SCOPUS 정보 검색 플랫폼

Journal of Medicinal Chemistry

Volumn 43, Issue 24, 2000, Pages 4711-4720

Formaldehyde-induced alkylation of a 2'-aminoglucose rebeccamycin derivative to both A·T and G·C base pairs in DNA

(7) Bailly, C a Goossens, J F b Laine, W a Anizon, F c Prudhomme, M c Ren, J d Chaires, J B d

a CENTRE OSCAR LAMBRET (France)

b UNIV LILLE (France)

c UNIVERSITÉ CLERMONT AUVERGNE (France)

d UNIVERSITY OF MISSISSIPPI MEDICAL CENTER (United States)

Author keywords

[No Author keywords available]

Indexed keywords

1,11 DICHLORO 6 (2 DIETHYLAMINOETHYL) 12,13 DIHYDRO 5H INDOLO[2,3 A]PYRROLO[3,4 C]CARBAZOLE 5,7(6H) DIONE 13 (4 O METHYLGLUCOSIDE); 6 FORMYLAMINO 12,13 DIHYDRO 1,11 DIHYDROXY 5H INDOLO[2,3 A][PYRROLO[3,4 C]CARBAZOLE 5,7(6H) DIONE 13 GLUCOSIDE; 6 FORMYLAMINO 12,13 DIHYDRO 1,11 DIHYDROXY 5H INDOLO[2,3 A]PYRROLO[3,4 C]CARBAZOLE 5,7(6H) DIONE 13 GLUCOSIDE; ANTINEOPLASTIC AGENT; CARBAZOLE DERIVATIVE; FORMALDEHYDE; INDOLE DERIVATIVE; REBECCAMYCIN; UNCLASSIFIED DRUG;

ARTICLE; BASE PAIRING; CONTROLLED STUDY; DNA ALKYLATION; DNA DRUG COMPLEX; DRUG DNA BINDING; DRUG STRUCTURE;

ALKYLATION; AMINOGLYCOSIDES; ANTI-BACTERIAL AGENTS; ANTIBIOTICS, ANTINEOPLASTIC; ANTINEOPLASTIC AGENTS, ALKYLATING; CARBAZOLES; CROSS-LINKING REAGENTS; DAUNORUBICIN; DNA; ELECTROPHORESIS, POLYACRYLAMIDE GEL; FLUORESCENCE; FORMALDEHYDE; INDOLES; NUCLEIC ACID DENATURATION;

EID: 0034736031 PISSN: 00222623 EISSN: None Source Type: Journal
DOI: 10.1021/jm0003438 Document Type: Article

Times cited : (15)

References (30)

1
- 0030762374
- Indolocarbazoles as anti-cancer agents
- (1997) Curr. Pharm. Des. , vol.3 , pp. 265-290
- Prudhomme, M.¹

2
- 0034117357
- Noncamptothecin topoisomerase I compounds as potential anticancer agents
- (2000) Exp. Opin. Ther. Patents , vol.10 , pp. 635-666
- Long, B.H.¹ Balasubramanian, B.N.²

3
- 0003267271
- Phase I and pharmacology study of 5-day infusion of NB-506
- (1997) Proc. Am. Soc: Clin. Oncol. , vol.16
- Ohe, Y.¹ Tanigawara, Y.² Fujii, H.³ Ohtsu, T.⁴ Wakita, H.⁵ Igarashi, T.⁶ Minami, H.⁷ Eguchi, K.⁸ Shinkai, T.⁹ Tamura, T.¹⁰ Kunotoh, H.¹¹ Saijo, N.¹² Okada, K.¹³ Ogino, H.¹⁴ Sasaki, Y.¹⁵

4
- 0041384042
- A phase I clinical and pharmacokinetic study of rebeccamycin analogue (NSC655649) given daily for 5 consecutive days
- (1999) Proc. Am. Soc. Clin. Oncol. , vol.18
- Dowlati, A.¹ Remick, S.C.² Majka, S.³ Ingalls, S.⁴ Hoppel, C.⁵ Spiro, T.⁶ Gerson, S.⁷ Willson, J.K.V.⁸

