130 results on '"S. Marciani"'
Search Results
2. ChemInform Abstract: Synthesis and Biological Activity of Linear and Angular 4-Methoxymethylthienocoumarins and 4-Acetoxymethylthienocoumarins
- Author
-
S. Marciani Magno, O. Gia, L. Dalla Via, Giovanni Pastorini, and Paolo Rodighiero
- Subjects
Chemistry ,Computational chemistry ,Biological activity ,General Medicine - Published
- 2010
- Full Text
- View/download PDF
3. ChemInform Abstract: Synthesis, DNA Binding and in vitro Antiproliferative Activity of Purinoquinazoline, Pyridopyrimidopurine and Pyridopyrimidobenzimidazole Derivatives as Potential Antitumor Agents
- Author
-
S. Marciani Magno, A. Da Settimo, F. Da Settimo, A. M. Marini, G. Primofiore, L. Dalla Via, Giampietro Viola, and Silvia Salerno
- Subjects
Synthesis dna ,Biochemistry ,Chemistry ,General Medicine ,In vitro - Published
- 2010
- Full Text
- View/download PDF
4. New hydroxy-amido-anthraquinones as potential antineoplastic drugs
- Author
-
Manlio Palumbo, C. Antonello, S. Marciani Magno, Eugenio Uriarte, Maria Teresa Conconi, and Giuseppe Zagotto
- Subjects
Chemistry ,Organic Chemistry ,Clinical Biochemistry ,Pharmaceutical Science ,Tumor cells ,Biochemistry ,Combinatorial chemistry ,chemistry.chemical_compound ,Drug Discovery ,Anthraquinones ,Side chain ,Antineoplastic Drugs ,Molecular Medicine ,Molecular Biology - Abstract
A series of new dihydroxy- and trihydroxy- 9,10-anthracenedione derivatives having N,N-diethylaminopropionamide or N,N-diethylaminoacetamido side chains have been synthesized. The propionamido derivatives inhibit were efficiently tumor cell growth and deserve further testing as potential anticancer drugs.
- Published
- 1992
- Full Text
- View/download PDF
5. PHOTOBIOLOGICAL ACTIVITY OF 3,4'-DIMETHYL-8-METHOXYPSORALEN, A LINEAR FUROCOUMARIN WITH UNUSUAL DNA-BINDING PROPERTIES
- Author
-
A. Capozzi, C. Antonello, S. Marciani Magno, O. Gia, Francarosa Baccichetti, and Manlio Palumbo
- Subjects
photobiological properties ,DNA Replication ,Radiation-Sensitizing Agents ,Ultraviolet Rays ,Stereochemistry ,Antiproliferative activity ,Thymus Gland ,Biochemistry ,Adduct ,chemistry.chemical_compound ,Escherichia coli ,Animals ,Photosensitizer ,Physical and Theoretical Chemistry ,Mutagenicity Tests ,Furocoumarin ,Mutagenesis ,DNA ,General Medicine ,Furocoumarin derivatives ,chemistry ,Polynucleotide ,Nucleic acid ,Methoxsalen ,Cattle ,Phototoxicity - Abstract
The furocoumarin derivative 3,4'-dimethyl-8-methoxypsoralen (DMe-8-MOP) exhibits remarkable antiproliferative activity, but is devoid of skin phototoxicity. To gain insight into this peculiar behaviour we investigated non-covalent and covalent binding of DMe-8-MOP to calf thymus DNA, along with DNA-synthesis inhibition and mutagenic activity. The non-covalent interaction of DMe-8-MOP with the nucleic acid is quite poor as shown by equilibrium dialysis, spectroscopic, chiroptical and hydrodynamic techniques. However, it exhibits relevant photobinding ability to DNA using both isolated nucleic acid samples and cellular systems. Unlike the large majority of congeners, DMe-8-MOP undergoes predominantly photochemical monoaddition to the double helical polynucleotide. Upon examination of the products obtained by enzymatic hydrolysis of DMe-8-MOP photomodified DNA, the formation of an unusual furan side adduct is proposed, which could account for the peculiar photochemical and photobiological properties of the 3,4'-dimethyl furocoumarin derivative.
- Published
- 1990
- Full Text
- View/download PDF
6. Photochemotherapy in the treatment of cancer
- Author
-
L. Dalla Via and S. Marciani Magno
- Subjects
Drug ,medicine.medical_treatment ,media_common.quotation_subject ,Photodynamic therapy ,Photochemistry ,Biochemistry ,chemistry.chemical_compound ,Neoplasms ,Drug Discovery ,medicine ,Humans ,Photosensitizer ,Psoralen ,media_common ,Pharmacology ,Chemotherapy ,Photosensitizing Agents ,Organic Chemistry ,Cancer ,medicine.disease ,Porphyrin ,chemistry ,Photochemotherapy ,PUVA therapy ,Cancer research ,Molecular Medicine - Abstract
The development of therapies which are selective for tumor tissues is one of the most important goals in anticancer research. Within this framework photochemotherapy can be considered a very promising approach. Its therapeutic effectiveness depends on two connected factors: drug and light. The drug (photosensitizer) is able to exert an antiproliferative effect only after interaction with suitable light. Both the photosensitizing drug and light alone are ineffective at doses used for these treatments. Nowadays, photochemotherapy is used in the treatment of cutaneous T-cell lymphoma and cavitary tumors. In the first case the photosensitizer is a psoralen derivative (P) and long-wavelength ultraviolet radiation (UVA) is used (PUVA therapy). In the second case, the treatment with porphyrins, porphyrin-based and non porphyrin-based photosensitizers is followed by irradiation with 600-1000 nm light (photodynamic therapy, PDT). This review is concerned with PUVA and PDT treatments of cancer. The molecular mechanisms considered accountable for the photochemotherapeutic effects are discussed, the development of new chemical structures aimed at improving the effectiveness and/or overcoming some undesired side effects will also be reported. Moreover, some clinical applications will be described.
