ANTIFUNGAL AND ANTITUMOR-ACTIVITY OF HETEROCYCLIC THIOSEMICARBAZONES AND THEIR METAL-COMPLEXES - CURRENT STATUS

被引:346
作者
LIBERTA, AE [1 ]
WEST, DX [1 ]
机构
[1] ILLINOIS STATE UNIV, DEPT CHEM, NORMAL, IL 61761 USA
关键词
ASPERGILLUS-NIGER; PAECILOMYCES-VARIOTII; ANTIFUNGAL; ANTITUMOR; THIOSEMICARBAZONES;
D O I
10.1007/BF01062223
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
More than 75 substituted thiosemicarbazones and a number of metal complexes of each have been assayed for their antifungal activity. Their activity is significantly affected by the substituted groups attached at both 1N and 4N of the thiosemicarbazone moiety. Greatest activity occurs for 2-substituted pyridine thiosemicarbazones with differences observed for 2-formylpyridine, 2-acetylpyridine and 2-benzoylpyridine derivatives and their metal complexes. Further, there are activity differences for 4N-alkyl-, 4N-aryl-, 4N-dialkyl- and 3-azacyclothiosemicarbazones and their metal complexes as well as changes in the substituent size among each of these subgroups. Cu(II) complexes are often more active than the uncomplexed thiosemicarbazones, with the latter showing similar activity to Ni(II) complexes in many instances. The reduction potential of the thiosemicarbazone ligand in a Cu(II) complex, the strength of the ligand field and various spectral properties can be correlated to the inhibitory activity.
引用
收藏
页码:121 / 126
页数:6
相关论文
共 22 条
[1]   SOME PROPERTIES OF COPPER AND ZINC-COMPLEXES OF 2-FORMYLPYRIDINE THIOSEMICARBAZONE [J].
ANTHOLINE, WE ;
KNIGHT, JM ;
PETERING, DH .
INORGANIC CHEMISTRY, 1977, 16 (03) :569-574
[2]  
BLANZ EJ, 1968, CANCER RES, V28, P2419
[3]  
Boyd M.K., 1989, CANCER PRINCIPLES PR, V3, P1
[4]  
CORY JG, 1979, CANCER RES, V39, P4600
[5]   INHIBITION OF CLINICALLY SIGNIFICANT BACTERIAL ORGANISMS INVITRO BY 2-ACETYLPYRIDINE THIOSEMICARBAZONES [J].
DOBEK, AS ;
KLAYMAN, DL ;
DICKSON, ET ;
SCOVILL, JP ;
TRAMONT, EC .
ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, 1980, 18 (01) :27-36
[6]   CARCINOSTATIC ACTIVITY OF THIOSEMICARBAZONES OF FORMYL HETEROAROMATIC COMPOUNDS .6. 1-FORMYLISOQUINOLINE DERIVATIVES BEARING ADDITIONAL RING SUBSTITUENTS, WITH NOTES ON MECHANISM OF ACTION [J].
FRENCH, FA ;
BLANZ, EJ ;
DOAMARAL, JR ;
FRENCH, DA .
JOURNAL OF MEDICINAL CHEMISTRY, 1970, 13 (06) :1117-&
[7]  
GROVER RK, 1962, PHYTOPATHOLOGY, V52, P876
[8]   CHROMATID BREAKAGE - DIFFERENTIAL EFFECT OF INHIBITORS OF DNA-SYNTHESIS DURING G2 PHASE [J].
KARON, M ;
BENEDICT, WF .
SCIENCE, 1972, 178 (4056) :62-&
[9]   2-ACETYLPYRIDINE THIOSEMICARBAZONES .13. DERIVATIVES WITH ANTIFILARIAL ACTIVITY [J].
KLAYMAN, DL ;
LIN, AJ ;
MCCALL, JW ;
WANG, SY ;
TOWNSON, S ;
GROGL, M ;
KINNAMON, KE .
JOURNAL OF MEDICINAL CHEMISTRY, 1991, 34 (04) :1422-1425
[10]   2-ACETYLPYRIDINE THIOSEMICARBAZONES .1. NEW CLASS OF POTENTIAL ANTI-MALARIAL AGENTS [J].
KLAYMAN, DL ;
BARTOSEVICH, JF ;
GRIFFIN, TS ;
MASON, CJ ;
SCOVILL, JP .
JOURNAL OF MEDICINAL CHEMISTRY, 1979, 22 (07) :855-862