• Title/Summary/Keyword: indole alkaloids

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Isolation and Characterization of Indole Alkaloids from the Flowers of Ervatamia coronaria (Syn: Taberaemontana divaricata)

  • Joshi, A. B.;Satyanarayana, D.;Chandrashekar, K. S.;Subrahmanyam, E. V. S.
    • Natural Product Sciences
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    • v.10 no.3
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    • pp.96-98
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    • 2004
  • From the flowers of Ervatamia coronaria four indole alkaloids have been isolated and characterized as harmine, heyneanine, voacristine and apparicine with the help of various spectral data. The alkaloids Harmine and Heyneanine are reported first time from the flowers of Ervatamia coronaria.

Analytical Characterization of Aza-Indole Alkaloids in the Biosynthesis of Catharanthus Roseus

  • Lee, Hyang-Yeol
    • Journal of the Korean Applied Science and Technology
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    • v.29 no.2
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    • pp.248-256
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    • 2012
  • Aza-indoles are important pharmacophores that have similar size and biological properties of indole. Here we have synthesized 4- and 7-azaindole tryptamines and showed that they are successfully incorporated in the biosynthesis of monoterepene indole alkaloids (MIAs) to form novel azaindole alkaloids by enzymatic reactions of strictosidine synthase(STR) and strictosidine glucosidase(SDG) monitored by UPLC/MS. By using HPLC equipped with a HPLC photo diode array(PDA) detector, each of the UV spectra of azaindole alkaloids was obtained and characterized. When hydrophilicity of azaindole alkaloids was compared, 4-azaindole alkaloids were more hydrophilic than 7-azaindole alkaloids.

Vinblastine Determination Measured by a Sensitive ELISA Inhibition Assay (ELISA Inhibition Assay에 의한 Vinblastine의 측정)

  • Jae Wha kim;Mi Young Han;Hee Gu Lee;Eun Young Song;Tai Wha Chung;Kyung Soo Nam;In Seong Choe
    • Biomedical Science Letters
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    • v.2 no.1
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    • pp.121-126
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    • 1996
  • Specific monoclonal antibodies(mAbs) against bis-indole alkaloids related to vinblastine were established to develop a simple and specific immunoassay system for the quantitation of Vinca alkaloids. Vinca alkaloids were extracted from tissue cultured cells of periwinkle plant (Vinca rosea L.). Spleen cells from Balb/c mice immunized with vinblastine-bovine serum albumin(VBL-BSA) conjugate as immunogen were fused with myeloma cells(Sp2/0-Ag.14) in the presence of polyethylene glycol. In the preliminary experiments, 32 clones which highly reacted with VBL-BSA conjugate were selected by ELISA(Enzyme-linked immunosorbent assay).These clones were further analyzed by inhibition assay of ELISA. The results obtained with two typical monoclonal antibodies, KN-1 and KN-2, were described. KN-1 exhibited considerable reactivities with soluble dimeric bis-indole alkaloids, whereas no cross reacted with monomeric bis-indole alkaloids. However KN-2 showed cross reactivity with mono- and di-meric bis-indole alkaloids. Furthermore, KN-1 was applied to the immunoassay system for determining the VBL amounts of in vitro cultured cell extracts. This assay system could detect dimeric vinca alkaloid as low as 0.05 nM.

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Alkaloids from The Roots of Tabernaemontana Macrocarpa Jack

  • Husain, Khairana;Said, Ikram M.;Din, Laily B.;Takayama, Hiromitsu;Kitajima, Mariko;Aimi, Norio
    • Natural Product Sciences
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    • v.3 no.1
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    • pp.42-48
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    • 1997
  • The roots of Tabernaemontana macrocarpa Jack (Apocynaceae) yielded nine indole alkaloids which were identified as coronaridine (2), voacangine hydroxy-indolenine (3), 3-oxo-coronaridine (4), 19-R-heyneanine (7), coronaridine pseudoindoxyl (8) and voacangine pseudoindoxyl (9) while 3-(2-oxopropyl)-coronaridine (1), 3-(2-oxopropyl)-coronaridine-pseudoindoxyl (5) and 3-(2-oxopropyl)-voacangine-pseudoindoxyl (6) were isolated as artefacts formed during the isolation process. All of the alkaloids were identified by spectroscopic methods $(UV,\;MS,\;^1H-NMR\;&\;^{13}C-NMR)$ and in comparison with the literature data.

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Extraction of Indole Alkaloids from Catharanthus roseus by Using Supercritical Carbon Dioxide with Ethanol (초임계 이산화탄소와 에탄올을 이용한 일일초로부터 인들 알칼로이드의 추출에 관한 연구)

  • 송규민;박상우
    • KSBB Journal
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    • v.6 no.4
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    • pp.407-412
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    • 1991
  • The extraction of indole alkaloids from Catharanthus roseus using the supercritital carbon dioxide with ethanol was performed in various temperature and pressure conditions. The contents of vindoline in the extracts were determined by HPLC. In this study, the flow rate of cosolvent ehtanol was 20.4$\mu$l/min, about 3 wt.% of flow rate of supercritical carbon dioxide. However the effect of ethanol on the yield of extracted vindoline was not significant.