5
- 0034040082
- Topoisomerase I poisons and suppressors as anticancer drugs
- (2000) Curr. Med. Chem. , vol.7 , pp. 39-58
- Bailly, C.¹

6
- 0033133944
- Calories from carbohydrates. Energetic contribution of the carbohydrate moiety of rebeccamycin to DNA binding and the effect of its orientation on topoisomerase I inhibition
- (1999) Chem. Biol. , vol.6 , pp. 277-286
- Bailly, C.¹ Qu, X.² Graves, D.E.³ Prudhomme, M.⁴ Chaires, J.B.⁵

7
- 4143080522
- Energetics of drug-DNA interactions
- (1998) Biopolymers , vol.44 , pp. 201-215
- Chaires, J.B.¹

8
- 0000703053
- Molecular recognition of DNA by daunomuricin
- Advances in DNA Sequence Specific Agents; Palumbo, M., Ed.; JAI Press Inc.: Greenwich, CT
- (1996) , vol.2 , pp. 141-167
- Chaires, J.B.¹

9
- 0031938920
- Recognition of specific sequences in DNA by a topoisomerase I inhibitor derived from the antitumor drug rebeccamycin
- (1998) Mol. Pharmacol. , vol.53 , pp. 77-87
- Bailly, C.¹ Colson, P.² Houssier, C.³ Rodrigues-Pereira, E.⁴ Prudhomme, M.⁵ Waring, M.J.⁶

10
- 0030944043
- DNA cleavage by topoisomerase I in the presence of indolocarbazole derivatives of rebeccamycin
- (1997) Biochemistry , vol.36 , pp. 3917-3929
- Bailly, C.¹ Riou, J.F.² Colson, P.³ Houssier, C.⁴ Rodrigues-Pereira, E.⁵ Prudhomme, M.⁶

11
- 0025869558
- Formaldehyde cross-links daunorubicin and DNA efficiently: HPLC and X-ray diffraction studies
- (1991) Biochemistry , vol.30 , pp. 3812-3815
- Wang, A.H.-J.¹ Gao, Y.-G.² Liaw, Y.-C.³ Li, Y.⁴

12
- 0019883889
- Circular dichroism spectral properties of covalent complexes of deoxyribonucleic acid with n-butylamine
- (1981) Biochemistry , vol.20 , pp. 4987-4995
- Chen, C.Y.¹ Kilkuskie, R.² Hanlon, S.³

13
- 0021113918
- Conformational characteristics of deoxyribonucleic acid-butylamine complexes with C-type circular dichroism spectra. 1. An X-ray fiber diffraction study
- (1983) Biochemistry , vol.22 , pp. 4746-4751
- Chen, C.Y.¹ Pheiffer, B.H.² Zimmerman, S.B.³ Hanlon, S.⁴

14
- 0021113910
- Conformational characteristics of deoxyribonucleic acid-butylamine complexes with C-type circular dichroism spectra. 2. A Raman spectroscopic study
- (1983) Biochemistry , vol.22 , pp. 4751-4756
- Fish, S.R.¹ Chert, C.Y.² Thomas, G.J.³ Hanlon, S.⁴

15
- 0023657146
- Covalent attachment of an alkylamine prevents the B to Z transition in poly(dG-dC)
- (1987) Biochemistry , vol.26 , pp. 8213-8221
- Chen, C.Y.¹ Rinquist, S.² Hanlon, S.³

16
- 0024602840
- Base and conformational specificity of an amine modification of DNA
- (1989) Biopolymers , vol.28 , pp. 549-571
- Maibenco, D.¹ Tang, P.² Shinn, R.³ Hanlon, S.⁴

17
- 0029922702
- Base specific and regioselective chemical cross-linking of daunorubicin to DNA
- (1996) J. Am. Chem. Soc. , vol.118 , pp. 4731-4738
- Leng, F.¹ Savkur, R.² Fokt, I.³ Przewloka, T.⁴ Priebe, W.⁵ Chaires, J.B.⁶

