TY - JOUR
T1 - Acetylation of curcuminoids extract from Turmeric Rhizomes (Curcuma longa) as antibacterial compounds against S. aureus and E. coli
AU - Fadhlurrahma, A.
AU - Saepudin, E.
AU - Rahayu, D. U.C.
N1 - Funding Information:
This work was funded by Hibah Publikasi Internasional Terindeks Untuk (PITTA 2265/UN2.R3.1/HKP.05.00/2018), Universitas Indonesia 2018.
Publisher Copyright:
© Published under licence by IOP Publishing Ltd.
Copyright:
Copyright 2020 Elsevier B.V., All rights reserved.
PY - 2020
Y1 - 2020
N2 - Curcuminoid are active compounds of turmeric rhizome that widely known to have antibacterial activities. The low activity of curcuminoid as antimicrobial may be due to the presence of phenol moiety and hence it has low lipophilicity and low bioavailability. Antibacterial activities of curcuminoid derivatives may be improved by increasing their lipophilicity, one of which is replacing the hydrogen atom on the phenol groups with acetyl group by acetylation. The curcuminoids were extracted from turmeric rhizomes by Soxhlet method yielded of 10.24 %. This curcuminoids were structurally modified by acetylation using acetic anhydride with Ni/SiO2 catalyst. The products were separated through column chromatography then characterized using thin layer chromatography (TLC), UV-Vis, FTIR and LC-MS spectrometers. The results showed that the best condition of this reaction found when 15 % (w/w) catalyst was used with product conversion of 90.44 %. Diameter of inhibitory zone of acetyl curcuminoid derivatives showed the highest antibacterial activity at a concentration of 500 ppm against S. aureus of 18 mm and against E. coli of 13 mm. On the other hand, at the same concentration, the curcuminoid had inhibitory zone of 7.5 mm and 8 mm against S. aureus and E. coli, respectively. Therefore, the acetylation of curcuminoids has increased their antibacterial activities against Gram positive bacteria S. aureus up to 2.4 fold, while against Gram negative bacteria E. coli by only 1.6 fold.
AB - Curcuminoid are active compounds of turmeric rhizome that widely known to have antibacterial activities. The low activity of curcuminoid as antimicrobial may be due to the presence of phenol moiety and hence it has low lipophilicity and low bioavailability. Antibacterial activities of curcuminoid derivatives may be improved by increasing their lipophilicity, one of which is replacing the hydrogen atom on the phenol groups with acetyl group by acetylation. The curcuminoids were extracted from turmeric rhizomes by Soxhlet method yielded of 10.24 %. This curcuminoids were structurally modified by acetylation using acetic anhydride with Ni/SiO2 catalyst. The products were separated through column chromatography then characterized using thin layer chromatography (TLC), UV-Vis, FTIR and LC-MS spectrometers. The results showed that the best condition of this reaction found when 15 % (w/w) catalyst was used with product conversion of 90.44 %. Diameter of inhibitory zone of acetyl curcuminoid derivatives showed the highest antibacterial activity at a concentration of 500 ppm against S. aureus of 18 mm and against E. coli of 13 mm. On the other hand, at the same concentration, the curcuminoid had inhibitory zone of 7.5 mm and 8 mm against S. aureus and E. coli, respectively. Therefore, the acetylation of curcuminoids has increased their antibacterial activities against Gram positive bacteria S. aureus up to 2.4 fold, while against Gram negative bacteria E. coli by only 1.6 fold.
UR - http://www.scopus.com/inward/record.url?scp=85096493862&partnerID=8YFLogxK
U2 - 10.1088/1757-899X/902/1/012065
DO - 10.1088/1757-899X/902/1/012065
M3 - Conference article
AN - SCOPUS:85096493862
SN - 1757-8981
VL - 902
JO - IOP Conference Series: Materials Science and Engineering
JF - IOP Conference Series: Materials Science and Engineering
IS - 1
M1 - 012065
T2 - 4th International Symposium on Current Progress in Functional Materials, ISCPFM 2019
Y2 - 6 November 2019 through 7 November 2019
ER -