- Published
- 2001
7. Thienocoumarin derivatives: interaction with mucleic acids and synthetic polydeoxyribonucleotides
- Author
-
G. ANGELINI, O. GIA, L. DALLA VIA, S. MARCIANI MAGNO, A. MARGONELLI, and P. RODIGHIERO
- Published
- 2000
8. New tetracyclic analogues of photochemotherapeutic drugs 5-MOP and 8-MOP: synthesis, DNA interaction, and antiproliferative activity
- Author
-
S. Marciani Magno, L. Dalla Via, Eugenio Uriarte, Marta Teijeira, O. Gia, and Lourdes Santana
- Subjects
Stereochemistry ,Base pair ,Ultraviolet Rays ,Guinea Pigs ,Antineoplastic Agents ,HeLa ,chemistry.chemical_compound ,Coumarins ,Drug Discovery ,Tumor Cells, Cultured ,Animals ,Humans ,Skin ,biology ,Furocoumarin ,Topoisomerase ,DNA ,biology.organism_classification ,Furocoumarins ,DNA Topoisomerases, Type II ,chemistry ,Photochemotherapy ,biology.protein ,Nucleic acid ,Molecular Medicine ,5-Methoxypsoralen ,Methoxsalen ,Drug Screening Assays, Antitumor ,Phototoxicity - Abstract
The synthesis of new tetrahydrobenzo- and benzopsoralen derivatives carrying at position 5 or 8 of the furocoumarin moiety a methoxy, hydroxy, or dimethylaminopropoxy side chain is reported. The study of their photoantiproliferative activity and ability to induce erythema on guinea pig skin allows us to state that the derivatives carrying the dimethylaminopropoxy side chain exhibit a very interesting photobiological pattern. Indeed, if compared with the lead compounds 5-MOP and 8-MOP, they exert a higher cytotoxic activity devoid of significant skin phototoxicity. Between them, the more interesting appears to be 16, a nonphototoxic compound whose antiproliferative activity on HeLa cells is 2 orders of magnitude higher than that of the reference drug 8-MOP. Photoreaction experiments have revealed that, like classic furocoumarins, A-T is the preferred nucleic base pair in its photobinding. Moreover, the extent of covalent photoaddition to DNA correlates well with the photobiological activity. For this compound a certain effect was also observed in the dark. Evaluation of the ability to induce DNA cleavage in the presence of human topoisomerase II has suggested that this enzyme is probably the target accountable for this effect.
- Published
- 1999
9. Synthesis and photobiological activity of new methylpsoralen derivatives
- Author
-
Ornella Gia, C. Antonello, Eugenio Uriarte, S. Marciani-Magno, Giuseppe Zagotto, and Francarosa Baccichetti
- Subjects
DNA Replication ,Radiation-Sensitizing Agents ,Magnetic Resonance Spectroscopy ,Stereochemistry ,Ultraviolet Rays ,Guinea Pigs ,Biophysics ,Molecular Conformation ,Mice, Inbred Strains ,Biology ,Furocoumarins ,methylpsoralens ,DNA photobinding ,cross-linking ,skin phototoxicity ,DNA Synthesis Inhibition ,chemistry.chemical_compound ,Mice ,Nucleosome ,Animals ,Radiology, Nuclear Medicine and imaging ,Carcinoma, Ehrlich Tumor ,Psoralen ,Skin ,Radiation ,Radiological and Ultrasound Technology ,Furocoumarin ,DNA replication ,Dose-Response Relationship, Radiation ,DNA ,Chromatin ,chemistry ,Biochemistry ,Nucleic acid ,Methoxsalen ,Indicators and Reagents - Abstract
The synthesis and the photobiological activity of two new derivatives of psoralen (3,4'-dimethylpsoralen and 3,4',8-trimethylpsoralen) has been described. They are congeners of the monofunctional linear furocoumarin 3,4'-dimethyl-8-methoxypsoralen. Both compounds bind very efficiently to DNA, the extent of this process being modulated by the nature of substituents at position 8. The number of photolesions is linearly related to adenine-thymine content of the nucleic acid which indicates lack of specificity for particular sequences of the nucleic acid. The structural arrangement of DNA (single stranded, double stranded, nucleosomes and chromatin) plays an additional role in affecting the photobinding process. Unlike their 8-methoxy congener the new derivatives cross-link DNA to a substantial extent. Their photobiological properties, including erythema formation, reflect very closely those of 8-methoxypsoralen (8-MOP). The conclusion can be drawn that 3,4'-dimethyl-8-MOP represents a unique derivative in its family.
- Published
- 1992
10. Endocavitary Therapy of Superficial Cancer Bladder: Evaluation of Photobiological Activity of Psoralen Derivatives on in Vitro Reconstituted Bladder Mucosa
- Author
-
De Angeli, S., primary, Del Pup, L., additional, Gia, O., additional, Via, L. Dalla, additional, Magno, S. Marciani, additional, Fandella, A, additional, Maccatrozzo, L., additional, Merlo, F., additional, and Anselmo, G., additional
- Published
- 2004
- Full Text
- View/download PDF
11. PHOTOBIOLOGICAL ACTIVITY OF 3,4'‐DIMETHYL‐8‐METHOXYPSORALEN, A LINEAR FUROCOUMARIN WITH UNUSUAL DNA‐BINDING PROPERTIES
- Author
-
Palumbo, M., primary, Baccichetti, F., additional, Antonello, C., additional, Gia, O., additional, Capozzi, A., additional, and Magno, S. Marciani, additional
- Published
- 1990
- Full Text
- View/download PDF
12. Methylx derivatives of tetrahydrobenzo- and benzofurocoumarins, a new class of potential photoreagents toward dna.
- Author
-
Rodighiero, P., Palumbo, M., Magno, S. Marciani, Manzini, P., Gia, O., Piro, R., and Guiotto, A.
- Published
- 1986
- Full Text
- View/download PDF
13. PHOTOREACTION OF PSORALEN DERIVATIVES WITH STRUCTURALLY ORGANIZED DNA.
- Author
-
Gia, O., Palu, G., Palumbo, M., Antonello, C., and Magno, S. Marciani
- Published
- 1987
- Full Text
- View/download PDF
14. BENZOFUROCOUMARINS: NEW MONOFUNCTIONAL DNA-PHOTOBINDING AGENTS.
- Author
-
Palumbo, M., Rodighiero, P., Gia, O., Guiotto, A., and Magno, S. Marciani
- Published
- 1986
- Full Text
- View/download PDF
15. KINETIC ANALYSIS OF THE PHOTOREACTION (365 nm) BETWEEN PSORALEN AND DNA.
- Author
-
Dall'acqua, F., Magno, S. Marciani, Zambon, F., and Rodighiero, G.
- Published
- 1979
- Full Text
- View/download PDF
16. Antiviral properties of psoralen derivatives: A biological and physico-chemical investigation
- Author
-
G. A. Meloni, Giorgio Palù, S. Marciani Magno, Manlio Palumbo, and Riccardo Cusinato
- Subjects
Intercalation (chemistry) ,Molecular Conformation ,Biology ,Tritium ,medicine.disease_cause ,Antiviral Agents ,Biochemistry ,Virus ,Cell Line ,Structure-Activity Relationship ,Viral Proteins ,chemistry.chemical_compound ,In vivo ,Furocoumarins ,medicine ,Animals ,Humans ,Simplexvirus ,Structure–activity relationship ,Psoralen ,Pharmacology ,DNA ,Herpes simplex virus ,chemistry ,Cell culture - Abstract
Two isomeric psoralen derivatives (I and II in Fig. 1) bearing charged side chains, have been tested for activity against Herpes Simplex Virus type 1 (HSV-1) in the absence of u.v. irradiation. Striking differences have been observed both in antiviral and cytotoxic activity for the examined compounds, I being appreciably more effective. Metabolic and biochemical studies, as well as physico-chemical measurements indicate DNA as the major target. The different biological behaviour can be fully explained in terms of a modified affinity of the drugs toward DNA. The molecular basis for these findings probably stems from slightly different intercalation geometries, as shown by chiroptical studies. Comparable binding affinities for viral and cellular DNA fully account for lack of selective toxicity found in vivo. The present approach is proposed as a tool for the investigation of structure-function relationships in drug models.
