Poly (amine esters) were synthesized employing interfacial polycondensation of the salt of 6-amiopenicillanic acid and group 4 metallocene dichlorides in decent yield and high chain lengths. Infrared spectroscopy shows bands characteristic of the expected N-M and C(C=O)-O-M linkages with the backbone consisting of largely asymmetrical units present in a non-bridged structure. MALDI MS shows ion fragments to 7 and 8 units long with good isotopic abundance agreements. The polymers inhibit the growth of all of the human cancer cell lines including two breast and two pancreatic cancers.
Amino acid containing polymers were synthesized from reaction of diglycine and group 4 metallocene dihalides employing the interfacial condensation process in decent yield and chain lengths.Yield increases as the metallocene metal weight increases consistent with the hard/soft acid theory.Chain length decreases as the metallocene weight increases.Infrared, MALDI MS, and NMR results are consistent with the proposed repeat unit.The polymers exhibit good inhibition of all cell lines tested including two pancreatic, two brain, two breast, prostate and lung human cancer cell lines.
The ability to inhibit two important viruses is described. Two groups of polymers exhibited ability to totally inhibit the Zika virus. These polymers are derived from organotin dihalides and camphoric acid and lamivudine. This is the initial report of complete inhibition of the Zika virus by simple drugs. The ability to inhibit vaccinia virus is also reported. The inhibition of the vaccinia virus is shown by a number of organotin drugs including those also derived from lamivudine and camphoric acid and additional drugs derived from 3-amino-1,2,4-triazole, dicumarol, 4,6-diaminopyridine, alpha-cyano-4-hydroxcinnamic acid, and a variety of organotin polyethers including water soluble polymers derived from poly(ethylene glycol). All the drugs described in these studies are rapidly (< 30 s) synthesized using commercially available reactants at room temperature employing the interfacial reaction system that is employed industrially so that scale up to kilograms is relatively straight forward.
Organotin poly(amine ethers) were rapidly synthesized in good yield employing the interfacial polycondensation system. Yield increases as the size of the alkyl group on the tin increases. Synthesis employed commercially available reactants allowing for ready production in gram to kilogram quantities. Infrared spectroscopy showed the formation of new bands characteristic of the Sn-Oand Sn-N linkages. MALDI MS shows ion fragment clusters to nine and ten units in length. The polymers exhibit decent inhibition of all of the tested human cancer cell lines including two human pancreatic, two human breast and two human glioblastoma brain cancer cell lines.
The initial synthesis of DMSO and water-soluble zirconocene polyethers through the reaction of zirconocene dichloride and various poly(ethylene glycols) employing commercially available reactants is described. Infrared, proton NMR, and MALDI MS results are consistent with the zirconocene-containing polyether structure. The materials are polymeric, with chain lengths ranging from 4700 to 5 with moderate product yield. They exhibit good inhibition of a variety of cancer cell lines including two pancreatic cancer cell lines.
Poly(amine esters) were synthesized from reaction of organotin dichlorides with the dipeptide diglycine. The products were generally high polymers and produced in high yield with yield increasing as the organotin alkyl chain increases in length. Reaction is rapid. Bands characteristic of the formation of the Sn–O–(C=O) and Sn–NH are found in the infrared spectra of the product. MALDI MS and NMR results are consistent with the proposed structure. The products show decent inhibition of all of the tested human solid cancer cell lines including two human pancreatic, two human breast and two human brain cancer cell lines.
We have been investigating the inhibition of a variety of human cancers including pancreatic, prostrate, breast, lung, ovary and colon employing metal-containing polymers. Recently we found that we could inhibit human glioblastomas brain cancer cells using these same polymers as well as specially designed polymers containing Lewis bases that themselves cross the brain blood barrier. Here we describe some of these results. These efforts are a precursor to studying brain cancer in live animals and eventually humans. A comparison between the various reactants and their ability to inhibit the human brain cancer cell lines is described.
Pancreatic cancer is the fourth leading cause of death in the USA. Treatment is seldom successful. A wide variety of organotin polymers exhibit good inhibition of human pancreatic cancer cell lines AsPC-1 and PANC-1. The AsPC-1 is an adenocarcinoma pancreatic cell line and PANC-1 which is an epithelioid carcinoma pancreatic cell line. Synthesis is rapid employing commercially available reactants and the interfacial polymerization that is employed in the commercial synthesis of aramids and polycarbonates.
Group 4 metallocene polymers offer a wide variety of unique properties. Some of these are reviewed in this paper, including the ability to form fibers and to absorb laser radiation, thereby protecting materials containing them in small amounts; the possibility of becoming conductive materials through simple doping; increasing the productivity of damaged, old and mold-infested seeds through incorporation of plant growth hormones; and acting as anticancer drugs that inhibit a variety of human cancers including breast and pancreatic cancers.