Synthesis of New Curcumin Analogues from Kulit Lawang Oils Using the Conventional Method and Microwave

Imanuel Berly Delvis Kapelle; Tun Tedja Irawadi; Meika Syahbana Rusli; Djumali Mangunwidjaja; Zainal Alim Mas’ud

doi:doi:10.11648/j.sjc.20150303.13

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Synthesis of New Curcumin Analogues from Kulit Lawang Oils Using the Conventional Method and Microwave

Imanuel Berly Delvis Kapelle, Tun Tedja Irawadi, Meika Syahbana Rusli, Djumali Mangunwidjaja, Zainal Alim Mas’ud

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

Received: 17 April 2015 Accepted: 29 April 2015 Published: 12 May 2015

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Abstract

Kulit lawang oils are essential oils that are widely available in the Moluccas and oil major component contain eugenol and safrole. Safrole can be converted into value-added products that curcumin analogues. The purpose of this research is to synthesize new compounds curcumin analogues from kulit lawang oils. The steps being taken is isolation safrole, safrole isomerization and oxidation isosafrole produce piperonal. The method synthesis curcumin analogues with piperonal precursor with two methods: conventional and microwave. Results safrole isolation from skin oils mace using alkaline extraction method for 5 hours yield 19.30% were is characterized by GCMS, FTIR and 1H-NMR. Isosafrole proceeds reaction isomerization safrole without the use of solvents for 6 hours at a temperature of 120 ° C obtained yield 77.56% with two products cis-isosafrole (15.4%) and trans-isosafrole (69.34%) were characterized by GC, FTIR and 1H-NMR. Precursors piperonal which was resulting obtained from the oxidation reaction isosafrol using KMnO4 at temperature < 30 °C obtained yield 65.63% were characterized by GCMS, FTIR and 1H-NMR. Results synthesis curcumin analogues (1,5-Bis-benzo [1,3] dioxol-5-yl-penta-1,4-dien-3-one) in the conventional method using 10% NaOH catalyst for 3 hours at a temperature of 25 °C be obtained yield 78.43% and synthesized using microwave at 140 watts for 2 minutes obtained yield 53.3%.

Published in	Science Journal of Chemistry (Volume 3, Issue 3)
DOI	10.11648/j.sjc.20150303.13
Page(s)	50-56
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

Kulit Lawang Oils, Safrole, Curcumin Analogues

References

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APA Style

Imanuel Berly Delvis Kapelle, Tun Tedja Irawadi, Meika Syahbana Rusli, Djumali Mangunwidjaja, Zainal Alim Mas’ud. (2015). Synthesis of New Curcumin Analogues from Kulit Lawang Oils Using the Conventional Method and Microwave. Science Journal of Chemistry, 3(3), 50-56. https://doi.org/10.11648/j.sjc.20150303.13

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ACS Style

Imanuel Berly Delvis Kapelle; Tun Tedja Irawadi; Meika Syahbana Rusli; Djumali Mangunwidjaja; Zainal Alim Mas’ud. Synthesis of New Curcumin Analogues from Kulit Lawang Oils Using the Conventional Method and Microwave. Sci. J. Chem. 2015, 3(3), 50-56. doi: 10.11648/j.sjc.20150303.13

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AMA Style

Imanuel Berly Delvis Kapelle, Tun Tedja Irawadi, Meika Syahbana Rusli, Djumali Mangunwidjaja, Zainal Alim Mas’ud. Synthesis of New Curcumin Analogues from Kulit Lawang Oils Using the Conventional Method and Microwave. Sci J Chem. 2015;3(3):50-56. doi: 10.11648/j.sjc.20150303.13

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@article{10.11648/j.sjc.20150303.13,
  author = {Imanuel Berly Delvis Kapelle and Tun Tedja Irawadi and Meika Syahbana Rusli and Djumali Mangunwidjaja and Zainal Alim Mas’ud},
  title = {Synthesis of New Curcumin Analogues from Kulit Lawang Oils Using the Conventional Method and Microwave},
  journal = {Science Journal of Chemistry},
  volume = {3},
  number = {3},
  pages = {50-56},
  doi = {10.11648/j.sjc.20150303.13},
  url = {https://doi.org/10.11648/j.sjc.20150303.13},
  eprint = {https://article.sciencepublishinggroup.com/pdf/10.11648.j.sjc.20150303.13},
  abstract = {Kulit lawang oils are essential oils that are widely available in the Moluccas and oil major component contain eugenol and safrole. Safrole can be converted into value-added products that curcumin analogues. The purpose of this research is to synthesize new compounds curcumin analogues from kulit lawang oils. The steps being taken is isolation safrole, safrole isomerization and oxidation isosafrole produce piperonal. The method synthesis curcumin analogues with piperonal precursor with two methods: conventional and microwave. Results safrole isolation from skin oils mace using alkaline extraction method for 5 hours yield 19.30% were is characterized by GCMS, FTIR and 1H-NMR. Isosafrole proceeds reaction isomerization safrole without the use of solvents for 6 hours at a temperature of 120 ° C obtained yield 77.56% with two products cis-isosafrole (15.4%) and trans-isosafrole (69.34%) were characterized by GC, FTIR and 1H-NMR. Precursors piperonal which was resulting obtained from the oxidation reaction isosafrol using KMnO4 at temperature < 30 °C obtained yield  65.63% were characterized by GCMS, FTIR and 1H-NMR. Results synthesis curcumin analogues (1,5-Bis-benzo [1,3] dioxol-5-yl-penta-1,4-dien-3-one) in the conventional method using 10% NaOH catalyst for 3 hours at a temperature of 25 °C be obtained yield 78.43% and synthesized using microwave at 140 watts for 2 minutes obtained yield 53.3%.},
 year = {2015}
}

