Saponins with highly hydroxylated oleanane-type aglycones from Silphium asteriscus L.

Masullo, Milena; Calabria, Lalita M.; Gallotta, Dario; Pìzza, Cosimo; Piacente, Sonia

doi:10.1016/j.phytochem.2013.10.013

Cited by 18 publications

(9 citation statements)

References 22 publications

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“…Traditional methods, including maceration extraction (ME) [22] and Soxhlet and reflux extraction (SE and RE) [23], and nontraditional techniques, supercritical fluid extraction (SCFE), and ultrasonic-assisted extraction (UAE) [24], are generally used for saponins extraction. Nonetheless, some disadvantages are associated with these methods (e.g., long-time consumption, tedious extraction processes, massive organic solvent usage, high energy input, low yield, high apparatus requirements, complex operations, and environmental issues) [25].…”

Section: Introductionmentioning

confidence: 99%

Optimization of Microwave-Assisted Extraction Saponins from Sapindus mukorossi Pericarps and an Evaluation of Their Inhibitory Activity on Xanthine Oxidase

Deng

Liu

Zou

2019

Journal of Chemistry

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A microwave-assisted extraction (MAE) method was applied to separate saponins from Sapindus mukorossi pericarps. The most important factors of the six extraction parameters were selected using Plackett–Burman designs; therefore, the further extraction procedure was optimized using the Box–Behnken designs; meanwhile, the optimum processing parameters and well-pleasing saponins extraction rate were inferred. The final operation conditions were the ethanol concentration of 40%, soaking time of 3 h, particle size of 80–100 meshes, extraction time of 13 min, solvent-solid ratio of 19 mL/g, and microwave power of 425 W. Based on the optimal extraction parameters, the extraction rate of the saponins by means of MAE technique reached 280.55 ± 6.81 mg/g, which exceeds yields acquired using conventional manners. Saponins from S. mukorossi have obvious xanthine oxidase inhibitory properties in vitro compared with allopurinol. The saponins displayed a type of competitive inhibition of xanthine oxidase. In conclusion, a MAE technique in association with a response surface design provides an efficient extraction tactics, which could sufficiently isolate saponins from S. mukorossi pericarps; further, this technique could be applied to the dissociation of other bioactive substances from plant sources. In addition, the saponins may be a promising alternative to conventional medicine to treat gout and other inflammation-associated disorders to mitigate the side effects of traditional drugs.

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Section: Introductionmentioning

confidence: 99%

Optimization of Microwave-Assisted Extraction Saponins from Sapindus mukorossi Pericarps and an Evaluation of Their Inhibitory Activity on Xanthine Oxidase

Deng

Liu

Zou

2019

Journal of Chemistry

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“…The 13 C‐NMR spectrum showed 83 C‐atom signals, of which 30 were assigned to the aglycone moiety, 51 to the oligosaccharide moieties, and the remaining two to an acetyl group ( Tables and ). The six sp 3 hybrid C‐atom signals at δ (C) 11.0, 15.6, 16.9, 24.8, 26.8, 33.1, and the two sp 2 hybrid C‐atom signals at δ (C) 122.1 and 144.7 together with the information from 1 H‐NMR analysis (six Me H‐atom singlets at δ (H) 0.77, 0.90, 0.94, 1.00, 1.40, 1.77, and a broad triplet CH 2 =CH H‐atom at δ (H) 5.53 ( t , J = 3.2)) indicated that the aglycone possesses an olean‐12‐ene skeleton . Moreover, the 1 H‐NMR spectrum displayed signals at δ 9.85 ( s ) ascribable to the CHO function , at δ 4.05 ( dd , J = 11.5, 4.2, H–C(3)) and at 5.12 (br.…”

Section: Resultsmentioning

confidence: 99%

Highly Polar Triterpenoid Saponins from the Roots of Saponaria officinalis L.