- Published
- 1984
- Full Text
- View/download PDF
17. Interaction of deoxyribonucleic acid with potential photobiological agents: a physicochemical investigation
- Author
-
S. Antonello, S. Marciani Magno, F. Bonali, and Manlio Palumbo
- Subjects
chemistry.chemical_classification ,Circular dichroism ,Stereochemistry ,Intercalation (chemistry) ,General Medicine ,Biochemistry ,chemistry.chemical_compound ,chemistry ,Structural Biology ,Ionic strength ,Polynucleotide ,Computational chemistry ,Helix ,Side chain ,Counterion ,Molecular Biology ,DNA - Abstract
The interaction of two potential photobiological agents, 3 H -naphtho[2,1- b ]pyran-3-one (I) and 9-( ω -diethylaminopropyloxy)-3 H -naphtho[2,1- b ]pyran-3-one (II), with DNA has been investigated using spectrophotometric, hydrodynamic and chiroptical techniques. The DNA-binding parameters were estimated for both compounds, by the neighbour exclusion model, as a function of temperature and ionic strength. From the temperature dependence of the complex formation constants, the binding process appears to be exothermic, with Van't Hoff enthalpies of the order of −50 kJ mol −1 . Unlike compound I, the interaction of DNA with compound II, bearing a charged side chain, is dramatically affected by salt concentration. Ion release and binding free energy corrected for free energy of counterion release were estimated quantitatively. Lack of preference for different binding sites was observed for both compounds, using DNA from various sources. Increase in melting temperature, viscometric measurements and circular dichroism results indicate substantial modifications in DNA structural properties upon binding of compounds I and II. Our data suggest that benzocoumarins retain the ability of intercalating into the polynucleotide double helix with the same orientation proposed for the photobiologically active furocoumarins.
- Published
- 1984
- Full Text
- View/download PDF
18. KINETIC ANALYSIS OF THE PHOTOREACTION (365 nm) BETWEEN PSORALEN AND DNA
- Author
-
Giovanni Rodighiero, F. Zambon, S. Marciani Magno, and Francesco Dall'Acqua
- Subjects
Aqueous solution ,Pyrimidine ,General Medicine ,Photochemistry ,Biochemistry ,Adduct ,chemistry.chemical_compound ,Reaction rate constant ,chemistry ,Yield (chemistry) ,Physical and Theoretical Chemistry ,Bifunctional ,Psoralen ,DNA - Abstract
— Psoralen complexed with DNA under irradiation at 365 nm forms monofunctional and bifunctional adducts with pyrimidine bases of DNA. while the fraction of psoralen which remains free in the aqueous solution forms photodimer and photooxidation products. We havc studied the photoreaction betwecn psoralen and DNA from a kinetic point of view. Only some products of this photoreaction could be measured quantitatively. Thus. in order to present a picture of the overall photoreaction. we have represented this by a mathematical model consisting of a system of seven differential equations. Utilizing all the experimental data that it was possible to obtain. we were able to estimate rate constants for formation of all photoproducts. From the general picture thus obtained. we conclude that monofunctional adducts are formed in a four to one ratio to bifunctional adducts. Among the monofunctional photoproducts. 3,4-cycloadducts occur with a higher yield than 4',5'-cycloadducts. The combined rate constant of formation of photodimer and photooxidation products of psoralen is small. indicating that they are marginal by-products relative to the cycloadducts formed in the photoreactions with DNA.
- Published
- 1979
- Full Text
- View/download PDF
19. DNA-binding of water-soluble furocoumarins: a thennodynamic and conformational approach to understanding different biological effects
- Author
-
S. Marciani Magno, Manlio Palumbo, L. Capasso, and Giorgio Palù
- Subjects
chemistry.chemical_classification ,Intercalation (chemistry) ,Kinetics ,DNA ,Thymus Gland ,Biology ,chemistry.chemical_compound ,Furocoumarins ,Solubility ,chemistry ,Biochemistry ,Computational chemistry ,Ionic strength ,Polynucleotide ,Helix ,Genetics ,Animals ,Nucleic Acid Conformation ,Thermodynamics ,Cattle ,Counterion ,Psoralen - Abstract
The interaction of two water-soluble furocoumarins, 8-(omega-diethyl aminopropyloxy)psoralen hydrochloride (I) and its 5-isomer (II), with DNA has been investigated by spectroscopic, equilibrium dialysis, hydrodynamic and chiroptical techniques. Both compounds intercalate into the polynucleotide double helix. From the dependence of the binding on ionic strength, ion release and binding free energy corrected for counterion release have been quantitatively estimated. It is shown that the differences in DNA-affinity observed for compounds I and II arise primarily from non electrostatic contributions. The binding process is exothermic, with slightly different van't Hoff enthalpies for the examined furocoumarins. Helix lengthening and dichroic effects indicate different intercalation geometries for the isomeric compounds. These studies allow a possible explanation for the finding that isomer I exhibits largely better DNA-photobinding properties, while isomer II is by far more effective as an antiviral agent.
- Published
- 1984
- Full Text
- View/download PDF
20. BENZOFUROCOUMARINS: NEW MONOFUNCTIONAL DNA-PHOTOBINDING AGENTS
- Author
-
Andrea Guiotto, Ornella Gia, Paolo Rodighiero, Manlio Palumbo, and S. Marciani Magno
- Subjects
chemistry.chemical_classification ,Benzofurocoumarins ,Double bond ,Ultraviolet Rays ,Stereochemistry ,Furocoumarin ,DNA ,Thymus Gland ,General Medicine ,Biochemistry ,DNA photobinding ,Structure-Activity Relationship ,chemistry.chemical_compound ,chemistry ,Covalent bond ,Polynucleotide ,Furocoumarins ,Helix ,Animals ,Cattle ,Physical and Theoretical Chemistry ,Ultraviolet radiation - Abstract
— The tetracyclic furocoumarin 2H-benzofuro[3,2-g]-1-benzo-pyran-2-one and its 4 and/or II methyl analogues have been investigated in their DN A-photobinding properties. Spectrophotometric and radioactivity measurements show that these compounds exhibit prominent ability to bind to the polynucleotide double helix by covalent photoaddition of the furocoumarin 3,4 double bond. Denaturation-renaturation experiments demonstrate that no cross-link of DNA chains occurs. Benzopsoralens can thus be considered as a new class of monofunctional DNA-photobinding agents.
