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

Giday Gebregziabher Welegergs; Kalyou Hulif; Solomon Mulaw; Haftu Gebretsadik; Berihu Tekluu; Ayalew Temesgen (Ph.D)

doi:doi:10.11648/j.sjc.20150305.11

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

Giday Gebregziabher Welegergs, Kalyou Hulif, Solomon Mulaw, Haftu Gebretsadik, Berihu Tekluu, Ayalew Temesgen (Ph.D)

Published in Science Journal of Chemistry (Volume 3, Issue 5)

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), 2024. 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.
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[7]	Jung D, et al., Synthesis of 2-substituted 8-azabicyclo [3.2.1] octan-3-ones in aqueous NaOH solution at low concentration. Bull Korean Chem Soc, 2006; 27(9), 1493–1496.
[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.
[13]	Akharaiyi FC., Antibacterial, Phytochemical and Antioxidant activities of Datura metel. International Journal of Pharm Tech Research, 2011; 3(1), 478-483.
[14]	Sweta VR., & Lakshmi T., Pharmacological profile of tropane alkaloids,Chemical and Pharmaceutical Research, 2015; 7(5), 117-119.
[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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[19]	Majewski M, & Lazny R., Synthesis of tropane alkaloids via enantioselective deprotonation of tropinone. Organic Chemistry, 1995; 60(18), 5825–5830.

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APA Style

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

Giday Gebregziabher Welegergs

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

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

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

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

Department of Chemistry, College of Natural and Computational Science, Aksum University, Aksum, Ethiopia
Ayalew Temesgen (Ph.D)

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

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Plain Text BibTeX RIS

APA Style

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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