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通过芳烃-钌受体和新型不对称酰胺配体自组装分子矩形的抗癌活性

Anticancer Activity of Self-Assembled Molecular Rectangles via Arene-Ruthenium Acceptors and a New Unsymmetrical Amide Ligand.

作者信息

Mishra Anurag, Jung Hyunji, Park Jeong Woo, Kim Hong Kyeung, Kim Hyunuk, Stang Peter J, Chi Ki-Whan

机构信息

Department of Chemistry, University of Ulsan, Ulsan 680-749, Republic of Korea.

出版信息

Organometallics. 2012 May 14;31(9):3519-3526. doi: 10.1021/om2012826. Epub 2012 Apr 13.

DOI:10.1021/om2012826
PMID:22639481
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC3359097/
Abstract

Two new and large molecular rectangles 4 and 5 were synthesized from two different arene-ruthenium [Ru(2)(μ-η(4)-C(2)O(4))(MeOH)(2)(η(6)-p-Pr(i)C(6)H(4)Me)(2)]O(3)SCF(3) (2), and [Ru(2) (p-cymene)(2) (donq) (OH(2))(2)] O(3)SCF(3) (donq = 5,8-dioxydo-1,4-naphthaquinonato) (3) acceptors and a new unsymmetrical N-(4-(pyridin-4-ylethynyl)phenyl) isonicotinamide (1) donor ligand. X-ray crystallography of 4 confirmed a molecular rectangle. The (1)H NMR spectra of both rectangles 4 and 5 showed a mixture of two structural, head-to-tail (HTL) and head-to-head (HTH) type, isomers in a 1:1 ratio. The cytotoxicities of both rectangles have been established against Colo320 (colorectal cancer), A549 (lung cancer), MCF-7(breast cancer) and H1299 (lung cancer) human cancer cell lines. The cytotoxicity of rectangle 5 was found to be considerably stronger against all cancer cell lines than that of the reference drug cisplatin.

摘要

由两种不同的芳烃钌[Ru(2)(μ-η(4)-C(2)O(4))(MeOH)(2)(η(6)-p-Pr(i)C(6)H(4)Me)(2)]O(3)SCF(3) (2)和[Ru(2) (对异丙基苯)(2) (5,8-二氧代-1,4-萘醌)(OH(2))(2)] O(3)SCF(3) (5,8-二氧代-1,4-萘醌 = 5,8-dioxydo-1,4-naphthaquinonato) (3)受体以及一种新型不对称N-(4-(吡啶-4-基乙炔基)苯基)异烟酰胺(1)供体配体合成了两种新的大分子矩形化合物4和5。4的X射线晶体学证实了其为分子矩形。矩形化合物4和5的(1)H NMR光谱均显示出两种结构异构体,即头对尾(HTL)型和头对头(HTH)型,比例为1:1的混合物。已测定了这两种矩形化合物对Colo320(结肠直肠癌)、A549(肺癌)、MCF-7(乳腺癌)和H1299(肺癌)人癌细胞系的细胞毒性。发现矩形化合物5对所有癌细胞系的细胞毒性均比参比药物顺铂强得多。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c941/3359097/99244b61c68a/nihms-370862-f0009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c941/3359097/abf4f995e830/nihms-370862-f0001.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c941/3359097/8a1f9b9c5e34/nihms-370862-f0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c941/3359097/6d81f1a12064/nihms-370862-f0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c941/3359097/20143348d3fe/nihms-370862-f0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c941/3359097/31cd2cb9f6e7/nihms-370862-f0007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c941/3359097/26637e271672/nihms-370862-f0008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c941/3359097/99244b61c68a/nihms-370862-f0009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c941/3359097/abf4f995e830/nihms-370862-f0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c941/3359097/b27f4626f23c/nihms-370862-f0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c941/3359097/ab140e567e4b/nihms-370862-f0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c941/3359097/8a1f9b9c5e34/nihms-370862-f0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c941/3359097/6d81f1a12064/nihms-370862-f0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c941/3359097/20143348d3fe/nihms-370862-f0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c941/3359097/31cd2cb9f6e7/nihms-370862-f0007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c941/3359097/26637e271672/nihms-370862-f0008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c941/3359097/99244b61c68a/nihms-370862-f0009.jpg

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