- Published
- 1986
- Full Text
- View/download PDF
21. Methylx derivatives of tetrahydrobenzo- and benzofurocoumarins, a new class of potential photoreagents toward dna
- Author
-
Ornella Gia, S. Marciani Magno, P. Manzini, R. Piro, Manlio Palumbo, Paolo Rodighiero, and Andrea Guiotto
- Subjects
chemistry.chemical_classification ,chemistry.chemical_compound ,Double bond ,chemistry ,Stereochemistry ,Furan ,Furocoumarin ,Organic Chemistry ,Cyclohexene ,Moiety ,Benzofuran ,Ring (chemistry) ,Lactone - Abstract
A number of new tetracyclic furocoumarin derivatives with a linear structure or with various angular arrangements, were synthetized. The new compounds are characterized for having an additional cyclohexene or phenyl ring condensed at the 4′,5′ double bond of the furan ring of the furocoumarin nucleus. The syntheses were performed starting from the appropriate hydroxycoumarins on which the tetrahydrobenzofuran or benzofuran moiety was built. Methyl groups have been introduced into positions which look most promising for enhancement of the photoreactivity of the compounds toward DNA.
- Published
- 1986
- Full Text
- View/download PDF
22. Synthesis, in vitro antiproliferative activity and DNA-interaction of benzimidazoquinazoline derivatives as potential anti-tumor agents
- Author
-
Via, L. Dalla, Gia, O., Magno, S. Marciani, Settimo, A. Da, Marini, A. M., Primofiore, G., Settimo, F. Da, and Salerno, S.
- Published
- 2001
- Full Text
- View/download PDF
23. Thienocoumarin derivatives: interaction with nucleic acids and synthetic polydeoxyribonucleotides
- Author
-
Gia, O., Via, L. Dalla, Magno, S. Marciani, Angelini, G., Margonelli, A., and Rodighiero, P.
- Published
- 2000
- Full Text
- View/download PDF
24. Formation of Inter-Strand Cross-Linkings in the Photoreactions between Furocoumarins and DNA
- Author
-
S. Marciani, G. Rodighiero, L. Ciavatta, and Francesco Dall'Acqua
- Subjects
Carbon Isotopes ,Binding Sites ,Photochemistry ,Stereochemistry ,DNA ,General Chemistry ,Methylation ,Furocoumarins ,chemistry.chemical_compound ,Pyrimidines ,chemistry ,Coumarins ,Spectrophotometry ,Animals ,Cattle ,Fluorometry - Abstract
A furocoumarin intercalated between two base pairs of native DNA can photoreact with two pyrimidine bases engaging both its 4',5'- and its 3,4-double bond. This fact was evidenced studying the behaviour of the fluorescence acquired by DNA during irradiation at 365 nm. When this double reaction occurs, a cross-linking is formed between the two strands of DNA, as denaturation and renaturation experiments have demonstrated. The various furocoumarin derivatives have a very diverse ability to form cross-linkages, which is independent of their photobinding capacity. This different ability is due mainly to the structure of furocoumarins and to the steric relationships that the intercalated furocoumarin molecules have with the stacked pyrimidine bases.
- Published
- 1971
- Full Text
- View/download PDF
25. Studies on the Biosynthesis of Psoralen and Bergapten in the Leaves of Ficus carica
- Author
-
Francesco Dall'Acqua, A. Capozzi, S. Marciani, and G. Caporale
- Subjects
chemistry.chemical_compound ,Biosynthesis ,chemistry ,Traditional medicine ,biology ,Ficus ,General Chemistry ,Carica ,biology.organism_classification ,Bergapten ,Psoralen - Abstract
With the aim of studying the biosynthesis of psoralen and bergapten, two furocoumarins present in the leaves of “Ficus carica” (Moraceae), the Authors, continuing preceding researchs on this topic, have fed the leaves with the following labelled precursors: 4′,5′-dihydropsoralen, 4′,5′-dihydrobergapten, 7-hydroxycoumarin, 5,7-dihydroxycoumarin and 5-methoxy-7-hydroxycoumarin. The results obtained indicate that all these substances are certain biogenetic precursors for psoralen and bergapten. On the basis of the results obtained the biosynthetic pathway of furocoumarins seems to involve first of all the formation of a coumarinic derivative 7-hydroxylated, then an isoprenylation reaction which leads to the formation of the hydrogenated furan ring, finally dehydrogenation of the 4′,5′-dihydrofurocoumarins to psoralen and bergapten.
- Published
- 1970
- Full Text
- View/download PDF
26. Structure specificity of polydeoxyribonucleotides for the photoreaction with psoralen
- Author
-
R.K. Biswa, S. Marciani, P. Chandra, Giovanni Rodighiero, Daniela Vedaldi, and Francesco Dall'Acqua
- Subjects
Time Factors ,Light ,Photochemistry ,Deoxyribonucleotides ,Polynucleotides ,Biophysics ,Thymus Gland ,Nucleic Acid Denaturation ,Tritium ,Biochemistry ,chemistry.chemical_compound ,Coumarins ,Structural Biology ,Adenine nucleotide ,Escherichia coli ,Genetics ,Animals ,Thymine Nucleotides ,Binding site ,Furans ,Molecular Biology ,Psoralen ,Binding Sites ,Adenine Nucleotides ,DNA ,DNA-Directed RNA Polymerases ,Templates, Genetic ,Cell Biology ,Plants ,chemistry ,Polynucleotide ,Nucleic Acid Conformation ,Cattle ,Spectrophotometry, Ultraviolet - Published
- 1973
- Full Text
- View/download PDF
27. Photoreactivity (3655 Å) of various skin-photosensitizing furocoumarins with nucleic acids
- Author
-
G. Rodighiero, Francesco Dall'Acqua, and S. Marciani
- Subjects
Radiation-Sensitizing Agents ,Radiochemistry ,Light ,Chemistry ,Temperature ,DNA ,Thymus Gland ,General Chemistry ,Nucleic Acid Denaturation ,Combinatorial chemistry ,Fluorescence ,Radiation Effects ,Solutions ,Furocoumarins ,Coumarins ,Spectrophotometry ,Nucleic acid ,Animals ,Cattle ,heterocyclic compounds ,Photosensitivity Disorders ,Angstrom - Abstract
The photoreaction at 3655 A between skin-photosensitizing furocoumarins and DNA leads to a photo-C4-cyclo-addition reaction in which the 5 - 6 double bond of the pyrimidine bases and the 3 -4 or the 4' -5′ double bond of the furocoumarins are involved. In continuing the research in this field, the authors have investigated the photoreactions (3655 A) of psoralen, xanthotoxin (8-methoxy-psoralen), bergapten (5-methoxy-psoralen) and 8-methyl-psoralen with native calf thymus DNA. with heat-denatured DNA and with ribosomal yeast-RNA, using labelled furocoumarins and examining also the influence of the temperature at which the irradiation was made. At room temperature (22° -30°C) psoralen photoreacts in almost equally extent with each of the three nucleic acid samples, while xanthotoxin, bergapten and 8-methyl-psoralen photoreact to a greater extent with native DNA than with denatured DNA and RNA. The temperature during the irradiation (in the range examined: 2° - 30°C) does not affect the rate of the photoreactions between the four furocoumarins and native DNA, whereas it has an evident influence on the photoreactions with denatured DNA and with RNA. In the photoreaction of psoralen this influence concerns the double bond (3 - 4 or 4' -5′) of the furocoumarin which is engaged in the C4-cycloaddition to pyrimidine bases. In the case of the other furocoumarins, the rate of the photoreactions is affected: at 2° - 8°C it is greater than at 30 °C. The preliminary formation (in the dark) of a complex between the furocoumarins and the macromolecules is involved in this temperature influence.
