Glycosides of the bulbs ofLilium regale

Gur'eva, A. S.; Kintya, P. K.; Mashchenko, N. E.; Шашков, А. С.

doi:10.1007/bf01372346

Cited by 6 publications

(5 citation statements)

References 9 publications

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“…pardalinum Kellogg , L. pensylvanicum , L. pumilum , L. regale E. H. Wilson , , , L. speciosum var. speciosum , and L. speciosum × L.…”

Section: Introductionmentioning

confidence: 99%

“…(6), L. brownii (2, 7), L. brownii var. viridulum (5,8), L. candidum (9)(10)(11), L. hansonii (12), L. henryi Baker (13), L. longiflorum (14), L. martagon L. (15), L. pardalinum Kellogg (16), L. pensylvanicum (1), L. pumilum (6), L. regale E. H. Wilson (13,17,18), L. speciosum var. speciosum (19), and L. speciosum Â L. nobilissimum (Makino) Makino (20).…”

Section: Introductionmentioning

confidence: 99%

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Isolation and Structural Determination of Steroidal Glycosides from the Bulbs of Easter Lily (Lilium longiflorum Thunb.)

Munafo

Ramanathan

Jimenez

et al. 2010

J. Agric. Food Chem.

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The bulbs of the Easter lily ( Lilium longiflorum Thunb.) are used as a food and medicine in several Asian cultures, and they are cultivated as an ornamental plant throughout the world. A new steroidal glycoalkaloid and two new furostanol saponins, along with two known steroidal glycosides, were isolated from the bulbs of L. longiflorum. The new steroidal glycoalkaloid was identified as (22R,25R)-spirosol-5-en-3beta-yl O-alpha-l-rhamnopyranosyl-(1-->2)-[6-O-acetyl-beta-d-glucopyranosyl-(1-->4)]-beta-d-glucopyranoside. The new furostanol saponins were identified as (25R)-26-O-(beta-d-glucopyranosyl)-furost-5-en-3beta,22alpha,26-triol 3-O-alpha-l-rhamnopyranosyl-(1-->2)-alpha-l-arabinopyranosyl-(1-->3)-beta-d-glucopyranoside and (25R)-26-O-(beta-d-glucopyranosyl)-furost-5-en-3beta,22alpha,26-triol 3-O-alpha-l-rhamnopyranosyl-(1-->2)-alpha-l-xylopyranosyl-(1-->3)-beta-d-glucopyranoside. The previously known steroidal glycosides, (22R,25R)-spirosol-5-en-3beta-yl O-alpha-l-rhamnopyranosyl-(1-->2)-beta-d-glucopyranosyl-(1-->4)-beta-d-glucopyranoside and (25R)-26-O-(beta-d-glucopyranosyl)-furost-5-en-3beta,22alpha,26-triol 3-O-alpha-l-rhamnopyranosyl-(1-->2)-beta-d-glucopyranosyl-(1-->4)-beta-d-glucopyranoside were identified in L. longiflorum for the first time. These new compounds from L. longiflorum and the isolation methodologies employed can be used for studies on the biological role of steroidal glycosides in plant development and plant-pathogen interactions, as well as for studies in food and human health, for which little is known.

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“…pardalinum Kellogg , L. pensylvanicum , L. pumilum , L. regale E. H. Wilson , , , L. speciosum var. speciosum , and L. speciosum × L.…”

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Isolation and Structural Determination of Steroidal Glycosides from the Bulbs of Easter Lily (Lilium longiflorum Thunb.)

Munafo

Ramanathan

Jimenez

et al. 2010

J. Agric. Food Chem.

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“…27). 90 The authors noted that een steroidal glycosides were separated by TLC and visualized using Sannié reagent, but only six were physically isolated by repeated CC. The three spirostanols 39, 43 and 44 were identied by comparison of the 13 C NMR spectra with that of the literature.…”

Section: Steroidal Glycoalkaloidsmentioning

confidence: 99%

Chemistry and biological activity of steroidal glycosides from the Lilium genus

Munafo

Gianfagna

2015

Nat. Prod. Rep.

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Plants from the Lilium genus are a rich source of chemical diversity and have been the focus of natural products chemistry research for over twenty years. This manuscript provides a background on the chemistry and nomenclature of steroidal glycosides, as well as a chronological account of the progress between the years of 1989 up to 2014, with respect to their isolation and characterization from the genus. This review highlights the traditional use of lilies, as both food and medicine, and brings attention to the fact that the genus contains 110 accepted species of which the chemistry and biological activity of the steroidal glycosides from the majority have not been investigated to date. Thus, making the genus a relatively untapped resource that contains a potential treasure trove of chemical diversity waiting to be discovered.

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“…For example, Baihe Wuyao decoction (BWD), a prescription of Traditional Chinese Medicines, composed of Lilii Bulbus and Linderae Radix, has been used to treat epigastric pain and superficial gastritis for hundreds of years in China [3] . Previous phytochemical investigations indicated that Lilium contains several steroidal saponins, phenylpropanoid glycosides as well as phenyl glycosides [4–8] …”

Section: Introductionmentioning

confidence: 99%

“…[3] Previous phytochemical investigations indicated that Lilium contains several steroidal saponins, phenylpropanoid glycosides as well as phenyl glycosides. [4][5][6][7][8] To search for new bioactive constitutes of Lilium. Lilium regale Wilson was selected and three new chlorophenyl glycosides (1)(2)(3) were obtained from its bulb subsequently (Figure 1).…”

Section: Introductionmentioning

confidence: 99%

Three Previously Undescribed Chlorophenyl Glycosides from the Bulbs of Lilium regale

Yan

Guo

Zhou

et al. 2021

Chemistry & Biodiversity

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Three previously undescribed chlorophenyl glycosides, (2,4,6‐trichloro‐3‐hydroxy‐5‐methoxyphenyl)methyl β‐D‐glucopyranoside (1), (2,4‐dichloro‐3,5‐dimethoxyphenyl)methyl 6‐O‐β‐D‐glucopyranosyl‐β‐D‐glucopyranoside (2) and 4‐chloro‐3‐methoxy‐5‐methylphenyl 6‐O‐(6‐deoxy‐β‐L‐mannopyranosyl)‐β‐D‐glucopyranoside (3) were obtained from Lilium regale. The absolute configurations of these new finds were elucidated by comprehensive analyses of spectroscopic data combined with acid hydrolysis derivatization. (2,4‐dichloro‐3,5‐dimethoxyphenyl)methyl 6‐O‐β‐D‐glucopyranosyl‐β‐D‐glucopyranoside (2) can inhibit the proliferation of lung carcinoma A549 cells with an IC50 value of 29 μΜ.

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Glycosides of the bulbs ofLilium regale

Cited by 6 publications

References 9 publications

Isolation and Structural Determination of Steroidal Glycosides from the Bulbs of Easter Lily (Lilium longiflorum Thunb.)

Isolation and Structural Determination of Steroidal Glycosides from the Bulbs of Easter Lily (Lilium longiflorum Thunb.)

Chemistry and biological activity of steroidal glycosides from the Lilium genus

Three Previously Undescribed Chlorophenyl Glycosides from the Bulbs of Lilium regale

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