@article {2513, title = {Divalent later transition metal complexes of the traditional chinese medicine (TCM) liriodenine: coordination chemistry, cytotoxicity and DNA binding studies}, journal = {Dalton Transactions}, number = {48}, year = {2009}, note = {ISI Document Delivery No.: 527IETimes Cited: 1Cited Reference Count: 91Liu, Yan-Cheng Chen, Zhen-Feng Liu, Li-Min Peng, Yan Hong, Xue Yang, Bin Liu, Hua-Gang Liang, Hong Orvig, Chris}, pages = {10813-10823}, type = {Article}, abstract = {Liriodenine (L), a natural alkaloid, was isolated as an active component from the anticancer traditional Chinese medicine (TCM), Zanthoxylum nitidum. It reacted with Mn-II, Fe-II, Co-II and Zn-II to afford four metal complexes: [MnCl2(L)(2)] (1), [FeCl2(L)(2)] (2), [Co(L)(2)(H2O)(2)center dot Co(L)(2)(CH3CH2OH)(2)](ClO4)(4) (3), and [Zn-2(L)(2)(mu(2)-Cl)(2)Cl-2] (4), which were characterized by elemental analysis, IR, ESI-MS. Their crystal structures were determined by the single crystal X-ray diffraction method. The in vitro cytotoxicity of L and complexes 1-4 against 10 human tumour cell lines was assayed. Some of these metal-based compounds exhibited enhanced cytotoxicity vs. free L to selected tumour cell lines. The binding properties of L and its complexes 1-4 to ct-DNA were investigated by spectroscopic methods and viscosity measurements. Agarose gel electrophoresis experiments were also carried out to evaluate their unwinding ability towards plasmid DNA and their inhibition towards Topoisomerase I. All the results indicate that complexes 1-4 may bind more intensively to the DNA helix than does L, and intercalative binding for complexes 1-4 and electrostatic interactions for complexes 3-4 to DNA should be considered. For complex 4, covalent binding to DNA may exist. Of special note, all these metal complexes effectively inhibit Topoisomerase I even at low concentration (<= 10 mu M).}, keywords = {antitumor agents, CISPLATIN, CRYSTAL-STRUCTURE, GEL-ELECTROPHORESIS, INHIBITION, INNOVATIVE COMBINATION, INTERCALATION, PLATINUM ANTICANCER AGENTS, RUTHENIUM(II) COMPLEXES, TOPOISOMERASE-I}, isbn = {1477-9226}, url = {://000272359900023}, author = {Liu, Y. C. and Chen, Z. F. and Liu, L. M. and Peng, Y. and Hong, X. and Yang, B. and Liu, H. G. and Liang, H. and Orvig, Chris} } @article {3118, title = {PORPHYRIN CHEMISTRY PERTAINING TO THE DESIGN OF ANTICANCER DRUGS .2. THE SYNTHESIS AND IN-VITRO TESTS OF WATER-SOLUBLE PORPHYRINS CONTAINING, IN THE MESO POSITIONS, THE FUNCTIONAL-GROUPS - 4-METHYLPYRIDINIUM, OR 4-SULFONATOPHENYL, IN COMBINATION WITH PHEN}, journal = {Canadian Journal of Chemistry-Revue Canadienne De Chimie}, volume = {72}, number = {12}, year = {1994}, note = {ISI Document Delivery No.: QC582Times Cited: 38Cited Reference Count: 46}, month = {Dec}, pages = {2447-2457}, type = {Article}, abstract = {Water-soluble, meso-substituted porphyrins are synthesized by sulfonation or methylation of the phenyl or pyridyl groups, respectively, of some non-water-soluble functionalized porphyrins that we have recently synthesized (Can. J. Chem. 72, 1894 (1994)). Twelve anionic sulfonated and seven cationic methylpyridinium porphyrins, usually containing other functional groups (phenyl, pyridyl, nitro- and amino-phenyl), are reported on. Twelve of these porphyrins are new, and all nineteen porphyrins are characterized by H-1 NMR. UV-VIS data are presented for the isolated porphyrins, while mass spectral data are noted for selected compounds. Partition coefficients of the porphyrins in octanol-water, and the accumulation of the porphyrins in HT-29 cells of a human-cancer tumor, were measured and both were inversely related to the charges of the porphyrins. The 11 porphyrins soluble in biological buffer solutions are basically nontoxic to Chinese hamster ovary (CHO) cells in oxic or hypoxic conditions or to aerobic HT-29 cells at the 100 mu M concentration used (which is sometimes limited by solubility). No significant X-ray radiosensitization was observed for selected porphyrins toward CHO cells at the 100 mu M concentrations used, but some photosensitized cell kill (using 630 nm light) was observed using the disodium salt of 5,10-bis(4-pyridyl)-15,20-bis(4-sulfonatophenyl)porphyrin (24).}, keywords = {AGGREGATION, CATIONIC PORPHYRIN, CELLULAR DELIVERY, COMPLEXES, DERIVATIVES, DNA, ENHANCEMENT, INTERCALATION, METALLOPORPHYRINS, PHOTOSENSITIZATION}, isbn = {0008-4042}, url = {://A1994QC58200011}, author = {Meng, G. G. and James, Brian R. and Skov, K. A. and Korbelik, M.} }