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TY  - JOUR
T1  - Synthesis of New Curcumin Analogues from Kulit Lawang Oils Using the Conventional Method and Microwave
AU  - Imanuel Berly Delvis Kapelle
AU  - Tun Tedja Irawadi
AU  - Meika Syahbana Rusli
AU  - Djumali Mangunwidjaja
AU  - Zainal Alim Mas’ud
Y1  - 2015/05/12
PY  - 2015
N1  - https://doi.org/10.11648/j.sjc.20150303.13
DO  - 10.11648/j.sjc.20150303.13
T2  - Science Journal of Chemistry
JF  - Science Journal of Chemistry
JO  - Science Journal of Chemistry
SP  - 50
EP  - 56
PB  - Science Publishing Group
SN  - 2330-099X
UR  - https://doi.org/10.11648/j.sjc.20150303.13
AB  - Kulit lawang oils are essential oils that are widely available in the Moluccas and oil major component contain eugenol and safrole. Safrole can be converted into value-added products that curcumin analogues. The purpose of this research is to synthesize new compounds curcumin analogues from kulit lawang oils. The steps being taken is isolation safrole, safrole isomerization and oxidation isosafrole produce piperonal. The method synthesis curcumin analogues with piperonal precursor with two methods: conventional and microwave. Results safrole isolation from skin oils mace using alkaline extraction method for 5 hours yield 19.30% were is characterized by GCMS, FTIR and 1H-NMR. Isosafrole proceeds reaction isomerization safrole without the use of solvents for 6 hours at a temperature of 120 ° C obtained yield 77.56% with two products cis-isosafrole (15.4%) and trans-isosafrole (69.34%) were characterized by GC, FTIR and 1H-NMR. Precursors piperonal which was resulting obtained from the oxidation reaction isosafrol using KMnO4 at temperature < 30 °C obtained yield  65.63% were characterized by GCMS, FTIR and 1H-NMR. Results synthesis curcumin analogues (1,5-Bis-benzo [1,3] dioxol-5-yl-penta-1,4-dien-3-one) in the conventional method using 10% NaOH catalyst for 3 hours at a temperature of 25 °C be obtained yield 78.43% and synthesized using microwave at 140 watts for 2 minutes obtained yield 53.3%.
VL  - 3
IS  - 3
ER  -

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Author Information

Imanuel Berly Delvis Kapelle

Chemistry Department, Mathematic and Natural Science Faculty, Pattimura University, Maluku, Indonesia
Tun Tedja Irawadi

Chemistry Department, Mathematic and Natural Science Faculty, Bogor Agricultural Institute, Bogor, Indonesia
Meika Syahbana Rusli

Agricultural Industry Technology Department, Agriculture Technology Faculty, Bogor Agricultural Institute, Bogor, Indonesia
Djumali Mangunwidjaja

Agricultural Industry Technology Department, Agriculture Technology Faculty, Bogor Agricultural Institute, Bogor, Indonesia
Zainal Alim Mas’ud

Chemistry Department, Mathematic and Natural Science Faculty, Bogor Agricultural Institute, Bogor, Indonesia

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APA Style

Imanuel Berly Delvis Kapelle, Tun Tedja Irawadi, Meika Syahbana Rusli, Djumali Mangunwidjaja, Zainal Alim Mas’ud. (2015). Synthesis of New Curcumin Analogues from Kulit Lawang Oils Using the Conventional Method and Microwave. Science Journal of Chemistry, 3(3), 50-56. https://doi.org/10.11648/j.sjc.20150303.13

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ACS Style

Imanuel Berly Delvis Kapelle; Tun Tedja Irawadi; Meika Syahbana Rusli; Djumali Mangunwidjaja; Zainal Alim Mas’ud. Synthesis of New Curcumin Analogues from Kulit Lawang Oils Using the Conventional Method and Microwave. Sci. J. Chem. 2015, 3(3), 50-56. doi: 10.11648/j.sjc.20150303.13