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A Proposal of Dietary Supplement from Choto-san, a Kampo Medicine

  • Watanabe, Hiroshi
    • Biomolecules & Therapeutics
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    • v.12 no.3
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    • pp.138-144
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    • 2004
  • Therapeutic effect of a Kampo medicine, Choto-san, in patients with vascular dementia was demonstrated by a double-blind and placebo-controlled clinical trial. To clarify the therapeutic efficacy of Choto-san, anti-ischemic effect in mice, hypotensive effect in spontaneously hypertensive rats (SHR), anti-oxidative effects in vitro, and N-methyl-D-aspartate (NMDA) receptor-blocking activity using Xenopus oocytes were studied. (1) Pretreatment with Choto-san (0.75-6.O g/kg, P.O.) or a component herb Chotoko (Uncaria genus: 75 - 600 mg/kg, P.O.) prevented ischemia-induced impairment of spatial learning behaviour in mice. Indole alkaloids- and phenolic fractions extracted from Chotoko also improved significantly the learning deficit. (2) Subchronic administration of Choto-san (0.5 g/kg, p.o.) caused a significant hypotensive effects in SHR. (3) Choto-san, Chotoko, and the phenolic constituent, (-) epicatechin, significantly protected the NG108-15 cell injury induced by $H_20_2$ exposure in vitro and also inhibited lipid peroxidation in the brain homogenate. (4) Indole alkaloids, rhynchophylline and isorhynchophylline (1-100 uM), reversibly reduced NMDA-induced current in the receptor-expressed Xenopus oocytes. These results suggest that anti-vascular dementia effects of Choto-san are mainly due to the effect of Chotoko. From these results, it is possible to make a novel dietary supplement through several extraction steps from Chotoko.

Selection of Protoplasts-Derived Cell Lines for High Yields Indole Alkaloids from Suspension Cultures of Vinca (Catharanthus roseus) (일일초(Catharanthus roseus) 현탁배양으로부터 원형질체유래 Indole Alkaloid 고생산성 세포주 선발)

  • 김석원;정경희
    • KSBB Journal
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    • v.6 no.1
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    • pp.1-7
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    • 1991
  • To produce economically important indole alkaloids by cell cultures, we selected protoplastsderived clones (protoclones) of vinca (Catharanthus roseus) for high yields of catharanthine and ajmalicine. Protoplasts were enzymatically isolated from suspension-cultured cells. The highest plating efficiency (1%) was obtained when protoplasts were plated at a density of 1$\times$105 protoplasts/ml in a culture medium solidified with 0.4% Seaplaque agarose. The growth rates of 40 protoclones subcultured on a solid medium varied over a wide range. Protoclone VPC-6, which had the highest growth rate, was observed to produce relatively high yields of catharanthine and ajmalicine when cultured in a liquid medium. Although the original cell line did not produce catharanthine at a detectable level by HPLC, protoclone VPC-10 produced it at a level of 5.9$\mu\textrm{g}$/g fresh weight of cells for 10 days of culture. Under the same conditions, protoclone VPC-15 produced ajmalicine at a level of 133.6$\mu\textrm{g}$/g, of which productivity was improved about ,3 times than that of the original cell line. The results indicate that differences in the growth rate and indole alkaloid yield among the protoclones reflect the somaclonal variation in suspnsion-cultured cells.

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Cytotoxic Effect and Constituent Profile of Alkaloid Fractions from Ethanolic Extract of Ficus septica Burm. f. Leaves on T47D Breast Cancer Cells

  • Nugroho, Agung Endro;Akbar, Fiki Fatihah;Wiyani, Anggie;Sudarsono, Sudarsono
    • Asian Pacific Journal of Cancer Prevention
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    • v.16 no.16
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    • pp.7337-7342
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    • 2015
  • The study aimed to investigate the profile of alkaloids in two ethyl acetate soluble fractions, namely fractions A and B from an ethanolic extract of Ficus septica leaves and cytotoxic effect on T47D breast cancer cells. Preparation of both fractions involved maceration of leaves with 70% (v/v) ethanol, filtration with $Al_2O_3$, precipitation with 0.1 N HCl, Mayer reagent, and 0.1 N NaOH, and also partition with ethyl acetate. Qualitative thin layer chromatography (TLC) was conducted to determine the profile of alkaloids in the two fractions, using alkaloid specific reagents such as Dragendorff, sodium nitrite, and Van Urk-Salkowski. Cytotoxic effects of both fractions on T47D cells were evaluated using MTT assay with a concentration series of 1.56; 3.12; 6.25; 12.5; 25 and $50{\mu}g/mL$. The TLC test showed that fractions A and B contained alkaloids with Rx values of 0.74 and 0.80 for fraction A and 0.74, 0.84, 0.92 for fraction B with regard to yohimbine using the mobile phase of n-buthanol:glacial acetic acid:distilled water (3:1:1 v/v/v). Moreover, an indole alkaloid was detected with Rx values of 0.80 and 0.84, respectively. Fractions A and B exhibited high cytotoxic effects on T47D cells with IC50 values of 2.57 and $2.73{\mu}g/mL$, respectively. In conclusion, overall the results of this study showed that fractions of Ficus septica contain alkaloids including indole alkaloid or its derivatives and possess a cytotoxic effect on T47D cells. This research supports the idea that alkaloids in F. septica have anticancer activity.