P-3A AND (-)-DESACETAMIDO P-3A - DEMONSTRATION AND STUDY OF THEIR EFFECTIVE FUNCTIONAL CLEAVAGE OF DUPLEX DNA

被引：15
作者：
BOGER, DL
YANG, WJ
机构：
[1] Department of Chemistry, The Scripps Research Institute, La Jolla, CA 92037
来源：
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 1992年 / 2卷 / 12期
关键词：
D O I：
10.1016/S0960-894X(00)80449-7
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
A study of the Fe(II) complexes of P-3A (1) and (-)-desacetamido P-3A (2) abilities to cleave duplex DNA was conducted through examination of single-strand and double-strand cleavage of supercoiled phiX 174 RFI DNA (Form I) in the presence of O2 to produce relaxed (Form II) and linear (Form III) DNA, respectively. Like Fe(II)-bleomycin A2 and deglycobleomycin A2, Fe(II)-1 and 2 effectively produced both single- and double-strand cleavage of supercoiled phiX174 DNA. Unlike Fe(II)-bleomycin A2 or deglycobleomycin A2, Fe(II)-l and 2 were found to cleave duplex w794 DNA with no discernible sequence selectively suggesting that the polynucleotide recognition of the C-terminus tetrapeptide S subunit of the bleomycins including the bithiazole may dominate the bleomycin A2 DNA cleavage selectivity.
引用
收藏
页码：1649 / 1654
页数：6
相关论文
共 32 条
[1]   LOCATIONS OF NUCLEOSOMES ON THE REGULATORY REGION OF SIMIAN VIRUS-40 CHROMATIN [J].
AMBROSE, C ;
RAJADHYAKSHA, A ;
LOWMAN, H ;
BINA, M .
JOURNAL OF MOLECULAR BIOLOGY, 1989, 210 (02) :255-263
[2]   DEGLYCOBLEOMYCIN - TOTAL SYNTHESIS AND OXYGEN-TRANSFER PROPERTIES OF AN ACTIVE BLEOMYCIN ANALOG [J].
AOYAGI, Y ;
SUGUNA, H ;
MURUGESAN, N ;
EHRENFELD, GM ;
CHANG, LH ;
OHGI, T ;
SHEKHANI, MS ;
KIRKUP, MP ;
HECHT, SM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1982, 104 (19) :5237-5239
[3]   A SIMPLE METHOD FOR THE PURIFICATION AND ISOLATION OF BLEOMYCIN-A2 [J].
BOGER, DL ;
MENEZES, RF ;
YANG, WJ .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1992, 2 (09) :959-962
[4]   AN ALTERNATIVE AND CONVENIENT STRATEGY FOR GENERATION OF SUBSTANTIAL QUANTITIES OF SINGLY 5'-P-32-END-LABELED DOUBLE-STRANDED DNA FOR BINDING-STUDIES - DEVELOPMENT OF A PROTOCOL FOR EXAMINATION OF FUNCTIONAL FEATURES OF (+)-CC-1065 AND THE DUOCARMYCINS THAT CONTRIBUTE TO THEIR SEQUENCE-SELECTIVE DNA ALKYLATION PROPERTIES [J].
BOGER, DL ;
MUNK, SA ;
ZARRINMAYEH, H ;
ISHIZAKI, T ;
HAUGHT, J ;
BINA, M .
TETRAHEDRON, 1991, 47 (14-15) :2661-2682
[5]   SYNTHESIS OF DESACETAMIDO P-3A - 1,3,5-TRIAZINE-]PYRIMIDINE HETEROAROMATIC AZADIENE DIELS-ALDER REACTION [J].
BOGER, DL ;
DANG, Q .
JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (06) :1631-1633
[6]   SYNTHESIS OF DESACETAMIDOPYRIMIDOBLAMIC ACID AND DEGLYCO DESACETAMIDOBLEOMYCIN-A(2) [J].
BOGER, DL ;
MENEZES, RF ;
DANG, Q .
JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (16) :4333-4336
[7]  
BOGER DL, UNPUB
[8]   POLYNUCLEOTIDE RECOGNITION AND STRAND SCISSION BY FE-BLEOMYCIN [J].
CARTER, BJ ;
REDDY, KS ;
HECHT, SM .
TETRAHEDRON, 1991, 47 (14-15) :2463-2474
[9]   SEQUENCE SPECIFIC CLEAVAGE OF DNA BY ANTI-TUMOR ANTIBIOTICS NEOCARZINOSTATIN AND BLEOMYCIN [J].
DANDREA, AD ;
HASELTINE, WA .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1978, 75 (08) :3608-3612
[10]   FREE-RADICAL MECHANISMS INVOLVED IN THE FORMATION OF SEQUENCE-DEPENDENT BISTRANDED DNA LESIONS BY THE ANTITUMOR ANTIBIOTICS BLEOMYCIN, NEOCARZINOSTATIN, AND CALICHEAMICIN [J].
DEDON, PC ;
GOLDBERG, IH .
CHEMICAL RESEARCH IN TOXICOLOGY, 1992, 5 (03) :311-332
1234