PMID- 18201805
OWN - NLM
STAT- MEDLINE
DCOM- 20081209
LR  - 20151119
IS  - 0223-5234 (Print)
IS  - 0223-5234 (Linking)
VI  - 43
IP  - 9
DP  - 2008 Sep
TI  - Design, synthesis and characterization of some bioactive conjugates of curcumin 
      with glycine, glutamic acid, valine and demethylenated piperic acid and study of 
      their antimicrobial and antiproliferative properties.
PG  - 1837-46
LID - 10.1016/j.ejmech.2007.11.027 [doi]
AB  - The monoesters of curcumin, a symmetric diphenol with valine and glycine have 
      been prepared by a novel solid phase synthesis and its diesters with valine, 
      glutamic acid and demethylenated piperic acid have been prepared by solution 
      phase method. The assessment of their antimicrobial and anticancer 
      (antiproliferative) activities suggested that diesters of curcumin are relatively 
      more active than curcumin itself due to their increased solubility, slow 
      metabolism and better cellular uptake. Furthermore, significant observation was 
      that monoesters of curcumin have even better antimicrobial activity than their 
      corresponding diesters, emphasizing the role of free phenolic group. The 
      conjugate of curcumin with demethylenated piperic acid in which methylenedioxy 
      ring was open also shows enhanced activity than the corresponding piperic acid 
      conjugate, emphasizing the role of free phenolics in the transport or in the 
      binding processes.
FAU - Dubey, Shiv K
AU  - Dubey SK
AD  - Centre for Biotechnology, University of Allahabad, and Kamla Nehru Hospital, 
      Allahabad 211002, India.
FAU - Sharma, Anuj K
AU  - Sharma AK
FAU - Narain, Upma
AU  - Narain U
FAU - Misra, Krishna
AU  - Misra K
FAU - Pati, Uttam
AU  - Pati U
LA  - eng
PT  - Journal Article
PT  - Research Support, Non-U.S. Gov't
DEP - 20071208
PL  - France
TA  - Eur J Med Chem
JT  - European journal of medicinal chemistry
JID - 0420510
RN  - 0 (Amino Acids)
RN  - 0 (Anti-Infective Agents)
RN  - 0 (Fatty Acids, Unsaturated)
RN  - 3KX376GY7L (Glutamic Acid)
RN  - GFG3FLA9UR (piperic acid)
RN  - HG18B9YRS7 (Valine)
RN  - IT942ZTH98 (Curcumin)
RN  - TE7660XO1C (Glycine)
SB  - IM
MH  - Amino Acids/*chemistry
MH  - Anti-Infective Agents/*chemistry/*pharmacology
MH  - Cell Line
MH  - Cell Proliferation/drug effects
MH  - Curcumin/*chemistry/*pharmacology
MH  - *Drug Design
MH  - Fatty Acids, Unsaturated/*chemistry
MH  - Glutamic Acid/chemistry
MH  - Glycine/chemistry
MH  - Humans
MH  - Valine/chemistry
EDAT- 2008/01/19 09:00
MHDA- 2008/12/17 09:00
CRDT- 2008/01/19 09:00
PHST- 2007/05/10 00:00 [received]
PHST- 2007/11/13 00:00 [revised]
PHST- 2007/11/22 00:00 [accepted]
PHST- 2008/01/19 09:00 [pubmed]
PHST- 2008/12/17 09:00 [medline]
PHST- 2008/01/19 09:00 [entrez]
AID - S0223-5234(07)00450-3 [pii]
AID - 10.1016/j.ejmech.2007.11.027 [doi]
PST - ppublish
SO  - Eur J Med Chem. 2008 Sep;43(9):1837-46. doi: 10.1016/j.ejmech.2007.11.027. Epub 
      2007 Dec 8.