Branding/Logomark minus Citation Combined Shape Icon/Bookmark-empty Icon/Copy Icon/Collection Icon/Close Copy 7 no author result Created with Sketch. Icon/Back Created with Sketch. Match!

Synthesis, Structural Characterization, and Preliminary Biological Characterization of Organotin Polyethers Derived from Hydroquinone and Substituted Hydroquinones

Published on Mar 1, 2009in Journal of Inorganic and Organometallic Polymers and Materials 1.64
· DOI :10.1007/s10904-008-9220-1
Girish Barot11
Estimated H-index: 11
(FAU: Florida Atlantic University),
Michael R. Roner19
Estimated H-index: 19
(UTA: University of Texas at Arlington)
+ 3 AuthorsCharles E. Carraher24
Estimated H-index: 24
(FAU: Florida Atlantic University)
Cite
Abstract
A variety of dibutyltin polyethers have been synthesized employing the interfacial polymerization technique. The products are polymers with degrees of polymerization ranging from 60 to 390. Infrared spectral and mass spectral results are consistent with the proposed structure. The products show good inhibition of a variety of cancer cells including those associated with bone, breast, prostrate, and lung cancers. Some also show good viral inhibition of the HSV-1 (herpes simplex) and Vaccina (small pox) viruses with those derived from electron rich hydroquinone derivative being most active. Hydroquinone-derived polymers containing electron withdrawing groups exhibit inhibition of a variety of gram positive and gram negative bacteria.
  • References (35)
  • Citations (26)
Cite
References35
Newest
Published on Jan 1, 2008
Alaa S. Abd-El-Aziz1
Estimated H-index: 1
Synthetic Versatility and Structural Modularity in Organometallic Polymers.- Hyperbranched Polymers Containing Transition Metals: Synthetic Pathways and Potential Applications.- Transition Metal ?-Acetylide Polymers Containing Main Group Elements in the Main Chain: Synthesis, Light Emission and Optoelectronic Applications.- The Spectroscopy and Photophysical Behavior of Diphosphine- and Diisocyanide-Containing Coordination and Organometallic Oligomers and Polymers: Focus on Palladium and Platinu...
Mala Nath22
Estimated H-index: 22
(IITR: Indian Institute of Technology Roorkee),
Ruchi Jairath5
Estimated H-index: 5
(IITR: Indian Institute of Technology Roorkee)
+ 2 AuthorsAshok Kumar37
Estimated H-index: 37
Abstract New organotin(IV) complexes of the general formula R 3 Sn(L) (where R = Me, n -Bu and HL = l -proline; R = Me, Ph and HL = trans -hydroxy- l -proline and l -glutamine) and R 2 Sn(L) 2 (where R = n -Bu, Ph and HL = l -proline; R = Ph, HL = trans -hydroxy- l -proline) have been synthesized by the reaction of R n SnCl 4− n (where n = 2 or 3) with sodium salt of the amino acid (HL). n -Bu 2 Sn(Pro) 2 was synthesized by the reaction of n -Bu 2 SnO with l -proline under azeotropic removal of ...
Published on Mar 4, 2005
Alaa S. Abd-El-Aziz23
Estimated H-index: 23
,
Charles E. Carraher5
Estimated H-index: 5
+ 1 AuthorsMartel Zeldin6
Estimated H-index: 6
Published on Dec 1, 2004in Seminars in Cancer Biology 9.66
Joseph S. Pagano59
Estimated H-index: 59
(UNC: University of North Carolina at Chapel Hill),
Martin J. Blaser119
Estimated H-index: 119
(NYU: New York University)
+ 4 AuthorsBernard Roizman102
Estimated H-index: 102
(U of C: University of Chicago)
Abstract Infectious agents, mainly viruses, are among the few known causes of cancer and contribute to a variety of malignancies worldwide. The agents and cancers considered here are human papillomaviruses (cervical carcinoma); human polyomaviruses (mesotheliomas, brain tumors); Epstein-Barr virus (B-cell lymphoproliferative diseases and nasopharyngeal carcinoma); Kaposi’s Sarcoma Herpesvirus (Kaposi’s Sarcoma and primary effusion lymphomas); hepatitis B and hepatitis C viruses (hepatocellular c...