Moniuszko-Szajwaj¹,

Masullo

Kowalczyk³

et al. 2016

Helvetica Chimica Acta

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Five new triterpenoid saponins, including 3‐O‐β‐d‐galactopyranosyl‐(1→2)‐[β‐d‐xylopyranosyl‐(1→3)]‐β‐d‐glucuronopyranosyl quillaic acid 28‐O‐β‐d‐glucopyranosyl‐(1→3)‐β‐d‐xylopyranosyl‐(1→4)‐α‐l‐rhamnopyranosyl‐(1→2)‐[β‐d‐xylopyranosyl‐(1→3)‐(4‐O‐acetyl)‐β‐d‐quinovopyranosyl‐(1→4)]‐β‐d‐fucopyranoside (1), 3‐O‐β‐d‐galactopyranosyl‐(1→2)‐[β‐d‐xylopyranosyl‐(1→3)]‐β‐d‐glucuronopyranosyl quillaic acid 28‐O‐(6‐O‐acetyl)‐β‐d‐glucopyranosyl‐(1→3)‐[β‐d‐xylopyranosyl‐(1→4)]‐α‐l‐rhamnopyranosyl‐(1→2)‐[β‐d‐xylopyranosyl‐(1→3)‐(4‐O‐acetyl)‐β‐d‐quinovopyranosyl‐(1→4)]‐β‐d‐fucopyranoside (2), 3‐O‐β‐d‐galactopyranosyl‐(1→2)‐[β‐d‐xylopyranosyl‐(1→3)]‐β‐d‐glucuronopyranosyl quillaic acid 28‐O‐β‐d‐xylopyranosyl‐(1→4)‐α‐l‐rhamnopyranosyl‐(1→2)‐[β‐d‐xylopyranosyl‐(1→3)‐(4‐O‐acetyl)‐β‐d‐quinovopyranosyl‐(1→4)]‐β‐d‐fucopyranoside (3), 3‐O‐β‐d‐galactopyranosyl‐(1→2)‐[β‐d‐xylopyranosyl‐(1→3)]‐β‐d‐glucuronopyranosyl quillaic acid 28‐O‐β‐d‐glucopyranosyl‐(1→3)‐β‐d‐xylopyranosyl‐(1→4)‐α‐l‐rhamnopyranosyl‐(1→2)‐[(4‐O‐acetyl)‐β‐d‐quinovopyranosyl‐(1→4)]‐β‐d‐fucopyranoside (4), 3‐O‐β‐d‐galactopyranosyl‐(1→2)‐[β‐d‐xylopyranosyl‐(1→3)]‐β‐d‐glucuronopyranosyl quillaic acid 28‐O‐(6‐O‐acetyl)‐β‐d‐glucopyranosyl‐(1→3)‐[β‐d‐xylopyranosyl‐(1→4)]‐α‐l‐rhamnopyranosyl‐(1→2)‐[(4‐O‐acetyl)‐β‐d‐quinovopyranosyl‐(1→4)]‐β‐d‐fucopyranoside (5) together with two known congeners, saponariosides A (6) and B (7) were isolated from the roots of Saponaria officinalis L. Their structures were elucidated by extensive spectroscopic methods, including 1D‐ (1H, 13C) and 2D‐NMR (DQF‐COSY, TOCSY, HSQC, and HMBC) experiments, HR‐ESI‐MS, and acid hydrolysis.

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“…Then, the residue was partitioned between H 2 O and hexane, and the latter layer was subjected to GC analysis with an l -Chirasil-Val column. The configurations of the monosaccharide units were established by comparing retention times with those of the trimethylsilylated derivatives prepared in the same manner from the authentic standard monosaccharides [38]. Retention times for authentic samples were detected at 8.92 and 9.95 min ( d -arabinose), 9.60 and 10.38 min ( l -rhamnose), 10.91 and 12.15 min ( d -xylose), and 14.82 min ( d -glucose), respectively.…”

Section: Methodsmentioning

confidence: 99%

Triterpenoid Saponins from Anemone rivularis var. Flore-Minore and Their Anti-Proliferative Activity on HSC-T6 Cells

Wang¹,

Gao²,

Xie³

et al. 2018

Molecules

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Five previously undescribed triterpenoid saponins (1–5), along with eight known ones (6–13), were isolated from the whole plants of Anemone rivularis var. flore-minore. Their structures were clarified by extensive spectroscopic data and chemical evidence. For the first time, the lupane-type saponins (3 and 12) were reported from the Anemone genus. The anti-proliferative activity of all isolated saponins was evaluated on hepatic stellate cells (HSC-T6). Saponins 12 and 13, which possess more monosaccharides than the others, displayed potent anti-proliferative activity, with IC50 values of 18.21 and 15.56 μM, respectively.

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Saponins with highly hydroxylated oleanane-type aglycones from Silphium asteriscus L.

Cited by 18 publications

References 22 publications

Optimization of Microwave-Assisted Extraction Saponins from Sapindus mukorossi Pericarps and an Evaluation of Their Inhibitory Activity on Xanthine Oxidase

Optimization of Microwave-Assisted Extraction Saponins from Sapindus mukorossi Pericarps and an Evaluation of Their Inhibitory Activity on Xanthine Oxidase

Highly Polar Triterpenoid Saponins from the Roots of Saponaria officinalis L.

Triterpenoid Saponins from Anemone rivularis var. Flore-Minore and Their Anti-Proliferative Activity on HSC-T6 Cells

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