Bioactive flavonoids and saponins from Climacoptera obtusifolia

Yeskaliyeva, Balakyz; Mesaik, M. Ahmed; Abbaskhan, Ahmed; Kulsoom, Aisha; Burasheva, G. Sh.; Abilov, Zharylkasyn A.; Choudhary, M. Iqbal; Atta-ur-Rahman, _

doi:10.1016/j.phytochem.2006.07.003

Cited by 36 publications

(19 citation statements)

References 19 publications

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“…The known flavones were identified as kaempferol-3-O-rutinoside (2) [7], kaempferol-3-O-glucoside (3) [7], rutin (4) [8], quercetin-3-O-glucoside (5) [8], isorhamnetin-3-O-rutinoside (6) [9], and isorhamnetin-3-O-glucoside (7) [9], respectively ( Figure 1). All the compounds were identified on the basis of their spectroscopic features obtained, mainly, by 1D and 2D NMR and mass spectroscopic techniques.…”

Section: Resultsmentioning

confidence: 99%

Reactive Oxygen Species Scavenging Activity of Flavone Glycosides from Melilotus neapolitana

et al. 2007

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Abstract:One new and six known flavone glycosides were isolated from the MeOH extract of Melilotus neapolitana Ten. The new compound, identified as 7 (1) by 1D and 2D NMR techniques and mass spectra, was isolated along with kaempferol-3-O-rutinoside (2), kaempferol-3-O-glucoside (3), rutin (4), quercetin-3-O-glucoside (5), isorhamnetin-3-O-rutinoside (6), and isorhamnetin-3-O-glucoside (7). The antioxidant and radical scavenging activities of these compounds and the whole crude methanol extract were evaluated. The organic extract can inhibit MDA marker's synthesis by 57%. All the metabolites displayed good reducing power, with the kaempferol (2,3) and isorhamnetin derivatives (6,7) being less active than the corresponding quercetin derivatives 4,5.

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Section: Resultsmentioning

confidence: 99%

Reactive Oxygen Species Scavenging Activity of Flavone Glycosides from Melilotus neapolitana

et al. 2007

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“…At the end, IC 50 values were calculated and at least three independent experiments were carried out for each sample. Doxorubucin was used in this assay, as a positive control for prostrate and cervical cancer cell lines (Mosmann 1983;Yeskaliyeva et al 2006).…”

Section: Cytotoxic Activitymentioning

confidence: 99%

New dammarane and ursane-type triterpenoids from the flower ofIxora coccineaLinn.

Ikram

Versiani

Khatoon

et al. 2015

Natural Product Research

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Two new esters of dammarane triterpenoids ixorene isovalerate (1), ixorene 3',8'-dimethyloctanoate (2) and a new ursane-type triterpenoids Ixoroid acid (3) were isolated from the methanolic extract of flowers of Ixora coccinea Linn., along with the three known constituents. The structures of compounds 1 and 3 were elucidated on the basis of extensive 1D,2D NMR studies and mass spectrometry as 17β-dammara-12,20-diene-3β-isovelarate and 3β-hydroxy-18β-urs-12ene-29β-oic acid, respectively, whereas 2 was identified as 17β-dammara-12,20-diene-3β-3',8'-dimethyloctanoate through (1)H NMR and mass spectral data. Compounds 1, 2, 4 and 5 were evaluated for their in vitro cytotoxic activity, which exhibited weak activity against the 3T3, PC3 and HeLa cell lines with the IC50 value >30 μM. Antioxidant results of 1 - 5 revealed that only compound 5 showed antioxidant activity in DPPH radical scavenging inhibition with the IC50 1.31 × 10(- 6) ± 0.005 μm mL(- 1). Both activities are the first records of these isolated compounds from the flowers of Ixora coccinea Linn.

