RESONANCE RAMAN-STUDY OF THE BINDING OF THE ANTICANCER DRUG AMSACRINE TO DNA

被引:16
作者
BUTLER, CA
COONEY, RP
DENNY, WA
机构
[1] UNIV AUCKLAND,DEPT CHEM,PRIVATE BAG 92019,AUCKLAND,NEW ZEALAND
[2] UNIV AUCKLAND,SCH MED,CANC LAB,AUCKLAND,NEW ZEALAND
关键词
RESONANCE RAMAN; AMSACRINE; DNA; CANCER DRUG; DNA BINDING;
D O I
10.1366/0003702944029875
中图分类号
TH7 [仪器、仪表];
学科分类号
0804 ; 080401 ; 081102 ;
摘要
The binding of amsacrine [4'-(9-acridinylamino)methanesulfon-m-anisidide] to calf thymus DNA was studied by UV-visible and resonance Raman spectroscopy. A shift of the UV-visible absorption band of amsacrine at 434 to 442 nm together with a decrease in the intensity of this band is observed upon amsacrine-DNA binding. The resonance Raman spectrum of DNA-bound amsacrine shows a general slight decrease in intensity relative to the spectrum of the free species. The significant decrease in intensity of the bands at 1165, 1265, and 1380 cm-1 upon binding to DNA is attributed to the formation of a single amsacrine-DNA species. The assignment of these bands (1165, 1265, and 1380 cm-1), which was based upon a previous normal coordinate analysis (NCA) and molecular neglect of diatomic overlap (MNDO) calculation, and the observed lack of shift in the band positions upon binding are consistent with intercalation being the major binding mode of amsacrine, as inferred previously by other techniques.
引用
收藏
页码:822 / 826
页数:5
相关论文
共 21 条
[1]  
ALBERT A, 1966, ACRIDINES, pCH11
[2]   POTENTIAL ANTITUMOR AGENTS .41. ANALOGS OF AMSACRINE WITH ELECTRON-DONOR SUBSTITUENTS IN THE ANILINO RING [J].
ATWELL, GJ ;
REWCASTLE, GW ;
DENNY, WA ;
CAIN, BF ;
BAGULEY, BC .
JOURNAL OF MEDICINAL CHEMISTRY, 1984, 27 (03) :367-372
[3]   INTERACTION OF ETHIDIUM WITH SYNTHETIC DOUBLE-STRANDED POLYNUCLEOTIDES AT LOW IONIC-STRENGTH [J].
BAGULEY, BC ;
FALKENHAUG, EM .
NUCLEIC ACIDS RESEARCH, 1978, 5 (01) :161-171
[4]   NORMAL COORDINATE ANALYSIS AND MNDO CALCULATIONS - ASSIGNMENT OF THE VIBRATIONAL-SPECTRUM OF ACRIDINE [J].
BUTLER, CA ;
COONEY, RP .
JOURNAL OF RAMAN SPECTROSCOPY, 1993, 24 (04) :199-205
[5]   RAMAN-SPECTROSCOPIC STUDIES OF AMSACRINE [J].
BUTLER, CA ;
COONEY, RP ;
DENNY, WA .
APPLIED SPECTROSCOPY, 1992, 46 (10) :1540-1544
[6]  
BUTLER CA, 1993, THESIS U AUCKLAND AU
[7]   POTENTIAL ANTITUMOR AGENTS .14. ACRIDYLMETHANESULFONANILIDES [J].
CAIN, BF ;
SEELYE, RN ;
ATWELL, GJ .
JOURNAL OF MEDICINAL CHEMISTRY, 1974, 17 (09) :922-930
[8]  
Denny W.A., 1983, MOL ASPECTS ANTICANC, P1, DOI 10.1007/978-1-349-06010-8_1.
[9]  
DENNY WA, 1987, ANTI-CANCER DRUG DES, V2, P71
[10]  
DENNY WA, 1986, CANCER RES, V46, P1717