β-O-glucopyranosyl(l→2)-β-D)-glucuronopyranoside-6-O-methyl ester]-28-O-β-D)-glucopyranoside. Their structures were elucidated by spectral methods, especially with the aid of 2D NMR techniques. Their complete assignments of the 1H and 13C NMR signals were carried out.     

A Comparison in the Efficiency of Six Standard 2-Amino-2-Deoxy-Glucosyl Donors for the Synthesis of (2-Deoxy-2-Phthalimido-β-D-Glucopyranosyl) (1→ 4)-β-D-Glucopyranosides.

ABSTRACT

A systematic study is presented for the most common methods used for the preparation of the disaccharide benzyl O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1→'4)-3,6-di-O-benzoyl-2-deoxy-2-phthalimido-β-D-glucopyranoside (9) from “standard 2-amino-2-deoxyglucopyranosyl donors” 1-6 and benzyl 3,6-di-O-benzoyl-2-deoxy-2-phthalimido-β-D-glucopyranoside (7) as an acceptor. It was found that the highest yield was obtained when the trichloroacetimidate derivative 1 was coupled to the 4 position of acceptor 7. In an analogous manner, the disaccharides allyl O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1→'4)-3,6,-di-O-benzoyl-2-deoxy-2-phthalimido-β-D-glucopyranoside (10), benzyl O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1→'4)-3,6-di-O-benzoyl-2-deoxy-2-phthalimido-β-D-galactopyranoside (12), and allyl O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1→'3)-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside (14) were prepared.     

A new acylated flavonoid tetraglycoside with anti-inflammatory activity from Tipuana tipu leaves

A new acylated kaempferol glycoside, kaempferol 3-O-α-l-rhamnopyranosyl-(1 → 6)-O-[β-d-glucopyranosyl-(1 → 2)-4-O-acetyl-α-l-rhamnopyranosyl-(1 → 2)]-β-d-galactopyranoside, has been isolated from the leaves of Tipuana tipu (Benth.) Lillo growing in Egypt, along with three known flavonol glycosides, kaempferol 3-O-rutinoside, quercetin 3-O-rutinoside (rutin) and kaempferol 3-O-[α-l-rhamnopyranosyl-(1 → 6)]-[α-l-rhamnopyranosyl-(1 → 2]-β-d-glucopyranoside. Structure elucidation was achieved through different spectroscopic methods. Structure relationship with anti-inflammatory activity using carrageenin-induced rat paw oedema model is discussed.     

Flavonoids of Alcea rosea L. and their immune stimulant,antioxidant and cytotoxic activities on hepatocellular carcinoma HepG-2 cell line

Alcea rosea L. is widely cultivated in gardens of Egypt as an ornamental plant and it has a great history of folkloric medicinal uses. In the present work, phytochemical investigation of the alcoholic extract of the flowers of A. rosea L. led to the isolation of six flavonoids (1–6). Dihydrokaempferol-4′-O-β-d-glucopyranoside (1), dihydrokaempferol (2), kaempferol-3-O-[6″-(E-coumaroyl)]-β-d-glucopyranoside (3), kaempferol-3-O-β-d-glucopyranoside (4), Apigenin (5) and kaempferol-3-O-α-l-rhamnopyranosyl-(1′″→6″)-β-d-glucopyranoside (6). Four of the isolated compounds were evaluated for their antioxidant, immunostimulant and cytotoxic activities against HepG-2 cell line. Compound (3) showed potent cytotoxic activity against HepG-2 cell line with high selectivity towards hepatocellular carcinoma in vitro (with IC₅₀ = 3.8 μg/mL). Compounds 1 and 2 exhibited significant antioxidant activity and compound 4 showed a significant immune stimulant activity. Compound 1 is isolated for the first time from genus Alcea and this is the first report for its biological investigation.     

