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Isolation, Structural Elucidation and Bioactivity Studies of Tropane Derivatives of Alkaloids from Seeds Extract of Datura Stramonium

Received: 1 August 2015     Accepted: 11 August 2015     Published: 16 October 2015
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Abstract

Datura stramonium (Solanaceae) is a plant species distributed throughout most parts of temperate regions of the world and is a noxious weed of cultivated cereal crops. The plant has medicinal value and is important in traditional medicine like the other species in the genus. The aim of this study was to isolate, purify and characterize the bioactive principle from the seeds of the plant. For isolation of the compound, the air dried seeds powder (125 g) of plant was soaked at room temperature for 12 hr with MeOH (500ml) and extracted using rotary evaporator. The crude extracts were showed a wide range of zones of inhibition against all the tested bacterial strains. The isolated and purified afforded white crystalline powder (TA) was subjected to spectral identification by IR, 1H- NMR, 13C-NMR, DEPT-135 and GC‐MS. The isolated compound was concluded as 3-(3'-methoxytropoyloxy)-6-tigloyloxy -7-Hydroxy tropane.

Published in Science Journal of Chemistry (Volume 3, Issue 5)
DOI 10.11648/j.sjc.20150305.11
Page(s) 78-83
Creative Commons

This is an Open Access article, distributed under the terms of the Creative Commons Attribution 4.0 International License (http://creativecommons.org/licenses/by/4.0/), which permits unrestricted use, distribution and reproduction in any medium or format, provided the original work is properly cited.

Copyright

Copyright © The Author(s), 2015. Published by Science Publishing Group

Keywords

Datura Stramonium, Solanaceae, Antimicrobial, Alkaloids, Tropane, 3-(3'-Methoxytropoyloxy)-6-Tigloyloxy-7-Hydroxy Tropane

References
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[3] Adekomi D. A, et.al., Exposure to smoke extract of datura stramonium leaf, some of its effects on heart, liver, lungs, kindney, and testes of male Sprague and dawley rats. Pharmacognosy and Phytotherapy, 2011; 3(5), 67-75.
[4] Priyanka S. et.al., Pharmacological properties of Datura stramonium L. as a potential medicinal tree. Asian Pac J Trop Biomed. 2012; 2(12), 1002–1008.
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[8] Aqib S, and Mohib S. Phytochemistry, pharmacological and traditional uses of Daturastramonium L. Pharmacognosy and Phytochemistry, 2014; 2 (5): 123-125.
[9] Monica B., An analysis of Sorghum halepense’s behavior in presence of tropane alkaloids from Datura stramonium extracts. Butnariu Chemistry Central Journal 2012; 6(1): 75-82.
[10] Gaire BP, & Subedi L., A review on the pharmacological and toxicological aspects of Datura stramonium L. Integrative Medicine, 2013; 11(2): 73-79.
[11] Griffin WJ, & Lin GD., Chemotaxonomy and geographical distribution of tropane alkaloids. Phytochemistry, 2000; 53(6):623-637.
[12] Gachande BD, & Khillare EM., In-vitro evaluation of Datura species for potential antimicrobial activity. Bioscience Discovery, 2013; 4(1), 78-81.
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[15] Nakaima K, & Hashimoto T., Two tropine reductases that catalyze opposite stereospecific reductions in tropane alkaloid biosynthesis are localized in plant root with different cell specific patterns. Plant Cell Physiol, 1999; 40(11), 1099–1107.
[16] Oksman KM., Tropane and nicotine alkaloid biosynthesis novel approach towards biotechnological production of plant derived pharmaceuticals. Curr Pharm Biotechnol, 2007; 8(4), 203–210.
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    Giday Gebregziabher Welegergs, Kalyou Hulif, Solomon Mulaw, Haftu Gebretsadik, Berihu Tekluu, et al. (2015). Isolation, Structural Elucidation and Bioactivity Studies of Tropane Derivatives of Alkaloids from Seeds Extract of Datura Stramonium. Science Journal of Chemistry, 3(5), 78-83. https://doi.org/10.11648/j.sjc.20150305.11

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    ACS Style

    Giday Gebregziabher Welegergs; Kalyou Hulif; Solomon Mulaw; Haftu Gebretsadik; Berihu Tekluu, et al. Isolation, Structural Elucidation and Bioactivity Studies of Tropane Derivatives of Alkaloids from Seeds Extract of Datura Stramonium. Sci. J. Chem. 2015, 3(5), 78-83. doi: 10.11648/j.sjc.20150305.11