Published on Nov 1, 2004in International Journal of Mass Spectrometry 1.66
S Wetzel8
Estimated H-index: 8
(AU: American University),
Charles M. Guttman24
Estimated H-index: 24
(NIST: National Institute of Standards and Technology),
James E. Girard17
Estimated H-index: 17
(AU: American University)
Abstract The molecular mass distribution (MMD) obtained in synthetic polymer characterization by matrix-assisted laser desorption/ionization time-of-flight mass spectrometry (MALDI-TOF-MS) may be biased by preferential desorption/ionization of low mass polymer molecules, preferential ion attachment to larger polymers, or degradation and fragmentation due to the desorption process. In this study we focus on the effect of matrix and laser energy on the MMD of four synthetic polymers of low polydis...
Published on Jan 1, 2004in Drug Metabolism Reviews 4.70
Klaus E. Appel27
Estimated H-index: 27
(BfR: Federal Institute for Risk Assessment)
Organotin compounds have a broad range of applications. While dialkyltin compounds are used primarily as stabilizers for plastics, trisubstituted organotins are mainly used as biocides e.g., as an active ingredient of marine antifouling paints for boats and ships. Since a number of organotin compounds have been demonstrated to be toxic, there is increasing concern that their widespread use may cause adverse effects within environmental and biological systems. Besides carcinogenic and neurotoxic ...
Published on Sep 5, 2003
Alaa S. Abd-El-Aziz23
Estimated H-index: 23
,
Charles E. Carraher24
Estimated H-index: 24
+ 2 AuthorsMartel Zeldin6
Estimated H-index: 6
Published on Jul 1, 2002in Anti-Cancer Drugs 1.80
Federica Barbieri32
Estimated H-index: 32
,
Maurizio Viale18
Estimated H-index: 18
+ 5 AuthorsAngela Alama20
Estimated H-index: 20
The toxicity and antitumor activity of the novel organotin compound triethyltin(IV)lupinylsul¢de hydrochloride (IST-FS 29), administered by the oral route, have been evaluated against three transplantable murine tumor models: P388 lymphocytic leukemia, B16F10 melanoma and 3LL Lewis lung carcinoma. Mild and reversible signs of acute toxicity such as behavioral symptoms, weight loss and histological alterations were mainly reported at the highest single dose of 28 mg/kg. Conversely, lower concentr...
Published on Feb 1, 2002in Life Sciences 3.45
Chung-Ren Jan23
Estimated H-index: 23
,
Bang-Ping Jiann11
Estimated H-index: 11
+ 5 AuthorsJong-Khing Huang19
Estimated H-index: 19
Abstract The effects of triethyltin on Ca 2+ mobilization in human PC3 prostate cancer cells have been explored. Triethyltin increased [Ca 2+ ] i at concentrations larger than 3 μM with an EC 50 of 30 μM. Within 5 min, the [Ca 2+ ] i signal was composed of a gradual rise and a sustained phase. The [Ca 2+ ] i signal was reduced by half by removing extracellular Ca 2+ . The triethyltin-induced [Ca 2+ ] i increases were inhibited by 40% by 10 μM nifedipine, nimodipine and nicardipine, but were not ...
Published on Jan 1, 2002in Bioorganic & Medicinal Chemistry Letters 2.45
Purnima M. Samuel3
Estimated H-index: 3
(Indian Institute of Chemical Technology),
Dick de Vos1
Estimated H-index: 1
+ 2 AuthorsSujit Roy29
Estimated H-index: 29
(IIT-KGP: Indian Institute of Technology Kharagpur)
Abstract Dibenzyltin(IV)dichloride and dibenzyltin(IV)diisothiocyanate derivatives with N,S-donor ligands show significant cytotoxic activities against human cancer cell lines, and are well compared to analogous dialkyltin(IV) derivatives. CoMFA models were generated for the first time for these organotin derivatives using the cytotoxic activities (against two human tumor cell lines, MCF-7, a mammary carcinoma and WiDr, a colon carcinoma) of 21 complexes. High r 2 and r 2 cv values for both CoMF...
