Chiral preference of L-tryptophan derived metal-based antitumor agent of late 3d-metal ions (Co(II), Cu(II) and Zn(II)) in comparison to D- and DL-tryptophan analogues: their in vitro reactivity towards CT DNA, 5'-GMP and 5'-TMP.

Arjmand F; Muddassir M; Khan RH

首页> 外文期刊>European Journal of Medicinal Chemistry: Chimie Therapeutique >Chiral preference of L-tryptophan derived metal-based antitumor agent of late 3d-metal ions (Co(II), Cu(II) and Zn(II)) in comparison to D- and DL-tryptophan analogues: their in vitro reactivity towards CT DNA, 5'-GMP and 5'-TMP.

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Chiral preference of L-tryptophan derived metal-based antitumor agent of late 3d-metal ions (Co(II), Cu(II) and Zn(II)) in comparison to D- and DL-tryptophan analogues: their in vitro reactivity towards CT DNA, 5'-GMP and 5'-TMP.

机译：与D-和DL-色氨酸类似物相比，晚期3d-金属离子（Co（II），Cu（II）和Zn（II））的L-色氨酸衍生的金属基抗肿瘤药的手性偏爱：它们对D-色氨酸和DL-色氨酸类似物的体外反应性CT DNA，5'-GMP和5'-TMP。

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To evaluate the biological preference of chiral drugs for molecular target DNA, new potential metal-based chemotherapeutic agents 1-3 (a-c) of late 3d-transition metals derived from l form, d form, and dl-tryptophan, respectively were synthesized and thoroughly characterized. Interaction studies of 1-3 (a-c) with CT DNA, 5'GMP and 5'-TMP have been carried out. The results reveal that the extent of DNA binding of l form of copper 2a was greatest in comparison to rest of complexes via electrostatic interaction. This was further confirmed by nuclease activity of 2a with supercoiled pBR322 DNA and it was observed that cleavage reaction involves various oxygen species and superoxide radicals by oxidative cleavage mechanism. The complex 2a exhibited significant antitumor activity against MCF-7 cell line.

机译：为了评估手性药物对分子靶DNA的生物学偏好，分别合成并彻底地合成了衍生自l型，d型和dl-色氨酸的晚期3d-过渡金属的新型潜在金属基化学治疗剂1-3（ac）。表征。已经进行了1-3（a-c）与CT DNA，5'GMP和5'-TMP的相互作用研究。结果表明与通过静电相互作用的其余复合物相比，I型铜2a的DNA结合程度最大。通过超螺旋pBR322 DNA 2a的核酸酶活性进一步证实了这一点，并且观察到裂解反应通过氧化裂解机理涉及各种氧和超氧自由基。复合物2a对MCF-7细胞系显示出显着的抗肿瘤活性。

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《European Journal of Medicinal Chemistry: Chimie Therapeutique》 |2010年第9期|共9页
作者
Arjmand F; Muddassir M; Khan RH;
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中图分类医药、卫生;劳动卫生;
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1. Chiral preference of L-tryptophan derived metal-based antitumor agent of late 3d-metal ions (Co(II), Cu(II) and Zn(II)) in comparison to D- and DL-tryptophan analogues: their in vitro reactivity towards CT DNA, 5'-GMP and 5'-TMP. [J] . Arjmand F, Muddassir M, Khan RH European Journal of Medicinal Chemistry: Chimie Therapeutique . 2010,第9期

机译：与D-和DL-色氨酸类似物相比，晚期3d-金属离子（Co（II），Cu（II）和Zn（II））的L-色氨酸衍生的金属基抗肿瘤药的手性偏爱：它们对D-色氨酸和DL-色氨酸类似物的体外反应性CT DNA，5'-GMP和5'-TMP。
2. Metal-Based Antibacterial and Antifungal Agents: Synthesis, Characterization, and In Vitro Biological Evaluation of Co(II), Cu(II), Ni(II), and Zn(II) Complexes with Amino Acid-Derived Compounds [J] . Zahid H.Chohan, M.Arif, Muhammad A.Akhtar, Bioinorganic chemistry and applications . 2006,第9期

机译：金属基抗菌剂和抗真菌剂：Co（II），Cu（II），Ni（II）和Zn（II）配合物与氨基酸衍生化合物的合成，表征和体外生物学评估
3. DNA binding studies of novel copper(II) complexes containing L-tryptophan as chiral auxiliary: In vitro antitumor activity of Cu-Sn-2 complex in human neuroblastoma cells [J] . Chauhan M, Banerjee K, Arjmand F Inorganic Chemistry: A Research Journal that Includes Bioinorganic, Catalytic, Organometallic, Solid-State, and Synthetic Chemistry and Reaction Dynamics . 2007,第8期

机译：含L-色氨酸作为手性助剂的新型铜（II）配合物的DNA结合研究：Cu-Sn-2配合物在人神经母细胞瘤细胞中的体外抗肿瘤活性
4. DNA Minor Groove Recognition by Ni(II)· and Cu(II)·Gly-Gly-His Derived Metallopeptides Models of Protein and Natural Product DNA Recognition [C] . Annual meeting of the ACS Central Region . 2009

机译：Ni（II）·和Cu（ii）·甘蓝（II）的DNA轻微的沟槽识别术语 - 他的衍生蛋白质和天然产品DNA识别的模型
5. Part I. Asymmetric synthesis of bicyclic analogues of risedronate as molecular probes of the mechanism of action of bisphosphonate antiosteoporotic drugs and potentially more efficacious antiosteoporotic agents. Part II. Facile preparation and functionalization of chiral stabilized ylides from common chiral auxiliaries using the Bestmann ylide and their use in Wittig reactions. Part III. Asymmetric organocatalysis: 1. An investigation of alpha-hydroxylation of aldehydes; 2. Synthesis of a novel camphor-based alpha-aminotetrazole organocatalyst. [D] . Song, Xinyi. 2007

机译：第一部分：利塞膦酸盐双环类似物的不对称合成，作为双膦酸盐类抗骨质疏松药和潜在更有效的抗骨质疏松药作用机理的分子探针。第二部分使用Bestmann内酯从常见手性助剂轻松制备和官能化手性稳定化的叶基及其在Wittig反应中的用途。第三部分不对称有机催化：1.醛的α-羟基化研究； 2.合成新的基于樟脑的α-氨基四唑有机催化剂。
6. Metal-Based Antibacterial and Antifungal Agents:Synthesis Characterization and In Vitro BiologicalEvaluation of Co(II) Cu(II) Ni(II) and Zn(II) ComplexesWith Amino Acid-Derived Compounds [O] . Zahid H. Chohan, M. Arif, Muhammad A. Akhtar, 2006

机译：金属基抗菌剂和抗真菌剂：合成表征和体外生物学Co（II）Cu（II）Ni（II）和Zn（II）配合物的评估与氨基酸衍生的化合物
7. Metal-Based Antibacterial and Antifungal Agents: Synthesis, Characterization, and In Vitro Biological Evaluation of Co(II), Cu(II), Ni(II), and Zn(II) Complexes with Amino Acid-Derived Compounds [O] . Zahid H. Chohan, M. Arif, Muhammad A. Akhtar, 2006

机译：金属基抗菌剂和抗真菌剂：Co（II），Cu（II），Ni（II）和Zn（II）与氨基酸衍生化合物的配合物的合成，表征和体外生物学评估

Chiral preference of L-tryptophan derived metal-based antitumor agent of late 3d-metal ions (Co(II), Cu(II) and Zn(II)) in comparison to D- and DL-tryptophan analogues: their in vitro reactivity towards CT DNA, 5'-GMP and 5'-TMP.

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