• Title/Summary/Keyword: Iridoid glycosides

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Phytochemical Studies on Lonicerae Flos (1) - Isolation of Iridoid Glycosides and other Constituents

  • Lee, Eun-Ju;Lee, Joo-Young;Kim, Ju-Sun;Kang, Sam-Sik
    • Natural Product Sciences
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    • v.16 no.1
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    • pp.32-38
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    • 2010
  • From the polar fractions of a 70% EtOH extract of the flower buds of Lonicera japonica (Caprifoliaceae), ten constituents were isolated and identified as iridoid glycosides 7-dehydrologanin (7-ketologanin, 2), secologanin dimethyl acetal (3), (E)-aldosecologanin (centauroside, 5), dimethyl secologanoside (6), secoxyloganin (7) and epivogeloside (8). Other identified constituents were 1-O-$\beta$-D-glucopyranosyl-(2S,3S,4R,8E/Z)-2-[(2R)-2-hydroxy(docosanoyl, tricosanoyl, tetracosanoyl, pentacosanoyl)amino]-8-octadecene-1,3,4-triol (1), uracil (4), D-mannitol (9), and sucrose (10). Among them, 1, 2, 4, and 10 were isolated for the first time from this plant.

Iridoid Glycosides Isolated from Oldenlandia diffusa Inhibit LDL-Oxidation

  • Kim Dong-Hyun;Lee Hyo-Jung;Oh Young-Jun;Kim Min-Jung;Kim Sung-Hoon;Jeong Tae-Sook;Baek Nam-In
    • Archives of Pharmacal Research
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    • v.28 no.10
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    • pp.1156-1160
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    • 2005
  • An iridoid glycoside, oldenlandoside III (5) was isolated from the n-butanol fraction of methanol extracts of the aerial parts of Oldenlandia diffusa Roxb. along with six others previously characterized iridoid glycosides; geniposidic acid (1), scandoside (2), feretoside (3), 10-O-ben-zoylscandoside methyl ester (4), asperulosidic acid (6) and deacetylasperulosidic acid (7). Compounds 1, 2, and 7 inhibited LDL-oxidation, and showed $63.3{\pm}2.0,\;62.2{\pm}1.6,\;and\;63.8{\pm}1.5\%$ inhibition, respectively, at a concentration of 20 ${\mu}g/mL$.

Simultaneous Determination of Asperosaponins and Iridoid Glycosides from Dipsaci Radix by Using LC-ESI-MS Spectrometry (속단(Dipsaci Radix) 중 Asperosaponins 및 Iridoid glycosides의 LC-ESI-MS에 의한 동시분석)

  • Cho, Hwang-Eui;Son, In-Seop;Kim, Sun-Cheun;Son, Kun-Ho;Woo, Mi-Hee;Moon, Dong-Cheul
    • Korean Journal of Pharmacognosy
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    • v.43 no.2
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    • pp.137-146
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    • 2012
  • Dipsaci Radix (Dipsacaceae) has been used as a tonic, an analgesic, anti-inflammatory and anti-complement agents in traditional herbal medicine for the therapy of low back pain, knee pain, rheumatic arthritis, traumatic hematoma, and bone fractures. A high-performance liquid chromatography-electrospray ionization-mass spectrometric method (HPLC-ESI-MS) was developed for the simultaneous quantitation method of the five compounds from the herbal drug: asperosaponin VI and asperosaponin XII (terpene glycosides), sweroside, loganin and dipsacus A(iridoid glycosides). HPLC separation of the analytes was achieved on a C18 column ($150{\times}2.0$ mm i.d., 5 ${\mu}m$) using the aqueous methanol containing 5 mM ammonium acetate with gradient flow of the mobile phase. Detection of the analytes was performed by positive ion electrospray ionization, and selected ion monitoring was used for data acquisition using m/z corresponding molecular adduct ion, $[M+NH_4]^+$ and $[M+H]^+$. Calibration graphs showed good linearity ($r^2$=0.9997) over the wide range of the analytes; intra- and inter-day precisions (RSD, %) were within 9.1% and the accuracy between 94.0-111.0%. Recoveries of the analytes through the assay procedure were in the range of 93.7-110.8%. Analytical results of the herbal drugs of Dipsaci Radix (17 samples) show wide distribution of the five marker compounds and clear difference of the species from Phlomidis Radix (4 samples). The developed method would provide a practical guide for the quality control of the herbal drug.