Cited By26
Newest
Published on Jan 1, 2018in Electrochimica Acta 5.38
Chandrakanth Nagaraja1
Estimated H-index: 1
(Kuvempu University),
Thimmappa Venkatarangaiah Venkatesha21
Estimated H-index: 21
(Kuvempu University)
Abstract The effect of electron donating tendency on the oxidative behavior of hydroquinone (HQ) on glassy carbon electrode (GCE) at room temperature was studied by means of cyclic voltammetry (CV), differential pulse voltammetry (DPV) and square wave voltammetry (SWV) techniques in aqueous acetonitrile solution. The oxidation potential of HQ shifted to increasingly more negative direction as electron donating tendency increased due to the presence of electron donating substituent's in the benze...
Charles E. Carraher24
Estimated H-index: 24
(FAU: Florida Atlantic University),
Michael R. Roner19
Estimated H-index: 19
(UTA: University of Texas at Arlington)
+ 5 AuthorsPaul Slawek2
Estimated H-index: 2
(FAU: Florida Atlantic University)
Polyesters were rapidly synthesized employing interfacial polymerization from reaction of the salt of camphoric acid with Group VA (Group 15) triphenylmetallic dihalides. Yields range from 25 to 46 percent with chain lengths about 250. Infrared spectroscopy shows the formation of two new bands one assigned to the symmetrical M–O stretching and the second assigned to the asymmetrical M–O stretching. The bridging structure about the metal atom increases as the metal atom size increases. MALDI MS a...
Published on Feb 1, 2017in Biomaterials 10.27
Alaa S. Abd-El-Aziz8
Estimated H-index: 8
(UPEI: University of Prince Edward Island),
Christian Agatemor13
Estimated H-index: 13
(UPEI: University of Prince Edward Island),
Nola Etkin6
Estimated H-index: 6
(UPEI: University of Prince Edward Island)
Abstract Antimicrobial resistance threatens the achievements of science and medicine, as it deactivates conventional antimicrobial therapeutics. Scientists respond to the threat by developing new antimicrobial platforms to prevent and treat infections from these resistant strains. Metal-based antimicrobial macromolecules are emerging as an alternative to conventional platforms because they combine multiple mechanisms of action into one platform due to the distinctive properties of metals. For ex...
Charles E. Carraher24
Estimated H-index: 24
(FAU: Florida Atlantic University),
Paul Slawek2
Estimated H-index: 2
(FAU: Florida Atlantic University)
+ 4 AuthorsFloyd Russell3
Estimated H-index: 3
(FAU: Florida Atlantic University)
The interfacial polymerization is employed to produce high polymer poly(ester ethers) from the reaction of the salt of dipicolinic acid and various organotin dihalides. They are rapidly synthesized with yield increasing as the length of the organotin alkyl chain increases. Infrared spectroscopy shows the formation of new bands derived from the Sn–O and Sn–O(CO) linkages. IR also shows that the products exist as a combination of molecular geometries about the tin atom. MALDI MS shows formation of...
Charles E. Carraher24
Estimated H-index: 24
(FAU: Florida Atlantic University),
Michael R. Roner19
Estimated H-index: 19
(UTA: University of Texas at Arlington)
+ 4 AuthorsFloyd Russell3
Estimated H-index: 3
(FAU: Florida Atlantic University)
High polymer poly(ester ethers) are rapidly synthesized in good yield employing the interfacial polycondensation reaction system. Infrared spectroscopy shows the formation of new bands derived from the Sn–O and Sn–O(CO) linkages. It also shows that the products exist as alternating Sn–O and Sn–O(CO) linkages. MALDI MS shows formation of ion fragment clusters several units in length. The products show reasonable inhibition of a variety of cancer cell lines including two pancreatic cancer cell lin...