18
- 0033049569
- Enhanced binding to DNA and topoisomerase I inhibition by an analogue of the antitumor antibiotic rebeccamycin containing an amino-sugar residue
- (1999) Mol. Pharmacol. , vol.55 , pp. 377-385
- Bailly, C.¹ Qu, X.² Anizon, F.³ Prudhomme, M.⁴ Riou, J.F.⁵ Chaires, J.B.⁶

19
- 0032561262
- Chemical cross-linking of ethidium to DNA by glyoxal
- (1998) Biochim. Biophys. Acta , vol.1442 , pp. 71-81
- Leng, F.¹ Graves, D.² Chaires, J.B.³

20
- 0030978163
- Binding of daunorubicin to β-D-glucosylated DNA found in protozoa Trypanosoma brucei studied by X-ray crystallography
- (1997) J. Am. Chem. Soc. , vol.119 , pp. 1496-1497
- Gao, Y.G.¹ Robinson, H.² Wijsman, E.R.³ Van der Marel, G.A.⁴ Van Boom, J.H.⁵ Wang, A.H.-J.⁶

21
- 0027299132
- Simultaneous incorporations of two anticancer drugs into DNA. The structures of formaldehyde-cross-linked adducts of daunorubicin-d(CG(araC)GCG) and doxorubicin-d(CA(araC)GTG) complexes at high resolution
- (1993) J. Biol. Chem. , vol.268 , pp. 10095-10101
- Zhang, H.¹ Gao, Y.G.² Van der Marel, G.A.³ Van Boom, J.H.⁴ Wang, A.H.⁵

22
- 0024286079
- Effects of charge modification on the helical period of duplex DNA
- (1988) Biochemistry , vol.27 , pp. 4377-4386
- Kilkuskie, R.¹ Wood, N.² Rinquist, S.³ Shinn, R.⁴ Hanlon, S.⁵

23
- 0019333216
- Isolation and identification of cross-links from formaldehyde-treated nucleic acids
- (1980) Biochemistry , vol.19 , pp. 5525-5531
- Chaw, Y.F.¹ Crane, L.E.² Lange, P.³ Shapiro, R.⁴

24
- 0029053310
- Solution structure of the menogaril-DNA complex
- (1995) J. Am. Chem. Soc. , vol.117 , pp. 5901-5913
- Chen, H.¹ Liu, X.² Patel, D.J.³

25
- 0029812019
- Substitutions at C2' of daunosamine in the anticancer drug daunorubicin alter its DNA-binding sequence specificity
- (1996) Eur. J. Biochem. , vol.240 , pp. 331-335
- Gao, Y.G.¹ Priebe, W.² Wang, A.H.-J.³

26
- 0032526638
- 5C]CG complexes
- (1998) Nucleic Acids Res. , vol.26 , pp. 3001-3005
- Dutta, R.¹ Gao, Y.G.² Priebe, W.³ Wang, A.H.-J.⁴

27
- 0025845286
- Facile formation of a cross-linked adduct between DNA and the daunorubicin derivative MAR70 mediated by formaldehyde: Molecular structure of the MAR70-d(CGTnACG) covalent adduct
- (1991) Proc. Natl. Acad. Sci. U.S.A. , vol.88 , pp. 4845-4849
- Gao, Y.G.¹ Liaw, Y.C.² Li, Y.K.³ Van der Marel, G.A.⁴ Van Boom, J.H.⁵ Wang, A.H.⁶

28
- 0033565676
- Formation of DNA adducts by formaldehyde-activated mitoxantrone
- (1999) Nucleic Acids Res. , vol.27 , pp. 2918-2923
- Parker, B.S.¹ Cullinane, C.² Phillips, D.R.³

29
- 0014966634
- Physicochemical studies on polydeoxyribonucleotides containing defined repeating nucleotide sequences
- (1970) J. Mol. Biol. , vol.54 , pp. 465-497
- Wells, R.D.¹ Larson, J.E.² Grant, R.C.³ Shortle, B.E.⁴ Cantor, C.R.⁵

30
- 0027295656
- Dissection of the free energy of anthracycline antibiotic binding to DNA: Electrostatic contributions
- (1993) J. Am. Chem. Soc. , vol.115 , pp. 5360-5364
- Chaires, J.B.¹ Priebe, W.² Graves, D.E.³ Burke, T.G.⁴

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.