A new acylated kaempferol derivative from Lilium candidum L.

Bucková, A; Eisenreichová, E; Haladová, M; Uhrı́n, Dušan; Tomko, Jozef

doi:10.1016/0031-9422(88)80483-7

Cited by 6 publications

(4 citation statements)

References 4 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…1 H-1 H-chemical shift correlation (COSY) spectrum ( Figure 6) showed the cross peaks which correlated H-29/69 and H-39/59, H-1″ and H-2″, H-1″9 and H-2″9, and H-59″ and -CH 3 of compound E-I.1. Comparison of the 13 C-NMR spectral data of compound E-I.1 with its aglycone, kaempferol, showed an up-field shift of 2.6 ppm for C-3 signal which confirm the position of glycosylation at C-3 (Hamzah & Lajis, 1998;Komissarenko & Kovalev, 1988;Clause & Tyler, 1968;Bučková et al, 1988). The (1″9→6″)-O-glycosidic linkage of the rhamnosyl on the glucoside moiety was evidenced from the fact that the C-6″ signal at 66.93 ppm was shifted downfield (6.33 ppm).…”

Section: Resultsmentioning

confidence: 77%

“…The (1″9→6″)-O-glycosidic linkage of the rhamnosyl on the glucoside moiety was evidenced from the fact that the C-6″ signal at 66.93 ppm was shifted downfield (6.33 ppm). This is related to the 60.60 ppm chemical shift of the corresponding carbon atom (C-6″9) of the terminal glucose (Bučková et al, 1988). Moreover, the C-29″ signal of terminal rhamnose at 70.42 ppm was shifted up-field (1.18 ppm) of the corresponding carbon atom C-2″9 (71.60 ppm) of rhamnose directly attached with position-3 (Soliman et al, 2002).…”

Section: Resultsmentioning

confidence: 91%

“…The presence of a 5,7-dihydroxy A-ring was deduced from the typical two meta-coupled resonances of H-8 and H-6 at  5.91 (1H, d, J = 2.1 Hz) and  5.72 (1H, d, J = 2.1 Hz), respectively (Makarevich, 1972;Bučková et al, 1988;Smolarz, 2002). The up-field shift of H-8 and H-6 resonances, relative to their normal positions ~6.4 and 6.2 ppm, respectively, was attributed to salt effect of an inorganic salt contamination from the plant extract (Kopp et al, 1996).…”

Section: Resultsmentioning

confidence: 99%

See 2 more Smart Citations

Isolation, structural elucidation of flavonoid constituents fromLeptadenia pyrotechnicaand evaluation of their toxicity and antitumor activity

Moustafa

Khodair

Saleh

2009

Pharmaceutical Biology

View full text Add to dashboard Cite

An investigation of Leptadenia pyrotechnica (Forsk.) Decne (Asclepiadaceace) chemical constituents led to the isolation of six flavonoids, kaempferol-3-O-α-l-rhamnopyranosyl (1999→699)-O-β-d-glucopyranoside (E-I.1), kaempferol-3-O-β-d-rhamnopyranosyl (1999→699)-O-β-d-glucopyranoside (E-I.2), texasin-7-O-β-dglucopyranoside E-II.2, kaempferol-3-O-β-d-glucopyranoside (E-III.1), kaempferol (E-IV.1) and kaempferide-3-O-α-l-rhamnopyranosyl (1999→699)-O-β-d-glucopyranoside (E-I.1a). The isolation of these compounds was carried out using Sephadex LH-20 low pressure liquid chromatography (LPLC), preparative paper chromatography (PC), and high performance liquid chromatography (HPLC). The chemical structures of the isolated compounds were established by mass spectrometry (FAB-and EI-techniques), nuclear magnetic resonance NMR (1 H-, 13 C-and COSY) spectral data and ultraviolet (UV) spectroscopic techniques. The acute toxicity of total alcoholic and total flavonoid extracts were examined by brine shrimp. The LC 50 values were 11.89 and 84.14 ppm for the total alcoholic and total flavonoid extracts, respectively. The mortality rates of the isolated flavonoid fractions of E-I, E-I.1, E-I.2 represent the higher percentages of mortality compared with the rest of the flavonoid fractions. The plant exhibited activity as an antitumor agent in the initial potato disc screen.

show abstract

Section: Resultsmentioning

confidence: 77%

Section: Resultsmentioning

confidence: 91%

Section: Resultsmentioning

confidence: 99%

See 1 more Smart Citation

Isolation, structural elucidation of flavonoid constituents fromLeptadenia pyrotechnicaand evaluation of their toxicity and antitumor activity

Moustafa

Khodair

Saleh

2009

Pharmaceutical Biology

View full text Add to dashboard Cite

show abstract

“…The flavonoid kaempferol was identified in some Liliaceae species by Skrzypczakowa (), using paper and thin‐layer chromatography. A few years later, a new kaempferol derivative [8‐(3‐methylsuccinyl) kaempferol] was isolated from the ethanolic extract of Lilium candidum flowers by Bučková et al (). Kaempferol has also been isolated from tea, princess flower ( Tibouchina semidecandra ), broccoli, grapefruit, apples and other plants (Miean and Suhaila, ; Tokuşoğlu et al, ; Park et al, ; Khairunnisa, ).…”

Section: Introductionmentioning

confidence: 99%

Liliumcompounds kaempferol and jatropham can modulate cytotoxic and genotoxic effects of radiomimetic zeocin in plants and human lymphocytesIn vitro

2014

View full text Add to dashboard Cite

Organisms are constantly exposed to the detrimental effect of environmental DNA-damaging agents. The harmful effects of environmental genotoxins could be decreased in a viable way by antimutagenesis. One of the modern approaches to reduce the mutagenic burden is based on exogenous natural and synthetic compounds that possess protective and antimutagenic potential against genotoxins. The natural compounds kaempferol and jatropham isolated from Lilium candidum were tested with respect to their potential to protect cells against the radiomimetic zeocin, as well as to their cytotoxic and genotoxic activities in two types of experimental eukaryotic test systems: Hordeum vulgare and human lymphocytes in vitro. Mitotic index (MI) was used as an endpoint for cytotoxicity; the frequency of chromosome aberrations (MwA) and the number of induced micronuclei (MN), as endpoints for genotoxicity/clastogenicity. Formation of aberration "hot spots" was also used as an indicator for genotoxicity in H. vulgare. Both kaempferol and jatropham were shown to possess a potential to modulate and decrease the cytotoxic and genotoxic/clastogenic effect of zeocin depending on the experimental design and the test system. Our data could be useful for health research programs, particularly in clarifying the pharmacological potential and activity of natural plant compounds. © 2014 Wiley Periodicals, Inc. Environ Toxicol 31: 751-764, 2016.

show abstract

Recent advances in the chemosystematics of the monocotyledons

Harborne¹,

Williams²

1994

Phytochemistry

View full text Add to dashboard Cite

A new acylated kaempferol derivative from Lilium candidum L.

Cited by 6 publications

References 4 publications

Isolation, structural elucidation of flavonoid constituents fromLeptadenia pyrotechnicaand evaluation of their toxicity and antitumor activity

Isolation, structural elucidation of flavonoid constituents fromLeptadenia pyrotechnicaand evaluation of their toxicity and antitumor activity

Liliumcompounds kaempferol and jatropham can modulate cytotoxic and genotoxic effects of radiomimetic zeocin in plants and human lymphocytesIn vitro

Recent advances in the chemosystematics of the monocotyledons

Contact Info

Product

Resources

About