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AMA Style

Imanuel Berly Delvis Kapelle, Tun Tedja Irawadi, Meika Syahbana Rusli, Djumali Mangunwidjaja, Zainal Alim Mas’ud. Synthesis of New Curcumin Analogues from Kulit Lawang Oils Using the Conventional Method and Microwave. Sci J Chem. 2015;3(3):50-56. doi: 10.11648/j.sjc.20150303.13

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@article{10.11648/j.sjc.20150303.13,
  author = {Imanuel Berly Delvis Kapelle and Tun Tedja Irawadi and Meika Syahbana Rusli and Djumali Mangunwidjaja and Zainal Alim Mas’ud},
  title = {Synthesis of New Curcumin Analogues from Kulit Lawang Oils Using the Conventional Method and Microwave},
  journal = {Science Journal of Chemistry},
  volume = {3},
  number = {3},
  pages = {50-56},
  doi = {10.11648/j.sjc.20150303.13},
  url = {https://doi.org/10.11648/j.sjc.20150303.13},
  eprint = {https://article.sciencepublishinggroup.com/pdf/10.11648.j.sjc.20150303.13},
  abstract = {Kulit lawang oils are essential oils that are widely available in the Moluccas and oil major component contain eugenol and safrole. Safrole can be converted into value-added products that curcumin analogues. The purpose of this research is to synthesize new compounds curcumin analogues from kulit lawang oils. The steps being taken is isolation safrole, safrole isomerization and oxidation isosafrole produce piperonal. The method synthesis curcumin analogues with piperonal precursor with two methods: conventional and microwave. Results safrole isolation from skin oils mace using alkaline extraction method for 5 hours yield 19.30% were is characterized by GCMS, FTIR and 1H-NMR. Isosafrole proceeds reaction isomerization safrole without the use of solvents for 6 hours at a temperature of 120 ° C obtained yield 77.56% with two products cis-isosafrole (15.4%) and trans-isosafrole (69.34%) were characterized by GC, FTIR and 1H-NMR. Precursors piperonal which was resulting obtained from the oxidation reaction isosafrol using KMnO4 at temperature < 30 °C obtained yield  65.63% were characterized by GCMS, FTIR and 1H-NMR. Results synthesis curcumin analogues (1,5-Bis-benzo [1,3] dioxol-5-yl-penta-1,4-dien-3-one) in the conventional method using 10% NaOH catalyst for 3 hours at a temperature of 25 °C be obtained yield 78.43% and synthesized using microwave at 140 watts for 2 minutes obtained yield 53.3%.},
 year = {2015}
}

Copy | Download

TY  - JOUR
T1  - Synthesis of New Curcumin Analogues from Kulit Lawang Oils Using the Conventional Method and Microwave
AU  - Imanuel Berly Delvis Kapelle
AU  - Tun Tedja Irawadi
AU  - Meika Syahbana Rusli
AU  - Djumali Mangunwidjaja
AU  - Zainal Alim Mas’ud
Y1  - 2015/05/12
PY  - 2015
N1  - https://doi.org/10.11648/j.sjc.20150303.13
DO  - 10.11648/j.sjc.20150303.13
T2  - Science Journal of Chemistry
JF  - Science Journal of Chemistry
JO  - Science Journal of Chemistry
SP  - 50
EP  - 56
PB  - Science Publishing Group
SN  - 2330-099X
UR  - https://doi.org/10.11648/j.sjc.20150303.13
AB  - Kulit lawang oils are essential oils that are widely available in the Moluccas and oil major component contain eugenol and safrole. Safrole can be converted into value-added products that curcumin analogues. The purpose of this research is to synthesize new compounds curcumin analogues from kulit lawang oils. The steps being taken is isolation safrole, safrole isomerization and oxidation isosafrole produce piperonal. The method synthesis curcumin analogues with piperonal precursor with two methods: conventional and microwave. Results safrole isolation from skin oils mace using alkaline extraction method for 5 hours yield 19.30% were is characterized by GCMS, FTIR and 1H-NMR. Isosafrole proceeds reaction isomerization safrole without the use of solvents for 6 hours at a temperature of 120 ° C obtained yield 77.56% with two products cis-isosafrole (15.4%) and trans-isosafrole (69.34%) were characterized by GC, FTIR and 1H-NMR. Precursors piperonal which was resulting obtained from the oxidation reaction isosafrol using KMnO4 at temperature < 30 °C obtained yield  65.63% were characterized by GCMS, FTIR and 1H-NMR. Results synthesis curcumin analogues (1,5-Bis-benzo [1,3] dioxol-5-yl-penta-1,4-dien-3-one) in the conventional method using 10% NaOH catalyst for 3 hours at a temperature of 25 °C be obtained yield 78.43% and synthesized using microwave at 140 watts for 2 minutes obtained yield 53.3%.
VL  - 3
IS  - 3
ER  -

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