Acetylation of curcumin from turmeric rhizome (Curcuma longa) with Ni/SiO2 and pyridine catalysts and its antibacterial activity

L. Musyarrofah; E. Saepudin; D. U.C. Rahayu

doi:10.1063/5.0010363

Acetylation of curcumin from turmeric rhizome (Curcuma longa) with Ni/SiO₂ and pyridine catalysts and its antibacterial activity

L. Musyarrofah, E. Saepudin, D. U.C. Rahayu

Department of Chemistry

Research output: Chapter in Book/Report/Conference proceeding › Conference contribution › peer-review

2 Citations (Scopus)

Abstract

Turmeric (Curcuma longa) has been known for its antibacterial activity because it contains active curcumin. Antibacterial activity can be amplified by reducing its polarity, one of the ways is by modifying -OH on the phenolic group of curcumin to an acetoxy group by acetylation. The curcuminoid compound was extracted and curcumin was separated by column chromatography. Curcumin was modified by acetylation with Ni/SiO₂ and pyridine catalyst. The products were then separated by column chromatography and all compounds were characterized using thin layer chromatography, FTIR, and UV-Vis. All compounds were tested for Escherichia coli and Bacillus subtilis bacteria. The results showed that acetylation curcumin with pyridine was more effective at 94 % conversion of di-O-acetylcurcumin compared to acetylation with Ni/SiO₂ catalyst which has 90 % conversion but still in a mixture of di-O-acetylcurcumin, mono-O-acetylcumin and curcumin residual. Di-O-acetylcurcumin showed the highest antibacterial activity against E. coli with inhibitory zone diameters at 2 mm while the mono-O-acethylcurcumin showed the highest antibacterial activity against B. subtilis with inhibitory zone diameters at 3 mm.

Original language	English
Title of host publication	Proceedings of the 5th International Symposium on Current Progress in Mathematics and Sciences, ISCPMS 2019
Editors	Terry Mart, Djoko Triyono, Tribidasari Anggraningrum Ivandini
Publisher	American Institute of Physics Inc.
ISBN (Electronic)	9780735420014
DOIs	https://doi.org/10.1063/5.0010363
Publication status	Published - 1 Jun 2020
Event	5th International Symposium on Current Progress in Mathematics and Sciences, ISCPMS 2019 - Depok, Indonesia Duration: 9 Jul 2019 → 10 Jul 2019

Publication series

Name	AIP Conference Proceedings
Volume	2242
ISSN (Print)	0094-243X
ISSN (Electronic)	1551-7616

Conference

Conference	5th International Symposium on Current Progress in Mathematics and Sciences, ISCPMS 2019
Country/Territory	Indonesia
City	Depok
Period	9/07/19 → 10/07/19

Keywords

acetylation
antibacterial
Bacillus subtilis
Curcuma longa
curcumin
di-O-acetylcurcumin
Escherichia coli
mono-O-acetylcurcumin

Access to Document

10.1063/5.0010363

Cite this

Musyarrofah, L., Saepudin, E., & Rahayu, D. U. C. (2020). Acetylation of curcumin from turmeric rhizome (Curcuma longa) with Ni/SiO₂ and pyridine catalysts and its antibacterial activity. In T. Mart, D. Triyono, & T. A. Ivandini (Eds.), Proceedings of the 5th International Symposium on Current Progress in Mathematics and Sciences, ISCPMS 2019 Article 040037 (AIP Conference Proceedings; Vol. 2242). American Institute of Physics Inc.. https://doi.org/10.1063/5.0010363

Musyarrofah, L. ; Saepudin, E. ; Rahayu, D. U.C. / Acetylation of curcumin from turmeric rhizome (Curcuma longa) with Ni/SiO₂ and pyridine catalysts and its antibacterial activity. Proceedings of the 5th International Symposium on Current Progress in Mathematics and Sciences, ISCPMS 2019. editor / Terry Mart ; Djoko Triyono ; Tribidasari Anggraningrum Ivandini. American Institute of Physics Inc., 2020. (AIP Conference Proceedings).

