PMID- 26633344
OWN - NLM
STAT- MEDLINE
DCOM- 20160923
LR  - 20200225
IS  - 1420-3049 (Electronic)
IS  - 1420-3049 (Linking)
VI  - 20
IP  - 12
DP  - 2015 Dec 2
TI  - Synthesis and Biological Evaluation of Curcumin Derivatives with Water-Soluble 
      Groups as Potential Antitumor Agents: An in Vitro Investigation Using Tumor Cell 
      Lines.
PG  - 21501-14
LID - 10.3390/molecules201219772 [doi]
AB  - Three series of curcumin derivatives including phosphorylated, etherified, and 
      esterified products of curcumin were synthesized, and their anti-tumor activities 
      were assessed against human breast cancer MCF-7, hepatocellular carcinoma Hep-G2, 
      and human cervical carcinoma HeLa cells. Compared with curcumin, compounds 3, 8, 
      and 9 exhibited stronger antitumor cell line growth activities against HeLa 
      cells. Compound 12 also showed higher antitumor cell line growth activities on 
      MCF-7 cells than curcumin. Among them, 
      4-((1E,6E)-7-(4-Hydroxy-3-methoxyphenyl)-3,5-dioxohepta-1,6-dienyl)-2-methoxyphenyl 
      dihydrogen phosphate(3) showed the strongest activity with an half maximal 
      inhibitory concentration (IC50) of 6.78 microM against HeLa cells compared with 
      curcumin with an IC50 of 17.67 microM. Stabilities of representatives of the three 
      series were tested in rabbit plasma in vitro, and compounds 3 and 4 slowly 
      released curcumin in plasma. The effect of compound 3 on HeLa cell apoptosis was 
      determined by examining morphological changes by DAPI 
      (4',6-diamidino-2-phenylindole) staining as well as Annexin V-FITC/ Propidium 
      Iodide (PI) double staining and flow cytometry. The results showed that 3 induced 
      cellular apoptosis in a dose-dependent manner. Together our findings show that 3 
      merits further investigation as a new potential antitumor drug candidate.
FAU - Ding, Luyang
AU  - Ding L
AD  - Department of Natural Products Chemistry, Key Lab of Chemical Biology (MOE), 
      School of Pharmaceutical Sciences, Shandong University, No. 44 West Wenhua Road, 
      Jinan 250012, China. sdu2013dly@sina.cn.
FAU - Ma, Shuli
AU  - Ma S
AD  - Department of Natural Products Chemistry, Key Lab of Chemical Biology (MOE), 
      School of Pharmaceutical Sciences, Shandong University, No. 44 West Wenhua Road, 
      Jinan 250012, China. MASHULI789@126.com.
FAU - Lou, Hongxiang
AU  - Lou H
AD  - Department of Natural Products Chemistry, Key Lab of Chemical Biology (MOE), 
      School of Pharmaceutical Sciences, Shandong University, No. 44 West Wenhua Road, 
      Jinan 250012, China. louhongxiang@sdu.edu.cn.
FAU - Sun, Longru
AU  - Sun L
AD  - Department of Natural Products Chemistry, Key Lab of Chemical Biology (MOE), 
      School of Pharmaceutical Sciences, Shandong University, No. 44 West Wenhua Road, 
      Jinan 250012, China. sunlr@sdu.edu.cn.
FAU - Ji, Mei
AU  - Ji M
AD  - Department of Natural Products Chemistry, Key Lab of Chemical Biology (MOE), 
      School of Pharmaceutical Sciences, Shandong University, No. 44 West Wenhua Road, 
      Jinan 250012, China. jimei@sdu.edu.cn.
LA  - eng
PT  - Evaluation Study
PT  - Journal Article
PT  - Research Support, Non-U.S. Gov't
DEP - 20151202
PL  - Switzerland
TA  - Molecules
JT  - Molecules (Basel, Switzerland)
JID - 100964009
RN  - 0 (Antineoplastic Agents)
RN  - IT942ZTH98 (Curcumin)
SB  - IM
MH  - Animals
MH  - Antineoplastic Agents/*chemistry/*pharmacology
MH  - Apoptosis/*drug effects
MH  - Cell Proliferation/*drug effects
MH  - Curcumin/*chemistry/*pharmacology
MH  - Drug Screening Assays, Antitumor
MH  - HeLa Cells
MH  - Hep G2 Cells
MH  - Humans
MH  - In Vitro Techniques
MH  - MCF-7 Cells
MH  - Molecular Structure
MH  - Rabbits
PMC - PMC6332428
OTO - NOTNLM
OT  - antitumor cell line growth activity
OT  - apoptosis
OT  - curcumin
OT  - curcumin derivatives
OT  - synthesis
COIS- The authors declare no conflict of interest.
EDAT- 2015/12/04 06:00
MHDA- 2016/09/24 06:00
PMCR- 2015/12/02
CRDT- 2015/12/04 06:00
PHST- 2015/10/26 00:00 [received]
PHST- 2015/11/24 00:00 [revised]
PHST- 2015/11/26 00:00 [accepted]
PHST- 2015/12/04 06:00 [entrez]
PHST- 2015/12/04 06:00 [pubmed]
PHST- 2016/09/24 06:00 [medline]
PHST- 2015/12/02 00:00 [pmc-release]
AID - molecules201219772 [pii]
AID - molecules-20-19772 [pii]
AID - 10.3390/molecules201219772 [doi]
PST - epublish
SO  - Molecules. 2015 Dec 2;20(12):21501-14. doi: 10.3390/molecules201219772.