Secoiridoids, Iridoids and Flavonol Glycosides from Hydrangea paniculata Flowers and their C2C12 Myotube Hypertrophic Activity (나무수국 꽃의 Secoiridoid, Iridoid 및 Flavonol 배당체의 골격근세포 비대 유도 효능)

  • Gao, Eun Mei;Kim, Chul Young
    • Korean Journal of Pharmacognosy
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    • v.53 no.2
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    • pp.57-63
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    • 2022
  • Five secoiridoids (1-3, 5, 10), a iridoid (4) three flavonol glycosides (7-9) and a coumarin (6), were isolated from the flowers of Hydrangea paniculata. Their chemical structures were elucidated as kingiside (1), morroniside (2), sweroside (3), loganin (4), vogeloside (5), umbelliferone (6), quercetin-3-O-sambubioside (7), quercetin-3-O-neohesperidoside (8), kaempferol 3-O-sambubioside (9) and secologanin dimethyl acetal (10), respectively, by spectroscopic analysis. All isolated compounds 1-10 were assessed for their ability to induce C2C12 myotube hypertrophy. Among them, loganin (4) and kaempferol 3-O-sambubioside (9) increase the diameter of C2C12 myotubes. All isolated compounds 1-10 were firstly reported from the flowers of Hydrangea paniculata, and the skeletal muscle hypertrophic activity of 4 and 9 was also reported for the first time.

Iridoid Glycosides from the Aerial Parts of Galium spurium L.

  • Ahn, Dal-Rae;Kim, Dae-Keun
    • Natural Product Sciences
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    • v.18 no.3
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    • pp.195-199
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    • 2012
  • Nine iridoid glycoside derivatives were elucidated from the methanolic extract of the aerial parts of Galium spurium (Rubiaceae) through repeated column chromatography. Their chemical structures were characterized as 10-O-trans-p-coumaroylscandoside (1a), 10-O-cis-p-coumaroylscandoside (1b), 10-O-trans-p-coumaroyl-10-O-deacetyldaphylloside (2), 10-O-cis-p-coumaroyl-10-O-deacetyldaphylloside (3), asperulic acid methylester (4), asperuloside (5), asperulosidic acid (6), scandoside (7), and deacetyl asperulosidic acid (8) by spectroscopic analysis. This is the first report of the characterization of compounds 1a, 1b, 2, 3 and 7 from this plant.

Iridoids from Teucrium yemense

  • Essam, Abdel-Sattar
    • Archives of Pharmacal Research
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    • v.21 no.6
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    • pp.785-786
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    • 1998
  • The aerial parts of Teucrium yemense yielded two iridoid glycosides. Their structures were elucidated by spectral means as teucardosid and 8-O-acetylharpagid.

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Analysis of Iridoid Glycoside and GABA Content in the Roots of the Rehmannia glutinosa Cultivars (지황 품종별 뿌리에서 Iridoid 배당체와 GABA 분석)

  • Lee, Sang Hoon;Yoon, Jeong Su;Kim, Jae Kwang;Park, Chun Geun;Chang, Jae Ki;Kim, Yeon Bok
    • Korean Journal of Medicinal Crop Science
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    • v.25 no.3
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    • pp.146-151
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    • 2017
  • Background: Rehmannia glutinosa is a perennial herb belonging to the family Scrophulariaceae. Its roots have been utilized as a traditional medicine. The aim of this study was to elucidate the basic information of the roots of the R. glutinosa cultivars and their utilization. Methods and Results: The roots of R. glutinosa cultivars were harvested in the end of March. The two iridoid glycosides, aucubin and catalpol, were analyzed by liquid chromatography/mass spectrometry (LC/MS), whereas ${\gamma}-aminobutyric$ acid (GABA) was analyzed by gas chromatography/mass spectrometry (GC/MS). The aucubin content was the highest in the Dakang cultivar, whereas no aucubin was detected in the five cultivars. All cultivars had more than 12 mg/g catalpol content, and the maximum catalpol content was found in Jihwang 1. The GABA content was the highest in Suwon 1, and it was 40 times more than that in the Yeongang cultivar. Conclusions: The highest aucubin, catapol and GABA contents were detected in the Dakang, Jihwang 1, and Suwon 1, cultivars respectively. This study provides the crucial information regarding the versatile utilization and pedigree selection of R. glutinosa cultivars.

Studies on the Constituents of the Herbs of Ajuga multiflora (I)

  • Yu, Young-Jun;Do, Jae-Chul;Jung, Keun-Young;Kwon, Soon-Youl;Son, Kun-Ho
    • Korean Journal of Pharmacognosy
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    • v.29 no.2
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    • pp.75-78
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    • 1998
  • In the course of phytochemical studies for the aerial parts of Ajuga multiflora, one flavonoid and two iridoid glycosides were isolated and identified as apigenin (1), 8-O-acetylharpagide (2) and harpagide (3) on the basis of spectroscopic evidence.

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Phytochemical Constituents from the Whole Plants of Diodia teres

  • Kim, Dae-Keun;Park, Hee-Wook;Eun, Jae-Soon;Baek, Nam-In
    • Proceedings of the PSK Conference
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    • 2003.10b
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    • pp.200.4-201
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    • 2003
  • Ten compounds were isolated from the methanolic extract of the whole plants of Diodia teres through repeated silica gel and Sephadex LH-20 column chromatography. Their chemical structures were elucidated as three iridoid glycosides, a coumarin glycoside, and six flavonoids by spectroscopic analysis. These compounds were isolated for the first time from D. teres.

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