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“…Their 1 H NMR spectra showed signals characteristic of glycosylated flavonoids, and comparison with published data allowed 2 to be identified as isoquercitrin 16 , 3 as isorhamnetin 3-O-b-D-glucopyranoside, 16 and 6 as isorhamnetin 3,7-di-O-b-D-glucopyranoside. 17 Although isoquercitrin and isorhamnetin 3-O-b-D-glucoside have been previously isolated from some Orchidaceae species, [18][19][20] this is the first report on the occurrence of isorhamnetin 3,7-di-O-b-D-glucopyranoside in this family.The present study contributes to the phytochemical characterization of Orchidaceae, disclosing the presence of a new compound and the occurrence of two known compounds reported for the first time in this family. …”

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Chemical constituents of Habenaria petalodes Lindl. (Orchidaceae)

Cota

Magalhães²,

Pimenta³

et al. 2008

J. Braz. Chem. Soc.

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Uma nova substância, denominada habenariosídeo {[(2R)-2-[(2,3,4,6-tetra-O-acetil-b-Dglicopiranosil)oxi]-2-(2-metilpropil)-1,4-dioxo-1,4-butanodiil]bis(oximetileno-4,1-fenileno) bis-b-D-glicopiranosídeo}, foi isolada das frações polares do extrato etanólico de Habenaria petalodes Lindl. (Orchidaceae), juntamente com duas substâncias conhecidas e estruturalmente relacionadas, a loroglossina e a militarina. Os flavonóides: isoquercitrina, isorramnetina 3-O-b-D-glicopiranosídeo e isorramnetina 3,7-di-O-b-D-glicopiranosídeo, também foram isolados. As estruturas do habenariosídeo e das demais substâncias foram determinadas pela análise dos dados de EM, IV, UV e RMN mono e bidimensional e comparação com os dados publicados na literatura. IntroductionThe Brazilian flora is exceedingly rich and comprises more than 56,000 endemic plant species. Among the 22,000 members of the family Orchidaceae that have been described worldwide, approximately 1,800 grow endemically in Brazil. 1 In spite of its size and diversity when compared with other plant families, a relatively small number of orchid species have been investigated regarding their chemical composition, with about 300 secondary metabolites reported so far. These included, among others, flavonoids, terpenoids, quinones, phenanthrenes, stilbenes, lignans, and glucosylated benzyl esters of succinic, malic, tartaric and citric acids. [2][3][4][5][6] The phytochemical investigations of Brazilian Orchidaceae are also restricted to few published works: a report concerning the presence of methylated C-glycosylflavones as taxonomic markers in fifteen orchids, 7 and the investigation of the floral composition of other twenty-one species. 8 The genus Habenaria (Orchidaceae) comprises over 600 species of which around 170 occur in Brazil. 9 However, to the best of our knowledge only Habenaria repens Nutt. was chemically investigated so far, resulting in the identification of habenariol, a compound with potent feeding deterrent activity. [10][11][12] In the present paper we report the first phytochemical investigation of Habenaria petalodes Lindl., describing the isolation and structure elucidation of six compounds (1-6), including a new 2-malic acid derivative (4) denominated habenarioside. Cota et al. 1099 Vol. 19, No. 6, 2008 Results and DiscussionThe whole plant was extracted by maceration with ethanol and the extract was subjected to liquid-liquid partition between CH 2 Cl 2 and MeOH:H 2 O (1:1) to afford an organic and a hydroalcoholic fraction. The latter was subjected to solid phase extraction (SFE) using RP-18 cartridges followed by semi-preparative RP-HPLC to yield six compounds (Figure 1-2).The ESI-MS of compounds 1 and 5 exhibited quasimolecular ion peaks ([M + Na] + ) at m/z 765 and m/z 749, respectively. Their molecular weight, together with their UV, 1 H and 13 C NMR data were in accordance with those reported for loroglossin (1) and militarin (5). 5,14 Habenarioside (4) which was given the trivial name habenarioside as it is a mono-glucosylated derivative of hab...

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Bioactive flavonoids and saponins from Climacoptera obtusifolia

Cited by 36 publications

References 19 publications

Reactive Oxygen Species Scavenging Activity of Flavone Glycosides from Melilotus neapolitana

Reactive Oxygen Species Scavenging Activity of Flavone Glycosides from Melilotus neapolitana

New dammarane and ursane-type triterpenoids from the flower ofIxora coccineaLinn.

Chemical constituents of Habenaria petalodes Lindl. (Orchidaceae)

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