- Published
- 1969
- Full Text
- View/download PDF
28. Mechanism of skin photosensitization by forucoumarins
- Author
-
G. Caporale, Giovanni Rodighiero, Francesco Dall'Acqua, L. Musajo, L. Ciavatta, and S. Marciani
- Subjects
integumentary system ,Ribosomal RNA ,Biology ,Biochemistry, Genetics and Molecular Biology (miscellaneous) ,chemistry.chemical_compound ,Furocoumarins ,Mechanism of action ,Biochemistry ,chemistry ,medicine ,Biophysics ,Irradiation ,medicine.symptom ,DNA - Abstract
The photoreactions (by irradiation at 365 nm) between several furocoumarins and native DNA or rRNA have been studied. The initial rates of the photoreactions and the quantum yields were determined. Moreover some experiments have been performed in a manner suitable to give data of photoreactivity which could be directly compared with those previously obtained in determining the skin-photosensitizing activity of the same substances by irradiation at 365 nm. The results showing a close correlation between the capacity of the substances to photoreact with native DNA and that to produce skin photosensitization, offer valid evidence for the mechanism of action of furocoumarins on the skin. By contrast, the photoreactions with rRNA seem to be less (or not) connected with skin photosensitization.
- Published
- 1970
- Full Text
- View/download PDF
29. Light Scattering and Flow Dichroism Studies on DNA After the Photoreaction with Psoralen
- Author
-
S. Marciani, F. Dall’Acqua, and M. Terbojevic
- Subjects
Binding Sites ,Hot Temperature ,Light ,Photochemistry ,Circular Dichroism ,Spectrum Analysis ,DNA ,General Chemistry ,Dichroism ,Nucleic Acid Denaturation ,Light scattering ,Cold Temperature ,Molecular Weight ,Radiation Effects ,chemistry.chemical_compound ,chemistry ,Flow (mathematics) ,Coumarins ,Methods ,Nucleic Acid Renaturation ,Nucleic Acid Conformation ,Scattering, Radiation ,Psoralen - Abstract
Light scattering measurements performed on DNA after irradiation in the presence of psoralen clearly show that inter strand cross linkings are present in the macromolecule. In fact after heat denaturation and successive cooling irradiated macromolecule shows a molecular weight practically unchanged while a DNA sample after the same treatment shows a molecular weight half of the intact native DNA. Also the general conformation of irradiated DNA undergoes practically to no modifications after the same heat treatment while native DNA shows itself to have been strongly modified. Moreover, on the basis of flow dichroism determinations, DNA cross-linked by psoralen after heat denaturation showed to be able to restore its ordered double helix structure, during the successive cooling.
- Published
- 1972
- Full Text
- View/download PDF
30. Studies on the reactivation of bacteria photodamaged by an angular furocoumarin: Angelicin
- Author
-
A Wacker, Giovanni Rodighiero, A. Götz, Francesco Dall'Acqua, S. Marciani, H. Feller, and P. Chandra
- Subjects
DNA, Bacterial ,Chemical Phenomena ,DNA Repair ,Light ,Photochemistry ,Biophysics ,Thymus Gland ,Tritium ,Adduct ,chemistry.chemical_compound ,Angelicin ,Coumarins ,Escherichia coli ,Irradiation ,Photosynthesis ,General Environmental Science ,Photolysis ,Radiation ,Aqueous solution ,Chemistry ,Furocoumarin ,Thymine ,Radiation Effects ,Paper chromatography ,DNA - Abstract
The angelicin-thymine photoadduct formed by irradiation (365 nm) of an aqueous solution of angelicin and tritiated thymine was isolated by preparative paper chromatography. Reirradiation of this photoadduct at wavelengths shorter than 334 nm splits the adduct, forming again the two parent compounds. A DNA-angelicin combination (8.30 μg angelicin per mg of DNA) was prepared by irradiating (365 nm) an aqueous solution of DNA with3H-angelicin. Reirradiation of this combination at wavelengths shorter than 312 nm releases3H-angelicin.
- Published
- 1971
- Full Text
- View/download PDF
31. Photoreactivity (365 nm) of Some Coumarins and 4′,5′-dihydro-furocoumarins with Nucleic acids
- Author
-
L. Guelfi, Daniela Vedaldi, Francesco Dall'Acqua, and S. Marciani
- Subjects
Photochemistry ,Ultraviolet Rays ,Chemistry ,DNA ,Thymus Gland ,General Chemistry ,Combinatorial chemistry ,Absorption ,Connection (mathematics) ,Radiation Effects ,Furocoumarins ,chemistry.chemical_compound ,Coumarins ,RNA, Ribosomal ,Spectrophotometry ,Nucleic acid ,Animals ,Cattle ,heterocyclic compounds - Abstract
The Authors have studied the capacity to photoreact with native DNA and r-RNA using six coumarins and four 4′,5′-dihydro-furo-coumarins. Six of these substances have shown a definite photoreactivity both with DNA and r-RNA, even if in a very much lower extent in respect to that of skin-photosensitizing furocoumarins. The low capacity to photoreact with nucleic acids of these substances is discussed, also in connection with the absence of skin-photosensitizing activity.
- Published
- 1971
- Full Text
- View/download PDF
32. Studies on the Biosynthesis of Some Furocoumarins Present in Ruta graveolens
- Author
-
A. Capozzi, Francesco Dall'Acqua, G. Caporale, R. Crocco, and S. Marciani
- Subjects
Furocoumarins ,chemistry.chemical_compound ,Traditional medicine ,biology ,Biosynthesis ,Chemistry ,Ruta graveolens ,General Chemistry ,biology.organism_classification - Abstract
The biosynthesis of some furocoumarins present in Ruta graveolens has been studied administering labeled psoralen, xanthotoxin, rutaretin, marmesin and 7-hydroxycoumarin-derivatives. The results obtained indicate that the biosynthetic pathway involves not only psoralen, but also xanthotoxin and bergapten, by means of methoxylation or demethoxylation reactions. Moreover results achieved from administering rutaretin demonstrate that this substance is a new very effective natural precursor for xanthotoxin; in a parallel way marmesin is incorporated into psoralen. The reported results indicate that also at the stage of natural 4′,5′-dihydrofurocoumarins intermediates an interconversion can occur. Finally the essential role of umbelliferone in the biosynthesis of furocoumarins has been confirmed.
