Spectroscopic characterization of titanocene complexes with thionucleobases

Meléndez, Enrique; Marrero, Marı́a; Rivera, C.; Hernández, Eliud; Segal, Alex

doi:10.1016/s0020-1693(99)00441-7

Cited by 24 publications

(13 citation statements)

References 33 publications

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“…Our research group has reported the structural modification of titanocene by either replacing chloride with hydrophilic or biologically important ligands or functionalizing the cyclopentadienyl (Cp) ring to study structure– activity relationships [38–42]. The structural modification of titanocene dichloride to enhance its anticancer properties requires a careful selection of the functional group to be appended to the Cp ring or replacement of the ancillary ligands by more active ones.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and cytotoxicity studies of steroid-functionalized titanocenes as potential anticancer drugs: sex steroids as potential vectors for titanocenes

et al. 2010

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Six titanocenyls functionalized with steroidal esters have been synthesized and characterized by infrared, 1H, and 13C NMR spectroscopy and elemental analysis. Among those steroids, dehydroepiandrosterone, trans-androsterone, and androsterone are androgens and pregnenolone is a progesterone precursor. Clionasterol is a natural steroid compound. These steroid-functionalized titanocenyls were tested by 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide assay for in vitro cytotoxicity for MCF-7 breast cancer and HT-29 colon cancer cells. All complexes exhibited more cytotoxicity than titanocene dichloride. The titanocenyls containing androgen and progesterone derivatives as pendant groups had higher antiproliferative activities than those with cholesterol steroid compounds. Of particular significance is titanocenyl–dehydroepiandrosterone complex, which is 2 orders of magnitude more cytotoxic than titanocene dichloride and also shows much more sensitivity and selectivity for the MCF-7 cell line.

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Section: Introductionmentioning

confidence: 99%

Synthesis and cytotoxicity studies of steroid-functionalized titanocenes as potential anticancer drugs: sex steroids as potential vectors for titanocenes

et al. 2010

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“…Our group has worked in the structure modification of titanocene by either replacing chloride with hydrophilic or biologically important ligands or functionalizing the Cp ring, in order to study structure-activity relationships [15-19]. The improvement of titanocene biological activity by these two approaches is not trivial.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, structure and biological activity of amide-functionalized titanocenyls: Improving their cytotoxic properties

Gao¹,

Matta²,

Rheingold³

et al. 2009

Journal of Organometallic Chemistry

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Nine amide-functionalized titanocenyls have been synthesized and characterized by spectroscopic and analytical methods and the solid state structure of Cp(CpCO-NH-C6H4-OCF3)TiCl2 was determined by single crystal X-ray diffraction. X-ray analysis of Cp(CpCO-NH-C6H4-OCF3)TiCl2 showed that titanium is in a pseudo tetrahedral geometry and contains a Ti-O(amide) coordination. In principle, Ti-O coordination should provide more hydrolytic stability to the corresponding titanocenyls than titanocene dichloride. The cytotoxic activities of these amide-functionalized titanocenyls on HT-29 colon cancer cell line were determined by MTT assay to elucidate structure-activity relationship. All complexes were more cytotoxic than titanocene dichloride and there is no correlation between the para substituents on the phenyl ring and their cytotoxicities.

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“…The band at 1231 Cm-1, attributed to C=S stretching, decrease in intensity and band at 1202 Cm-1 . The decrease intensity of the C=S band has been accounted for as the substitution on sulfur by metal coordination [18][19] . Furthermore, around 1600 Cm-1,where the C=N and C=C appear band at 1637 Cm-1 and one at 1618 Cm-1 decrease in intensity.…”

Section: Amperometric Determination Of 6-thioguanine With Zn (Ii)mentioning

confidence: 99%

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Spectroscopic characterization of titanocene complexes with thionucleobases

Cited by 24 publications

References 33 publications

Synthesis and cytotoxicity studies of steroid-functionalized titanocenes as potential anticancer drugs: sex steroids as potential vectors for titanocenes

Synthesis and cytotoxicity studies of steroid-functionalized titanocenes as potential anticancer drugs: sex steroids as potential vectors for titanocenes

Synthesis, structure and biological activity of amide-functionalized titanocenyls: Improving their cytotoxic properties

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