SYNTHESIS AND CHARACTERIZATION OF PLATINUM COMPLEXES WITH ACYCLOVIR AND SOME ACETYLATED DERIVATIVES - CRYSTAL AND MOLECULAR-STRUCTURE OF TRANS-[9-(2-ACETOXYETHOXY-METHYL)GUANINE-KN7]DICHLORO(ETA-ETHYLENE) PLATINUM (II)

SYNTHESIS AND CHARACTERIZATION OF PLATINUM COMPLEXES WITH ACYCLOVIR AND SOME ACETYLATED DERIVATIVES - CRYSTAL AND MOLECULAR-STRUCTURE OF TRANS-[9-(2-ACETOXYETHOXY-METHYL)GUANINE-KN7]DICHLORO(ETA-ETHYLENE) PLATINUM (II)
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DOI:
10.1039/dt9910001867
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发表时间:
1991-08-01
期刊:
JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS
影响因子:
--
通讯作者:
NATILE, G
NATILE, G
中科院分区:
其他
文献类型:
--
作者:
CAVALLO, L;CINI, R;NATILE, G

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通过Zeise盐与选择的N(9)-烷基化的鸟嘌呤衍生物L [9-(2-甲氧基苯基)-1,3,4-二氧杂环己基)-1,3,4-二氧杂环己基)-1,4-二氧杂环己基的反应,(2-羟乙氧基甲基)鸟嘌呤,阿昔洛韦,L1; 9-(2-乙酰氧基乙氧基甲基)鸟嘌呤、单乙酰基阿昔洛韦、L2;或9-乙酰基阿昔洛韦。(2-乙酰氧基乙氧基甲基)-N(2)-乙酰基鸟嘌呤,二乙酰基阿昔洛韦,L3]配合物反式-[PtCl 2(eta-2-C2 H4)L](L = L1,1; L2,2;或L3,3)。从1,2-二氯乙烷溶液中得到了配合物2的晶体,经X射线单晶衍射表征:单斜晶系,空间群C2/c,a = 41.290(6),B = 4.896(3),c = 18.285(2)埃,β = 112.02(1)度,Z = 8。细化分别收敛到0.0204和0.0240的R和R'值。金属配位是正方形平面的,包括乙烯配体、两个反式氯离子和鸟嘌呤配体的N(7)原子。PT... O(6)距离为3.672(2)埃,排除了这两个原子之间的任何成键相互作用。键长和键角是正常的。在甲醇溶液中,配合物1-3的NMR谱与L与溶剂的交换一致。在氯仿溶液中,光谱与嘌呤配体的N(7)配位一致。对于2,NH 2信号在降低温度时分裂成两个共振,与该基团围绕C(2)-NH 2键的受限旋转一致。配合物3的N(1)H信号相对低场,表明与C(2)NHCOMe基团的羰基氧的氢键相互作用。只有一个旋转异构体的这后一组似乎存在。合成并表征了配合物[PtCl_2(dmso)L](dmso =二甲基亚砜; L = L1,4; L2,5;或L3,6),[PtCl_2L_2](L = L2,7;或L3,8)和[PtCl(NH_3)_2L_1] NO_3_9。
By reaction of Zeise's salt with selected, N(9)-alkylated, guanine derivatives L [9-(2-hydroxyethoxymethyl)guanine, acyclovir, L1; 9-(2-acetoxyethoxymethyl)guanine, monoacetylacyclovir, L2; or 9-(2-acetoxyethoxymethyl)-N(2)-acetylguanine, diacetylacyclovir, L3] the complexes trans-[PtCl2(eta-2-C2H4)L] (L = L1, 1; L2, 2; or L3, 3) have been prepared. Crystals of complex 2 were obtained from 1,2-dichloroethane solution and characterized by X-ray crystallography: monoclinic, space group C2/c, a = 41.290(6), b = 4.896(3), c = 18.285(2) angstrom, beta = 112.02(1)-degrees and Z = 8. The refinement converged to R and R' values of 0.0204 and 0.0240, respectively. The metal co-ordination is square planar, involving the ethylene ligand, the two trans chloride ions, and the N(7) atom of the guanine ligand. The Pt...O(6) distance of 3.672(2) angstrom excludes any bonding interaction between these two atoms. The bond lengths and angles are normal. In methanol solution the NMR spectra of complexes 1-3 are consistent with exchange of L with solvent. In chloroform solution the spectra are consistent with N(7) co-ordination of the purine ligand. For 2 the NH2 signal splits into two resonances on lowering the temperature, consistent with restricted rotation of this group about the C(2)-NH2 bond. The N(1)H signal for complex 3 is relatvely downfield, suggesting a hydrogen-bond interaction with the carbonyl oxygen of the C(2)NHCOMe group. Only one rotational isomer for this latter group appears to be present. The complexes [PtCl2(dmso)L] (dmso = dimethyl sulphoxide; L = L1, 4; L2, 5; or L3, 6), [PtCl2L2] (L = L2, 7; or L3, 8) and [PtCl(NH3)2L1]NO3 9 were also synthesized and characterized.