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title = "Acetylation of curcumin from turmeric rhizome (Curcuma longa) with Ni/SiO2 and pyridine catalysts and its antibacterial activity",

abstract = "Turmeric (Curcuma longa) has been known for its antibacterial activity because it contains active curcumin. Antibacterial activity can be amplified by reducing its polarity, one of the ways is by modifying -OH on the phenolic group of curcumin to an acetoxy group by acetylation. The curcuminoid compound was extracted and curcumin was separated by column chromatography. Curcumin was modified by acetylation with Ni/SiO2 and pyridine catalyst. The products were then separated by column chromatography and all compounds were characterized using thin layer chromatography, FTIR, and UV-Vis. All compounds were tested for Escherichia coli and Bacillus subtilis bacteria. The results showed that acetylation curcumin with pyridine was more effective at 94 % conversion of di-O-acetylcurcumin compared to acetylation with Ni/SiO2 catalyst which has 90 % conversion but still in a mixture of di-O-acetylcurcumin, mono-O-acetylcumin and curcumin residual. Di-O-acetylcurcumin showed the highest antibacterial activity against E. coli with inhibitory zone diameters at 2 mm while the mono-O-acethylcurcumin showed the highest antibacterial activity against B. subtilis with inhibitory zone diameters at 3 mm.",

keywords = "acetylation, antibacterial, Bacillus subtilis, Curcuma longa, curcumin, di-O-acetylcurcumin, Escherichia coli, mono-O-acetylcurcumin",

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Musyarrofah, L, Saepudin, E & Rahayu, DUC 2020, Acetylation of curcumin from turmeric rhizome (Curcuma longa) with Ni/SiO₂ and pyridine catalysts and its antibacterial activity. in T Mart, D Triyono & TA Ivandini (eds), Proceedings of the 5th International Symposium on Current Progress in Mathematics and Sciences, ISCPMS 2019., 040037, AIP Conference Proceedings, vol. 2242, American Institute of Physics Inc., 5th International Symposium on Current Progress in Mathematics and Sciences, ISCPMS 2019, Depok, Indonesia, 9/07/19. https://doi.org/10.1063/5.0010363

Acetylation of curcumin from turmeric rhizome (Curcuma longa) with Ni/SiO₂ and pyridine catalysts and its antibacterial activity. / Musyarrofah, L.; Saepudin, E.; Rahayu, D. U.C.
Proceedings of the 5th International Symposium on Current Progress in Mathematics and Sciences, ISCPMS 2019. ed. / Terry Mart; Djoko Triyono; Tribidasari Anggraningrum Ivandini. American Institute of Physics Inc., 2020. 040037 (AIP Conference Proceedings; Vol. 2242).

Research output: Chapter in Book/Report/Conference proceeding › Conference contribution › peer-review

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AU - Saepudin, E.

AU - Rahayu, D. U.C.

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AB - Turmeric (Curcuma longa) has been known for its antibacterial activity because it contains active curcumin. Antibacterial activity can be amplified by reducing its polarity, one of the ways is by modifying -OH on the phenolic group of curcumin to an acetoxy group by acetylation. The curcuminoid compound was extracted and curcumin was separated by column chromatography. Curcumin was modified by acetylation with Ni/SiO2 and pyridine catalyst. The products were then separated by column chromatography and all compounds were characterized using thin layer chromatography, FTIR, and UV-Vis. All compounds were tested for Escherichia coli and Bacillus subtilis bacteria. The results showed that acetylation curcumin with pyridine was more effective at 94 % conversion of di-O-acetylcurcumin compared to acetylation with Ni/SiO2 catalyst which has 90 % conversion but still in a mixture of di-O-acetylcurcumin, mono-O-acetylcumin and curcumin residual. Di-O-acetylcurcumin showed the highest antibacterial activity against E. coli with inhibitory zone diameters at 2 mm while the mono-O-acethylcurcumin showed the highest antibacterial activity against B. subtilis with inhibitory zone diameters at 3 mm.

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Musyarrofah L, Saepudin E , Rahayu DUC. Acetylation of curcumin from turmeric rhizome (Curcuma longa) with Ni/SiO₂ and pyridine catalysts and its antibacterial activity. In Mart T, Triyono D, Ivandini TA, editors, Proceedings of the 5th International Symposium on Current Progress in Mathematics and Sciences, ISCPMS 2019. American Institute of Physics Inc. 2020. 040037. (AIP Conference Proceedings). doi: 10.1063/5.0010363