TY - JOUR
T1 - Synthesis and anticancer potential of aminomethyl derivatives of methyl-substituted asymmetrical curcumin mono-carbonyl
AU - Kurnia, Arini
AU - Saputri, Fadlina Chany
AU - Hayun, null
N1 - Funding Information:
The authors would like to thank the Ministry of Research, Technology, and Higher Education, Republic of Indonesia for the financial support (PDUPT Research Grant, 2018), and to Chemistry Study Program, Institut Teknologi Bandung (ITB), Indonesia for recording NMR and mass spectra
Funding Information:
The authors would like to thank the Ministry of Research, Technology, and Higher Education, Republic of Indonesia for the financial support (PDUPT Research Grant, 2018), and to Chemistry Study Program, Institut Teknologi Bandung (ITB), Indonesia for recording NMR and mass spectra.
Publisher Copyright:
© 2019 Arini Kurnia et al.
PY - 2019/8/1
Y1 - 2019/8/1
N2 - A series of new aminomethyl derivatives of methyl-substituted asymmetrical curcumin mono-carbonyl was synthesized and evaluated for their anticancer potential by means of cytotoxicity and selectivity determination against MCF-7, WiDr, Hela, A549, PLC/PRF/5, and Chang Liver cells lines using the methyl thiazolyl tetrazolium proliferation assay method. All the synthesized compounds (3a-f) exhibited high cytotoxic against WiDr cells lines, but only 3a-e had high cytotoxic against MCF-7 cells lines, and only 3b showed high cytotoxic against HeLa, A549, and PLC/PRF/5 cell lines. However, 3b and 3c exhibited high cytotoxic against Chang Liver (normal liver) cells lines. Further evaluations showed that compounds 3d, 3e, and 3f exhibited a potent and selective cytotoxic agent (IC50 = 5.70, 5.55, and 2.97 μM) against WiDr (colorectal carcinoma) cells lines with selectivity index (SI) = 4.43, 2.69, and 2.04, respectively. The compounds performed better cytotoxic activity than curcumin and 5-fluorouracil (IC50 = 8.29 and > 100 μM and SI = 1.28 and < 1). So, compounds 3d, 3e, and 3f were potential as an anticancer agent for colorectal carcinoma and should be further studied for investigating their mechanism of action and their effectivity in preclinical studies using an animal model.
AB - A series of new aminomethyl derivatives of methyl-substituted asymmetrical curcumin mono-carbonyl was synthesized and evaluated for their anticancer potential by means of cytotoxicity and selectivity determination against MCF-7, WiDr, Hela, A549, PLC/PRF/5, and Chang Liver cells lines using the methyl thiazolyl tetrazolium proliferation assay method. All the synthesized compounds (3a-f) exhibited high cytotoxic against WiDr cells lines, but only 3a-e had high cytotoxic against MCF-7 cells lines, and only 3b showed high cytotoxic against HeLa, A549, and PLC/PRF/5 cell lines. However, 3b and 3c exhibited high cytotoxic against Chang Liver (normal liver) cells lines. Further evaluations showed that compounds 3d, 3e, and 3f exhibited a potent and selective cytotoxic agent (IC50 = 5.70, 5.55, and 2.97 μM) against WiDr (colorectal carcinoma) cells lines with selectivity index (SI) = 4.43, 2.69, and 2.04, respectively. The compounds performed better cytotoxic activity than curcumin and 5-fluorouracil (IC50 = 8.29 and > 100 μM and SI = 1.28 and < 1). So, compounds 3d, 3e, and 3f were potential as an anticancer agent for colorectal carcinoma and should be further studied for investigating their mechanism of action and their effectivity in preclinical studies using an animal model.
KW - Aminomethyl derivatives
KW - Anticancer potential
KW - Asymmetrical curcumin mono-carbonyl
KW - Curcumin
KW - Cytotoxicity
KW - Selectivity index
UR - http://www.scopus.com/inward/record.url?scp=85071263976&partnerID=8YFLogxK
U2 - 10.7324/JAPS.2019.90803
DO - 10.7324/JAPS.2019.90803
M3 - Article
AN - SCOPUS:85071263976
SN - 2231-3354
VL - 9
SP - 18
EP - 24
JO - Journal of Applied Pharmaceutical Science
JF - Journal of Applied Pharmaceutical Science
IS - 8
ER -