- Published
- 1971
- Full Text
- View/download PDF
33. New Tetracyclic Analogues of Photochemotherapeutic Drugs 5-MOP and 8-MOP: Synthesis, DNA Interaction, and Antiproliferative Activity
- Author
-
Via, L. Dalla, Gia, O., Magno, S. Marciani, Santana, L., Teijeira, M., and Uriarte, E.
- Abstract
The synthesis of new tetrahydrobenzo- and benzopsoralen derivatives carrying at position 5 or 8 of the furocoumarin moiety a methoxy, hydroxy, or dimethylaminopropoxy side chain is reported. The study of their photoantiproliferative activity and ability to induce erythema on guinea pig skin allows us to state that the derivatives carrying the dimethylaminopropoxy side chain exhibit a very interesting photobiological pattern. Indeed, if compared with the lead compounds 5-MOP and 8-MOP, they exert a higher cytotoxic activity devoid of significant skin phototoxicity. Between them, the more interesting appears to be
16 , a nonphototoxic compound whose antiproliferative activity on HeLa cells is 2 orders of magnitude higher than that of the reference drug 8-MOP. Photoreaction experiments have revealed that, like classic furocoumarins, A-T is the preferred nucleic base pair in its photobinding. Moreover, the extent of covalent photoaddition to DNA correlates well with the photobiological activity. For this compound a certain effect was also observed in the dark. Evaluation of the ability to induce DNA cleavage in the presence of human topoisomerase II has suggested that this enzyme is probably the target accountable for this effect.- Published
- 1999
34. Inter-strand cross-linkages occurring in the photoreaction between psoralen and DNA
- Author
-
Francesco Dall'Acqua, Giovanni Rodighiero, and S. Marciani
- Subjects
chemistry.chemical_compound ,chemistry ,Structural Biology ,Stereochemistry ,Genetics ,Biophysics ,Cell Biology ,Molecular Biology ,Biochemistry ,DNA ,Psoralen - Full Text
- View/download PDF
35. Studies on the mechanism of action of mitomycin C
- Author
-
G, Rodighiero, S, Marciani Magno, F, Dell'Acqua, and D, Vedaldi
- Subjects
Alkylation ,Chemical Phenomena ,Chemistry, Physical ,Circular Dichroism ,Chromatography, Gel ,Spectrophotometry, Ultraviolet ,DNA ,Dialysis ,Mitomycins - Abstract
The in vitro formation and properties of the molecular complex between mitomycin C and native DNA were examined by means of various experimental methods; the data obtained indicate that the complex is extremely weak and that the chromophoric moiety of the antibiotic is not involved in its formation. The alkylating activity of mitomycin C was also studied using 3H-mitomycin C; while monofunctional alkylation increases almost in parallel with the concentration of the antibiotic, the difunctional alkylation, causing inter-strand cross-linkages in DNA, rapidly reaches a maximum and then remains constant even when increasing the concentration of the antibiotic and monofunctional alkylation. On the basis of these results, the currently accepted molecular model of the mitomycin--DNA interaction must be revised; a new model of this interaction is presented, which is in better agreement with the properties of mitomycin C and with the latest findings on the subject.
- Published
- 1978
36. Studies on the photosensitizing properties of angelicin, an angular furocoumarin forming only monofunctional adducts with the pyrimidine bases of DNA
- Author
-
F, Bordin, S, Marciani, F R, Baccichetti, F, Dall'Acqua, and G, Rodighiero
- Subjects
Binding Sites ,Transcription, Genetic ,Photochemistry ,Ultraviolet Rays ,DNA, Neoplasm ,Radiation Effects ,Mice ,Structure-Activity Relationship ,Pyrimidines ,Isomerism ,Coumarins ,Furocoumarins ,Animals ,Carcinoma, Ehrlich Tumor - Abstract
The bioligical photosensitizing properties of furocoumarins are due to the formation of adducts with the pyrimidine bases of DNA under irradiation with long wavelength ultraviolet light. The greatest importance is attributed to the difunctional adducts, which form cross-linkings between the 2 strands of DNA. As angelicin, photoreacting with DNA, forms only monofunctional adducts, and therefore no cross-linkings, its photosensitizing properties have been studied in order to evaluate the ability of monofunctional adducts to produce biological effects. The results obtained studying the inhibition of DNA, RNA and protein synthesis in Ehrlich ascite tumor cells after irradiation in the presence of angelicin and psoralen (for a comparison), and the inhibition of the ability of identically treated cells to transmit the tumor showed a remarkable ability of monofunctional adducts to produce biological effects.
- Published
- 1975
37. Diethylaminoalkyloxycoumarin and -furocoumarin derivatives
- Author
-
C, Antonello, S, Marciani Magno, O, Gia, F, Carlassare, F, Baccichetti, and F, Bordin
- Subjects
Mice ,Staphylococcus aureus ,Coumarins ,Macromolecular Substances ,Furocoumarins ,Spectrum Analysis ,Escherichia coli ,Animals ,Cattle ,Spectrophotometry, Ultraviolet ,DNA ,Carcinoma, Ehrlich Tumor ,Dialysis - Abstract
Four series of diethylaminoalkoxyderivatives of coumarin (at the positions 4 and 7) and furocoumarin (at the positions 5 and 8) have been prepared, in order to study their complexing capacity with DNA, these compounds having a double possibility of interaction, that is intercalation of the aromatic moiety between two base pairs and formation of an electrostatic bond between their terminal amino group and a phosphoric group of DNA. Some biological effects connected with the interaction with DNA have also been studied. The results obtained showed that coumarin derivatives have a low complexing capacity and lack any biological activity. The furocoumarin derivatives showed a markedly increased complexing capacity both in respect to the coumarin derivatives and to the parent furocoumarin (psoralen, as well as its 5- and 8-methoxy derivatives) and proved able to inhibit DNA and RNA synthesis in Ehrlich ascites tumor cells, as well as the growth of Staphylococcus aureus and of various strains of Escherichia coli. This activity was generally low but was constantly higher in 5-than in 8-derivatives, the same behavior being found with regard to the complexing capacity with DNA. A good correlation between the ability to form complexes with DNA and the capacity to inhibit cells growth was clearly evidenced.
