Synthesis and biological evaluation of curcumin analogues having a piperidone core as potential antioxidant agents

被引：5

作者：

Wang, Jian ^{[1
]}

Sun, Gangchun ^{[1
]}

Li, Zhicheng ^{[1
]}

Mai, Wenpeng ^{[1
]}

Xie, Jingxi ^{[1
]}

机构：

[1] Henan Univ Technol, Chem & Chem Engn Sch, Zhengzhou 450001, Henan Province, Peoples R China

来源：

JOURNAL OF CHEMICAL RESEARCH | 2012年 / 02期

关键词：

unsymmetrical curcumin analogue; piperidone; antioxidant activity; DERIVATIVES; INHIBITION; MECHANISMS;

D O I：

10.3184/174751912X13274805259980

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A series of new unsymmetrical curcumin derivatives were designed and synthesised to which the indole fragment was introduced according to the principle of association. These compounds were characterised by H-1 NMR, IR, ESI-MS and elemental analysis and their antioxidant activity was investigated using the 1,1-diphenyl-2-picrylhydrazyl method. The results indicated that curcumin analogues having a piperidone structure exhibit varying degrees of antioxidant activity.

引用

页码：63 / 65

页数：3

共 20 条

[1] Synthesis and biological evaluation of novel curcumin analogs as anti-cancer and anti-angiogenesis agents [J].

Adams, BK ;

Ferstl, EM ;

Davis, MC ;

Herold, M ;

Kurtkaya, S ;

Camalier, RF ;

Hollingshead, MG ;

Kaur, G ;

Sausville, EA ;

Rickles, FR ;

Snyder, JP ;

Liotta, DC ;

Shoji, M .

BIOORGANIC & MEDICINAL CHEMISTRY, 2004, 12 (14) :3871-3883

[2] Synthesis and screening for antiacetylcholinesterase activity of (1-benzyl-4-oxopiperidin-3-ylidene)methylindoles and -pyrroles related to donepezil [J].

Andreani, A ;

Cavalli, A ;

Granaiola, M ;

Guardigli, M ;

Leoni, A ;

Locatelli, A ;

Morigi, R ;

Rambaldi, M ;

Recanatini, M ;

Roda, A .

JOURNAL OF MEDICINAL CHEMISTRY, 2001, 44 (23) :4011-4014

[3] Inhibition by curcumin of diethylnitrosamine-induced hepatic hyperplasia, inflammation, cellular gene products and cell-cycle-related proteins in rats [J].

Chuang, SE ;

Cheng, AL ;

Lin, JK ;

Kuo, ML .

FOOD AND CHEMICAL TOXICOLOGY, 2000, 38 (11) :991-995

[4]

DEODHAR SD, 1980, INDIAN J MED RES, V71, P632

[5] A conformational and structure-activity relationship study of cytotoxic 3,5-bis(arylidene)-4-piperidones and related N-acryloyl analogues [J].

Dimmock, JR ;

Padmanilayam, MP ;

Puthucode, RN ;

Nazarali, AJ ;

Motaganahalli, NL ;

Zello, GA ;

Quail, JW ;

Oloo, EO ;

Kraatz, HB ;

Prisciak, JS ;

Allen, TM ;

Santos, CL ;

Balzarini, J ;

De Clercq, E ;

Manavathu, EK .

JOURNAL OF MEDICINAL CHEMISTRY, 2001, 44 (04) :586-593

[6] Curcumin analogs as potent aldose reductase inhibitors [J].

Du, ZY ;

Bao, YD ;

Liu, Z ;

Qiao, W ;

Ma, L ;

Huang, ZS ;

Gu, LQ ;

Chan, ASC .

ARCHIV DER PHARMAZIE, 2006, 339 (03) :123-128

[7] Synthesis and biological evaluation of certain α,β-unsaturated ketones and their corresponding fused pyridines as antiviral and cytotoxic agents [J].

El-Subbagh, HI ;

Abu-Zaid, SM ;

Mahran, MA ;

Badria, FA ;

Al-Obaid, AM .

JOURNAL OF MEDICINAL CHEMISTRY, 2000, 43 (15) :2915-2921

[8] REGIO-CHEMICAL AND STEREO-CHEMICAL ASPECTS OF [2+2] PHOTOCYCLOADDITION BETWEEN 1-BENZOYLINDOLES AND OLEFINS [J].

IKEDA, M ;

OHNO, K ;

MOHRI, S ;

TAKAHASHI, M ;

TAMURA, Y .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1984, (03) :405-412

[9] Free radical scavenging ability and antioxidant efficiency of curcumin and its substituted analogue [J].

Khopde, SM ;

Priyadarsini, KI ;

Venkatesan, P ;

Rao, MNA .

BIOPHYSICAL CHEMISTRY, 1999, 80 (02) :85-91

[10] Syntheses of curcumin bioconjugates and study of their antibacterial activities against β-lactamase-producing microorganisms [J].

Kumar, S ;

Narain, U ;

Tripathi, S ;

Misra, K .

BIOCONJUGATE CHEMISTRY, 2001, 12 (04) :464-469

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