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    AMA Style

    Giday Gebregziabher Welegergs, Kalyou Hulif, Solomon Mulaw, Haftu Gebretsadik, Berihu Tekluu, et al. Isolation, Structural Elucidation and Bioactivity Studies of Tropane Derivatives of Alkaloids from Seeds Extract of Datura Stramonium. Sci J Chem. 2015;3(5):78-83. doi: 10.11648/j.sjc.20150305.11

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  • @article{10.11648/j.sjc.20150305.11,
      author = {Giday Gebregziabher Welegergs and Kalyou Hulif and Solomon Mulaw and Haftu Gebretsadik and Berihu Tekluu and Ayalew Temesgen (Ph.D)},
      title = {Isolation, Structural Elucidation and Bioactivity Studies of Tropane Derivatives of Alkaloids from Seeds Extract of Datura Stramonium},
      journal = {Science Journal of Chemistry},
      volume = {3},
      number = {5},
      pages = {78-83},
      doi = {10.11648/j.sjc.20150305.11},
      url = {https://doi.org/10.11648/j.sjc.20150305.11},
      eprint = {https://article.sciencepublishinggroup.com/pdf/10.11648.j.sjc.20150305.11},
      abstract = {Datura stramonium (Solanaceae) is a plant species distributed throughout most parts of temperate regions of the world and is a noxious weed of cultivated cereal crops. The plant has medicinal value and is important in traditional medicine like the other species in the genus. The aim of this study was to isolate, purify and characterize the bioactive principle from the seeds of the plant. For isolation of the compound, the air dried seeds powder (125 g) of plant was soaked at room temperature for 12 hr with MeOH (500ml) and extracted using rotary evaporator. The crude extracts were showed a wide range of zones of inhibition against all the tested bacterial strains. The isolated and purified afforded white crystalline powder (TA) was subjected to spectral identification by IR, 1H- NMR, 13C-NMR, DEPT-135 and GC‐MS. The isolated compound was concluded as 3-(3'-methoxytropoyloxy)-6-tigloyloxy -7-Hydroxy tropane.},
     year = {2015}
    }
    

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  • TY  - JOUR
    T1  - Isolation, Structural Elucidation and Bioactivity Studies of Tropane Derivatives of Alkaloids from Seeds Extract of Datura Stramonium
    AU  - Giday Gebregziabher Welegergs
    AU  - Kalyou Hulif
    AU  - Solomon Mulaw
    AU  - Haftu Gebretsadik
    AU  - Berihu Tekluu
    AU  - Ayalew Temesgen (Ph.D)
    Y1  - 2015/10/16
    PY  - 2015
    N1  - https://doi.org/10.11648/j.sjc.20150305.11
    DO  - 10.11648/j.sjc.20150305.11
    T2  - Science Journal of Chemistry
    JF  - Science Journal of Chemistry
    JO  - Science Journal of Chemistry
    SP  - 78
    EP  - 83
    PB  - Science Publishing Group
    SN  - 2330-099X
    UR  - https://doi.org/10.11648/j.sjc.20150305.11
    AB  - Datura stramonium (Solanaceae) is a plant species distributed throughout most parts of temperate regions of the world and is a noxious weed of cultivated cereal crops. The plant has medicinal value and is important in traditional medicine like the other species in the genus. The aim of this study was to isolate, purify and characterize the bioactive principle from the seeds of the plant. For isolation of the compound, the air dried seeds powder (125 g) of plant was soaked at room temperature for 12 hr with MeOH (500ml) and extracted using rotary evaporator. The crude extracts were showed a wide range of zones of inhibition against all the tested bacterial strains. The isolated and purified afforded white crystalline powder (TA) was subjected to spectral identification by IR, 1H- NMR, 13C-NMR, DEPT-135 and GC‐MS. The isolated compound was concluded as 3-(3'-methoxytropoyloxy)-6-tigloyloxy -7-Hydroxy tropane.
    VL  - 3
    IS  - 5
    ER  - 

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Author Information
  • Department of Chemistry, College of Natural and Computational Science, Debrebirhan University, Debrebirhan, Ethiopia

  • Department of Chemistry, College of Natural and Computational Science, Debrebirhan University, Debrebirhan, Ethiopia

  • Department of Chemistry, College of Natural and Computational Science, Debrebirhan University, Debrebirhan, Ethiopia

  • Department of Chemistry, College of Natural and Computational Science, Debrebirhan University, Debrebirhan, Ethiopia

  • Department of Chemistry, College of Natural and Computational Science, Aksum University, Aksum, Ethiopia

  • Department of Chemistry, College of Natural and Computational Science, Gondar University, Gondar, Ethiopia

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