- Published
- 1979
38. Photoreactive water-soluble derivatives of psoralen
- Author
-
S, Marciani Magno, C, Antonello, F, Baccichetti, O, Gia, G, Rodighiero, and M A, Pathak
- Subjects
Furocoumarins ,Guinea Pigs ,Animals ,DNA ,Photosensitivity Disorders ,Skin - Abstract
Photobinding to DNA and cross-linking formation in vitro, as well as the skin photosensitizing activity on guinea pigs of two water-soluble derivatives of psoralen (5 and 8-diethylaminopropyloxypsoralen hydrochloride) have been studied. For purposes of comparison, the results have been correlated with those obtained, in the same experimental conditions, with 5- and 8-methoxypsoralen. The water-soluble 8-derivative showed an increased photoaddition to DNA and cross-linking formation, when compared with 8-methoxy-derivative; on the contrary, the water-soluble 5-derivative was less photoreactive than the corresponding 5-methoxy-derivative. The skin photosensitizing potency of 8-diethylaminopropyloxypsoralen (the more interesting of the two compounds) appears weaker than that of 8-methoxypsoralen after topical application, but higher after oral ingestion or subcutaneous injection.
- Published
- 1981
39. ChemInform Abstract: SYNTHESIS AND PHOTOBIOLOGICAL PROPERTIES OF 4,8-DIMETHYL-5′-CARBOXYPSORALEN: A MAJOR METABOLITE OF 4,5′,8-TRIMETHYLPSORALEN
- Author
-
S Marciani, P Rodighiero, Madhu A. Pathak, Giovanni Rodighiero, Gia O, and A Guiotto
- Subjects
Guinea pig ,chemistry.chemical_compound ,chemistry ,Stereochemistry ,Carboxylic group ,Metabolite ,High activity ,General Medicine ,Binding site ,Phosphate ,DNA ,Macromolecule - Abstract
Recently a major metabolite of 4,5',8-trimethylpsoralen (TMeP) (a photochemotherapeutic agent), was isolated from the urine of mice and human volunteers receiving the drug orally; it was identified as 4,8-dimethyl-5'-carboxypsoralen. The synthesis of this compound has been carried out to obtain a distinct confirmation of the structure of the urinary metabolite and to study its photochemical and photobiological properties. The results obtained showed that this interaction and photoreaction with DNA are very poor; this fact can be correlated with the presence of the ionizable carboxylic group that undergoes a repulsion by the phosphate residues of the macromolecule. This hypothesis is confirmed by the higher interaction and photoreaction with DNA of the 4,8-dimethyl-5'-carboxypsoralen methyl ester in which, of course, the ionizable character is no more present. In connection with this very low photoreacting capacity with DNA, the synthesized metabolite proved lacking of photosensitizing effects on human and guinea pig skin. This fact provides an explanation of the very low photosensitizing properties of TMeP when given orally in contrast with the high activity after topical application.
- Published
- 1979
- Full Text
- View/download PDF
40. DNA receptor sites for the intercalation of nogalamycin
- Author
-
S, Marciani, M, Terbojevich, D, Vedaldi, and G, Rodighiero
- Subjects
Binding Sites ,Naphthacenes ,Interneurons ,Nogalamycin ,Circular Dichroism ,Animals ,Cattle ,DNA ,Salmonidae - Abstract
The intercalation of the planar chromophoric moiety of nogalamycin between two base pairs of duplex DNA has been evidenced by means of low-dichroism measurements. The possible presence of specific binding sites for mogalamycin on DNA has been suggested by studies on the denaturation and renaturation of DNA complexed with nogalamycin. A clear evidence was obtained by investigating the interaction of nogalamycin with polydeoxyribonucleotides containing known, regularly repeating sequences, used as model compounds. The results obtained with these polymers and the DNA suggest that the segment containing both purine (A,G) anf pyrimidine (T,C) bases in alternate sequences is the preferential receptor site on the DNA. A decreasing affinity is exhibited by poly d(A--T)-poly d(A--T), poly d(G--C)-poly d(G--C) and poly dG-poly dC segments, in the order. The poly dA-poly dT sequence appears to be closed to the interaction of nogalamycin.
- Published
- 1977
41. [Antiviral activity of furocoumarins]
- Author
-
G, Palù, M, Palumbo, R, Cusinato, C, Antonello, S, Gastaldi, S, Marciani Magno, and G A, Meloni
- Subjects
Influenza A virus ,Furocoumarins ,Simplexvirus ,Antiviral Agents - Published
- 1984
42. Photoreaction of psoralen derivatives with structurally organized DNA
- Author
-
Ornella Gia, C. Antonello, S. Marciani Magno, Giorgio Palù, and Manlio Palumbo
- Subjects
Psoralen derivatives ,DNA-photobinding process ,nucleic acids ,Ultraviolet Rays ,Stereochemistry ,Ionic bonding ,Thymus Gland ,Biochemistry ,chemistry.chemical_compound ,Furocoumarins ,Animals ,Physical and Theoretical Chemistry ,Psoralen ,Furocoumarin ,DNA ,General Medicine ,Combinatorial chemistry ,Chromatin ,Nucleosomes ,chemistry ,Ionic strength ,Nucleic acid ,Cattle ,Macromolecule - Abstract
— The DNA-photobinding process of a number of psoralen derivatives has been investigated using different nucleic acid structures, such as double helical DNA, nucleosomes, and chromatin under various ionic strength conditions. Important differences were observed using “free”vs organised DNA as the target macromolecule, which are related to conformational, stereochemical, ionic and competition effects. The furocoumarin chemical nature also plays a role; in particular, charged compounds are shown to be more reactive than uncharged analogues with free DNA at low salt concentration, whereas a levelling off in photobinding efficiency occurs on increasing ionic strength and nucleic acid complexity. These results allow an explanation for the photobiological effects of the examined psoralens.
- Published
- 1987
43. ChemInform Abstract: DIETHYLAMINOALKYLOXYCOUMARIN AND -FUROCOUMARIN DERIVATIVES
- Author
-
O. Gia, S. Marciani Magno, Carlassare F, Baccichetti F, C. Antonello, and Franco Bordin
- Subjects
Stereochemistry ,Base pair ,Furocoumarin ,Intercalation (chemistry) ,Biological activity ,General Medicine ,medicine.disease_cause ,Coumarin ,chemistry.chemical_compound ,chemistry ,medicine ,Escherichia coli ,DNA ,Psoralen - Abstract
Four series of diethylaminoalkoxyderivatives of coumarin (at the positions 4 and 7) and furocoumarin (at the positions 5 and 8) have been prepared, in order to study their complexing capacity with DNA, these compounds having a double possibility of interaction, that is intercalation of the aromatic moiety between two base pairs and formation of an electrostatic bond between their terminal amino group and a phosphoric group of DNA. Some biological effects connected with the interaction with DNA have also been studied. The results obtained showed that coumarin derivatives have a low complexing capacity and lack any biological activity. The furocoumarin derivatives showed a markedly increased complexing capacity both in respect to the coumarin derivatives and to the parent furocoumarin (psoralen, as well as its 5- and 8-methoxy derivatives) and proved able to inhibit DNA and RNA synthesis in Ehrlich ascites tumor cells, as well as the growth of Staphylococcus aureus and of various strains of Escherichia coli. This activity was generally low but was constantly higher in 5-than in 8-derivatives, the same behavior being found with regard to the complexing capacity with DNA. A good correlation between the ability to form complexes with DNA and the capacity to inhibit cells growth was clearly evidenced.
