RNA specific molecules: Cytotoxic plant alkaloid palmatine binds strongly to poly(A)

被引：45

作者：

Giri, P ^{[1
]}

Hossain, M ^{[1
]}

Kumar, GS ^{[1
]}

机构：

[1] Indian Inst Chem Biol, Biophys Chem Lab, Kolkata 700032, W Bengal, India

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2006年 / 16卷 / 09期

关键词：

palmatine; RNA; poly(A); binding; spectroscopy; ITC;

D O I：

10.1016/j.bmcl.2006.01.124

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

The cytotoxic plant alkaloid palmatine was found to bind strongly by partial intercalation to single stranded poly(A) structure with binding affinity (K-a) of (8.36 +/- 0.26) x 10(5) M-1. The binding of palmatine was characterized to be exothermic and enthalpy driven with one palmatine for every two adenine residues. On the other hand, the binding to the double stranded poly(A) has been found to be significantly weak. This study identifies poly(A) as a potential bio-target for the alkaloid palmatine and its use as a lead compound in antitumor drug screening. (C) 2006 Elsevier Ltd. All rights reserved.

引用

页码：2364 / 2368

页数：5

共 28 条

[1] Structure-based and combinatorial search for new RNA-binding drugs [J].

Afshar, M ;

Prescott, CD ;

Varani, G .

CURRENT OPINION IN BIOTECHNOLOGY, 1999, 10 (01) :59-63

[2]

Bloomfield VA, 2004, NUCL ACIDS STRUCTURE

[3] RNA structure [J].

Conn, GL ;

Draper, DE .

CURRENT OPINION IN STRUCTURAL BIOLOGY, 1998, 8 (03) :278-285

[4] Targeting RNA with small-molecule drugs: Therapeutic promise and chemical challenges [J].

Gallego, J ;

Varani, G .

ACCOUNTS OF CHEMICAL RESEARCH, 2001, 34 (10) :836-843

[5] The mechanism of guanine specific photooxidation in the presence of berberine and palmatine: Activation of photosensitized singlet oxygen generation through DNA-binding interaction [J].

Hirakawa, K ;

Kawanishi, S ;

Hirano, T .

CHEMICAL RESEARCH IN TOXICOLOGY, 2005, 18 (10) :1545-1552

[6] CONFORMATION OF POLYRIBOADENYLIC ACID - PH AND TEMPERATURE DEPENDENCE [J].

HOLCOMB, DN ;

TINOCO, I .

BIOPOLYMERS, 1965, 3 (02) :121-&

[7] Tuning of intercalation and electron-transfer processes between DNA and acridinium derivatives through steric effects [J].

Joseph, J ;

Kuruvilla, E ;

Achuthan, AT ;

Ramaiah, D ;

Schuster, GB .

BIOCONJUGATE CHEMISTRY, 2004, 15 (06) :1230-1235

[8] Cytotoxicity and DNA binding properties of the plant alkaloid burasaine [J].

Kluza, J ;

Baldeyrou, B ;

Colson, P ;

Rasoanaivo, P ;

Mambu, L ;

Frappier, F ;

Bailly, C .

EUROPEAN JOURNAL OF PHARMACEUTICAL SCIENCES, 2003, 20 (4-5) :383-391

[9] BERBERINE COMPLEXES WITH DNA IN THE BERBERINE-INDUCED APOPTOSIS IN HUMAN LEUKEMIC HL-60 CELLS [J].

KUO, CL ;

CHOU, CC ;

YUNG, BYM .

CANCER LETTERS, 1995, 93 (02) :193-200

[10] SANGUINARINE - A MONOFUNCTIONAL INTERCALATING ALKALOID [J].

MAITI, M ;

NANDI, R ;

CHAUDHURI, K .

FEBS LETTERS, 1982, 142 (02) :280-284

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