Study of anticancer drug interaction with DNA by means of particle‐induced desorption mass spectrometry: Prospydine and deoxyguanosine‐5′‐monophosphate

Sukhodub, L. F.; Grebenik, L. I.; Chivanov, Vadim

doi:10.1002/rcm.1290080214

Cited by 5 publications

(3 citation statements)

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“…Масс-спектрометрические исследования взаимодействия химиотерапевтических препаратов с компонентами нуклеиновых кислот были продолжены Суходубом Л.Ф. и его учениками в Институте прикладной физики НАН Украины (г. Сумы) [10,35,[45][46][47][48][49][50] и Сумском государственном университете МОН Украины [51,52].…”

Section: взаимодействие алкилирующих противоопухолевых препаратов сunclassified

Biophysical investigations of molecular mechanisms of chemotherapeutic agents action. 1. Chemotherapeutic and antiviral agents (Review)

2019

Biophysical Bulletin

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Background: Determination of molecular mechanisms of action of drugs forms a scientific basis for the directed search of efficient medications. Assumed pathways of interactions of chemotherapeutic drugs which affect infectious agents and malignant neoplasm with their potential molecular targets require direct evidences at the molecular level. Such evidences can be obtained by means of molecular biophysics which possesses an arsenal of new powerful physical techniques for studying the intermolecular interactions of biomolecules and pharmaceutical agents. Objectives: The aim of this review is the generalization of the results of long standing investigations on the molecular mechanisms of action of chemotherapeutic agents performed in the biophysical departments of B. Verkin Institute for Low Temperature Physics and Engineering (ILTPE) of the NAS of Ukraine. The first part of the review is devoted to anticancer and antiviral agents targeted presumably at nucleic acids. Materials and methods: Mass spectrometric studies of molecules of thermally unstable drugs and their complexes with biomolecules have been advanced significantly due to the development of soft ionization/desorption techniques; the researchers of ILTPE have made noticeable contribution to this field. The methods of molecular spectroscopy and computer modeling by means of quantum chemistry were applied in the combined investigations. Results: The objects of study were the systems composed of chemotherapeutic drugs – thiophosphamide, phenazine derivatives and phenazine-modified antigene/antisense oligonucleotides, quaternary compounds, tilorone – and their molecular targets – DNA, oligo- and polynucleotides and nucleic acids components. The mechanisms of action of these drugs established at the model molecular level consisted in the specific and nonspecific noncovalent or covalent interactions of the drugs’ molecules with nucleic acids and their components and in the formation of stable drug-target complexes. Conclusions: The experience of investigations conducted during several decades at the ILTPE has demonstrated the efficiency of the application of the methods and approaches of molecular biophysics to establishing of molecular mechanisms of drugs action. The basic results obtained are of practical importance for the further development of new efficient pharmaceuticals.

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Section: взаимодействие алкилирующих противоопухолевых препаратов сunclassified

Biophysical investigations of molecular mechanisms of chemotherapeutic agents action. 1. Chemotherapeutic and antiviral agents (Review)

2019

Biophysical Bulletin

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“…З-поміж поодиноких теоретичних [12] та всіх експериментальних досліджень, де вивчалася взаємодія препарату ТіоТЕФ із ДНК варто відзначити роботи [13,14], в яких проводилося вивчення механізму його зв'язування з ДНК, зокрема з нуклеотидами, методом масспектрометричного аналізу. За результатами мас-спектрометрії виявлено набір комплексів, в яких до шести молекул ТіоТЕФ одночасно зв'язуються з однією молекулою dGMP (дезоксигуанозинмонофосфатом).…”

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“…За результатами мас-спектрометрії виявлено набір комплексів, в яких до шести молекул ТіоТЕФ одночасно зв'язуються з однією молекулою dGMP (дезоксигуанозинмонофосфатом). проте якісного пояснення причин цієї вибірковості (для dAMP, dCMP, dTMP подібних комплексів виявлено не було) не наведено ні в оригінальній роботі [14], ані в пізніших. Групою Ван Маанена також проводився аналіз фармакокінетичних, фармакодинамічних, хімічних властивостей препарату ТіоТЕФ, аналізувалося його клінічне застосування та токсичність [10].…”

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Interaction of DNA nucleotide bases with anticancer drug ThioTEPA: molecular docking and quantum-mechanical analysis

Samtsevich¹,

Булавин²,

Sukhodub³

et al. 2014

Ukr.Biochem.J.

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Soft‐ionization mass spectrometry study of deoxynucleoside bioclusters and deoxynucleoside‐antitumor medicinal preparation clusters

Sukhodub

1995

Mass Spectrometry Reviews

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This article reviews the results of mass spectrometric investigations of the formation mechanism and the energy stabilty of the bioclusters DNA and RNA nucleotide pairs, and nucleoitde base clusters containing certain antitumor medicinal preparations. All of the results discussed were obtained using temperature‐dependent field ionization mass spectrometry (TD‐FIMS) and well‐known and approved desorption mass spectrometry techniques; e.g., fast atom bombardment (FAB) and plasma‐desorption mass spectrometry (PDMS). A variety of data are presented on the formation enthalpies of Watson–Crick (Hoogsteen) and other H‐bonded base‐pairs, nucleobase stacking dimers, base hydrates, and their complementary pairs in vacuum. Analysis of the data permitted a thermodynamic stability sequence of bioclusters under study to be constructed. The nucleobases in rare (enol and imine) tautomer forms are shown to produce H‐bonded pairs comparable in energy with the canonical A · T pair. This review summarizes the results of recent investigations into the interactions of DNA, nucleosides, bases, and some amino acids with antitumor preparations such as triethylene thiophosphate amide (thio TEPA), prospydine (Psp), farmorubicin (Far), and doxorubicin (Dox). The specific features of the Dox and Far clusters formation observed in the mass spectra are found to correlate with the antitumor chemotherapeutic activity of these antibiotics. © 1996 John Wiley & Sons, Inc.

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Study of anticancer drug interaction with DNA by means of particle‐induced desorption mass spectrometry: Prospydine and deoxyguanosine‐5′‐monophosphate

Cited by 5 publications

References 10 publications

Biophysical investigations of molecular mechanisms of chemotherapeutic agents action. 1. Chemotherapeutic and antiviral agents (Review)

Biophysical investigations of molecular mechanisms of chemotherapeutic agents action. 1. Chemotherapeutic and antiviral agents (Review)

Interaction of DNA nucleotide bases with anticancer drug ThioTEPA: molecular docking and quantum-mechanical analysis

Soft‐ionization mass spectrometry study of deoxynucleoside bioclusters and deoxynucleoside‐antitumor medicinal preparation clusters

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