MODE OF ACTION OF THE SCHISTOSOMICIDE HYCANTHONE - SITE OF DNA ALKYLATION

被引：21

作者：

ARCHER, S ^{[1
]}

ELHAMOULY, W ^{[1
]}

SEYEDMOZAFFARI, A ^{[1
]}

BUTLER, RH ^{[1
]}

PICAMATTOCCIA, L ^{[1
]}

CIOLI, D ^{[1
]}

机构：

[1] INST CELL BIOL,ROME,ITALY

来源：

MOLECULAR AND BIOCHEMICAL PARASITOLOGY | 1990年 / 43卷 / 01期

关键词：

Deoxyguanosine adduct; DNA alkylation; Drug action; Hycanthone; Schistosoma mansoni;

D O I：

10.1016/0166-6851(90)90133-7

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Condensation of hycanthone N-methylcarbamate (HNMC) with deoxyguanosine (dG) furnished a mixture of the N-1 and N2 adducts which were purified and characterized as their acetates. Condensation of HNMC with thymidine (T) gave the N-3 adduct in poor yield. Adenosine (A) and cytidine (C) did not react with HNMC. Incubation of schistosomes with either [3H]hycanthone (HC) or [3H]HNMC furnished DNA to which [3H]HC was covalently bound. The alkylated DNA was degraded enzymically and the radiolabeled nucleosides were separated using HPLC. Two major peaks were observed which coincided in retention time with the synthetic N-1 and N2 alkylated dG. Alkylated T was absent. Thus, the site of alkylation of DNA by either HC or HNMC is dG. © 1990.

引用

页码：89 / 96

页数：8

共 11 条

[1] PREPARATION AND ANTISCHISTOSOMAL AND ANTITUMOR-ACTIVITY OF HYCANTHONE AND SOME OF ITS CONGENERS - EVIDENCE FOR THE MODE OF ACTION OF HYCANTHONE
ARCHER, S
PICAMATTOCCIA, L
CIOLI, D
SEYEDMOZAFFARI, A
ZAYED, AH
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 1988, 31 (01) : 254 - 260
[2] GENETIC-ANALYSIS OF HYCANTHONE RESISTANCE IN SCHISTOSOMA-MANSONI
CIOLI, D
MATTOCCIA, LP
[J]. AMERICAN JOURNAL OF TROPICAL MEDICINE AND HYGIENE, 1984, 33 (01) : 80 - 88
[3] CIOLI D, 1985, LIFE SCI, V37, P161, DOI 10.1016/0024-3205(85)90419-9
[4] QUANTITATIVE REVERSED-PHASE HIGH-PERFORMANCE LIQUID-CHROMATOGRAPHIC DETERMINATION OF MAJOR AND MODIFIED DEOXYRIBONUCLEOSIDES IN DNA
KUO, KC
MCCUNE, RA
GEHRKE, CW
MIDGETT, R
EHRLICH, M
[J]. NUCLEIC ACIDS RESEARCH, 1980, 8 (20) : 4763 - 4776
[5] MOSCHEL RC, 1980, J ORG CHEM, V45, P533, DOI 10.1021/jo01291a037
[6] SELECTIVITY IN NUCLEOSIDE ALKYLATION AND ARALKYLATION IN RELATION TO CHEMICAL CARCINOGENESIS
MOSCHEL, RC
HUDGINS, WR
DIPPLE, A
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1979, 44 (19) : 3324 - 3328
[7] NUCLEOSIDES .17. BENZYLATION-DEBENZYLATION STUDIES ON NUCLEOSIDES
PHILIPS, KD
HORWITZ, JP
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1975, 40 (12) : 1856 - 1858
[8] BINDING OF TRITIATED HYCANTHONE AND HYCANTHONE N-METHYLCARBAMATE TO MACROMOLECULES OF DRUG-SENSITIVE AND DRUG-RESISTANT SCHISTOSOMES
PICAMATTOCCIA, L
CIOLI, D
ARCHER, S
[J]. MOLECULAR AND BIOCHEMICAL PARASITOLOGY, 1988, 31 (01) : 87 - 96
[9] STUDIES ON THE MODE OF ACTION OF OXAMNIQUINE AND RELATED SCHISTOSOMICIDAL DRUGS
PICAMATTOCCIA, L
CIOLI, D
[J]. AMERICAN JOURNAL OF TROPICAL MEDICINE AND HYGIENE, 1985, 34 (01) : 112 - 118
[10] BINDING OF OXAMNIQUINE TO THE DNA OF SCHISTOSOMES
PICAMATTOCCIA, L
CIOLI, D
ARCHER, S
[J]. TRANSACTIONS OF THE ROYAL SOCIETY OF TROPICAL MEDICINE AND HYGIENE, 1989, 83 (03) : 373 - 376

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