New Triterpenoidal Saponins Acylated with Monoterpenic Acid from Albizia adianthifolia

Four new triterpenoidal saponins acylated with monoterpenic acid, i.e., adianthifoliosides C, D, E, and F ( 1 – 4 ), besides the two known julibroside III and the monodesmonoterpenyl elliptoside A, were isolated from the roots of Albizia adianthifolia. Their structures were elucidated on the basis of extensive 1D‐ and 2D‐NMR studies and mass spectrometry as 3‐O‐{O‐α‐L ‐arabinopyranosyl‐(1→2)‐O‐β‐d‐ fucopyranosyl‐(1→6)‐O‐[β‐d‐ glucopyranosyl‐(1→2)]‐β‐d‐ glucopyranosyl}‐21‐O‐{(2E,6S)‐6‐{{4‐O‐[(2E,6S)‐2,6‐dimethyl‐6‐(β‐D ‐quinovopyranosyloxy)octa‐2,7‐dienoyl]‐β‐d‐ quinovopyranosyl}oxy}‐2‐(hydroxymethyl)‐6‐methylocta‐2,7‐dienoyl}acacic acid 28‐{O‐α‐L ‐arabinofuranosyl‐(1→4)‐O‐[β‐d‐ glucopyranosyl‐(1→3)]‐O‐α‐L ‐rhamnopyranosyl‐(1→2)‐β‐d‐ glucopyranosyl} ester ( 1 ), 21‐O‐{(2E,6S)‐6‐{{4‐O‐[(2E,6S)‐2,6‐dimethyl‐6‐(β‐d‐ quinovopyranosyloxy)octa‐2,7‐dienoyl]‐β‐d‐ quinovopyranosyl}oxy}‐2‐(hydroxymethyl)‐6‐methylocta‐2,7‐dienoyl}‐3‐O‐{O‐β‐D ‐xylopyranosyl‐(1→2)‐O‐β‐d‐ fucopyranosyl‐(1→6)‐2‐(acetylamino)‐2‐deoxy‐β‐d‐ glucopyranosyl}acacic acid 28‐{O‐α‐L ‐arabinofuranosyl‐(1→4)‐O‐[β‐d‐ glucopyranosyl‐(1→3)]‐O‐α‐L ‐rhamnopyranosyl‐(1→2)‐β‐d‐ glucopyranosyl} ester ( 2 ), 21‐O‐{(2E,6S)‐6‐{{3‐O‐[(2E,6S)‐2,6‐dimethyl‐6‐(β‐d‐ quinovopyranosyloxy)octa‐2,7‐dienoyl]‐β‐d‐ quinovopyranosyl}oxy}‐2,6‐dimethylocta‐2,7‐dienoyl}‐3‐O‐{O‐β‐D ‐xylopyranosyl‐(1→2)‐O‐β‐d‐ fucopyranosyl‐(1→6)‐2‐(acetylamino)‐2‐deoxy‐β‐d‐ glucopyranosyl}acacic acid 28‐{O‐α‐L ‐arabinofuranosyl‐(1→4)‐O‐[β‐d‐ glucopyranosyl‐(1→3)]‐O‐α‐L ‐rhamnopyranosyl‐(1→2)‐β‐d‐ glucopyranosyl} ester ( 3 ), and 3‐O‐{O‐α‐L ‐arabinopyranosyl‐(1→2)‐O‐β‐d‐ fucopyranosyl‐(1→6)‐O‐[β‐d‐ glucopyranosyl‐(1→2)]‐β‐d‐ glucopyranosyl}‐21‐O‐{(2E,6S)‐2,6‐dimethyl‐6‐(β‐d‐ quinovopyranosyloxy)octa‐2,7‐dienoyl}acacic acid 28‐{O‐α‐L ‐arabinofuranosyl‐(1→4)‐O‐[β‐d‐ glucopyranosyl‐(1→3)]‐O‐α‐L ‐rhamnopyranosyl‐(1→2)‐β‐d‐ glucopyranosyl} ester ( 4 ).