Published on Jul 2, 2016in Journal of Macromolecular Science, Part A 1.16
Charles E. Carraher7
Estimated H-index: 7
(FAU: Florida Atlantic University),
Michael R. Roner19
Estimated H-index: 19
(UTA: University of Texas at Arlington)
+ 6 AuthorsLindsey Miller4
Estimated H-index: 4
(UTA: University of Texas at Arlington)
ABSTRACTWe describe the initial synthesis of DMSO and water-soluble titanocene polyethers through reaction of the titanocene dichloride and various poly(ethylene glycols) employing commercially available reactants. Infrared, proton NMR, and MALDI MS results are consistent with the titanocene-containing polyether structure. The materials are polymeric with chain lengths ranging from 1500 to 4. They exhibit good inhibition of a variety of cancer cell lines including two pancreatic cancer cell line...
Published on Feb 1, 2016in Journal of Macromolecular Science, Part A 1.16
Charles E. Carraher7
Estimated H-index: 7
(FAU: Florida Atlantic University),
Michael R. Roner19
Estimated H-index: 19
(UTA: University of Texas at Arlington)
+ 3 AuthorsNandalall Sookdeo3
Estimated H-index: 3
(FAU: Florida Atlantic University)
ABSTRACTA wide variety of organotin polyethers derived from the interfacial polymerization of dibutyltin dichloride and non-cancer inhibitory diols show decent to good inhibition of two human pancreatic cancer cell lines. In view of the general lack of ability of tested compounds to inhibit pancreatic cancer cell lines, this is significant. These cell lines are the AsPC-1 pancreatic cancer cell line which is an adenocarcinoma pancreatic cell line and the PANC-1 pancreatic cancer cell line which ...
Published on Nov 22, 2015in International Journal of Polymeric Materials 2.26
Charles E. Carraher7
Estimated H-index: 7
(FAU: Florida Atlantic University),
Michael R. Roner19
Estimated H-index: 19
(UTA: University of Texas at Arlington)
+ 7 AuthorsZamil Islam1
Estimated H-index: 1
(FAU: Florida Atlantic University)
The efforts described in this article are aimed at designing organotin polymers that control the growth of breast cancer and to identify structure/property relationships that assist in this goal. The growth of MCF-7 and MDA-MB-231 breast cancer cell lines is inhibited employing a wide range of organotin condensation polymers. The EC50 values are primarily dependent on the nature of the Lewis base but the CI50 is dependent on both the nature of the Lewis base and Lewis acid. A number of products ...
Charles E. Carraher24
Estimated H-index: 24
(FAU: Florida Atlantic University),
Michael R. Roner19
Estimated H-index: 19
(UTA: University of Texas at Arlington)
+ 2 AuthorsLindsey Miller4
Estimated H-index: 4
(UTA: University of Texas at Arlington)
Organotin polyamine ethers containing thiamine (Vitamin B1) were synthesized employing the interfacial polymerization of thiamine and organotin dichlorides. Reaction is rapid occurring in less than 15 s in moderate to poor yield with chain length ranging from 86 to 860 units. Infrared spectroscopy shows new bands characteristic of the formation of the Sn–N and Sn–O linkages. Proton NMR shows the presence of both the organotin and thiamine moieties. MALDI MS results shows ion fragment clusters to...
Published on Oct 3, 2015in Journal of Macromolecular Science, Part A 1.16
Carraher E. Charles1
Estimated H-index: 1
(FAU: Florida Atlantic University),
Michael R. Roner19
Estimated H-index: 19
(UTA: University of Texas at Arlington)
+ 3 AuthorsRyan Crichton3
Estimated H-index: 3
(FAU: Florida Atlantic University)
Organotin polyesters were synthesized in good to poor yield with yield and chain length generally decreasing as the alkyl chain on the organotin increases. MALDI MS, NMR, and IR data is consistent with the proposed repeat unit. MALDI MS ion fragment clusters to four repeat units are found. The IR shows the presence of a new band assigned to the formation of the Sn-O. With the exception of the dimethyltin polymer, all of the polymers exhibit good inhibition of a variety of cancer cell lines inclu...