- Published
- 1979
- Full Text
- View/download PDF
44. Studies on the photoreactions (365 nm) between DNA and some methylpsoralens
- Author
-
S. Marciani, Daniela Vedaldi, Giovanni Rodighiero, and Francesco Dall'Acqua
- Subjects
Time Factors ,Erythema ,Photochemistry ,Ultraviolet Rays ,DNA, Single-Stranded ,Irradiation time ,Thymus Gland ,Nucleic Acid Denaturation ,Biochemistry, Genetics and Molecular Biology (miscellaneous) ,Guinea pig ,chemistry.chemical_compound ,Coumarins ,medicine ,Animals ,Irradiation ,Furans ,Psoralen ,Chromatography ,Binding Sites ,integumentary system ,DNA ,Pyrimidines ,chemistry ,Cattle ,Hydroxyapatites ,medicine.symptom ,Methane ,Function (biology) - Abstract
While many methyl derivatives of psoralen are very active as skin-photosensitizers, some others have a small activity or are practically inactive. This difference is not explicable in terms of different capacity of photobinding to DNA. Other factors are important, especially the ability to form cross-linkings in DNA. In fact, as a result of a comparison of a group of methylpsoralen derivatives, a good correlation has been found between the skin-photosensitizing potencies of the various compounds, as evaluated by determining the minimum irradiation time necessary for the production of erythema on guinea pig skin, and the amounts of cross-linking formed in DNA as a function of the time of irradiation.
- Published
- 1974
45. New anthracenedione derivatives: interaction with DNA and biological effects
- Author
-
Manlio Palumbo, S. Marciani Magno, C. Antonello, M. Santiano, S. Gastaldi, Ornella Gia, and I. Viano
- Subjects
Antibiotics, Antineoplastic ,Stereochemistry ,Hydrochloride ,Anthraquinones ,General Medicine ,DNA ,Chromophore ,Toxicology ,Fluorescence ,chemistry.chemical_compound ,Binding ability ,Mice ,chemistry ,Close relationship ,Doxorubicin ,Spectrophotometry ,Nucleic acid ,Side chain ,Animals ,Humans ,RNA ,Dialysis - Abstract
Two anthracenedione derivatives [1 - (ω - diethylaminopropylamido) - 4 - hydroxy - 9,10 - anthracenedione hydrochloride (I) and 1 - (ω - diethylamino-propylamido) - 2 - methoxy - 4 - hydroxy - 9,10 - anthracenedione hydrochloride (II)], having an electron-rich planar chromophore and an amino-substituted side chain, have been synthesized. Their binding ability to DNA was investigated by means of spectroscopic, equilibrium dialysis and fluorescence measurements. Their inhibition efficiency on nucleic acid synthesis was also evaluated both in mouse and human cells. Our results indicate that, in comparison with adriamycin, compound I shows a slightly weaker complexation ability to DNA, while compound II interacts with DNA at a substantially lower level. These data match quite well with the biological response on the inhibition of DNA and RNA synthesis exhibited by the above mentioned compounds; in fact compound I is slightly less efficient than adriamycin and about ten times more efficient than compound II. The close relationship between the results of physicochemical and biological studies is discussed.
- Published
- 1983
46. Investigation of the dark interaction between furocoumarins and DNA
- Author
-
Francesco Dall'Acqua, S. Marciani, Daniela Vedaldi, M. Recher, and M Terbojevich
- Subjects
Binding Sites ,Chemical Phenomena ,Base pair ,Stereochemistry ,Furocoumarin ,Circular Dichroism ,Intercalation (chemistry) ,Polynucleotides ,General Medicine ,DNA ,Darkness ,Toxicology ,Furocoumarins ,Crystallography ,chemistry.chemical_compound ,Chemistry ,chemistry ,Polynucleotide ,Coumarins ,Molecule ,Animals ,Cattle ,Dialysis ,Macromolecule - Abstract
The complexes between some furocoumarins and DNA have been studied using various physicochemical techniques. Flow-dichroism measurements data strongly support the intercalation of the planar furocoumarin molecules between two base pairs of duplex DNA. The equilibrium dialysis and spectrophotometric data show relatively low values of the association constants of the complexes and a small number of molecules able to intercalate in DNA, thus indicating that furocoumarins have a relatively low affinity for DNA in the complex formation. The biological and photobiological consequences connected with these results are discussed. The binding curves obtained using some polynucleotides and various DNA samples having different composition with regard to base pairs, have shown that the regions of the macromolecule having alternate sequences of purine and pyrimidine represent sites useful for intercalation. No preference has been observed for A-T or G-C.
- Published
- 1978
47. Interaction between DNA and some congeners of tilorone
- Author
-
S, Marciani Magno, M, Terbojevich, F, Dall'Acqua, O, Gia, F, Baccichetti, F, Carlassare, and F, Bordin
- Subjects
Chemistry ,Fluorenes ,Chemical Phenomena ,Animals ,Cattle ,DNA ,Tilorone - Abstract
Four compounds having a molecular structure analogous to that of tilorone and tilorone itself, taken as a reference compound, were examined for complex formation ability with DNA. While the association constants of the various complexes were almost the same, the r values in saturation conditions (that is the highest number of molecules bound per nucleotide of DNA) increased with the size of the planar moiety or with the length of the two basic side chains of the molecules. Concerning the structure of the complexes, it was evidenced by means of flow dichroism measurements that the non-covalent binding to DNA occurs via an intercalative mode. Moreover, it was observed that by decreasing the ionic strength, the affinity of the drugs for the macromolecule increases, indicating that in complex formation, electrostatic forces exerted between the DNA phosphate residues and the positively charged nitrogen of the side chains of the drugs are involved. It seems also possible that, in this condition, and in the presence of high concentrations of the drug, a secondary binding consisting only of electrostatic interactions outside of the helix takes place. In connection with the complexing ability with DNA, the examined compounds proved able to inhibit DNA and RNA synthesis in Ehrlich ascites tumor cells. A correlation was found between complexing ability and inhibitory activity on nucleic acid synthesis.
- Published
- 1979
48. [Research on the interactions between DNA and anthracycline antibiotics]
- Author
-
F, Dall'Acqua, M, Terbojevich, S, Marciani, D, Vedaldi, and G, Rodighiero
- Subjects
Solutions ,Chromatography ,Doxorubicin ,Research ,Daunorubicin ,Temperature ,Animals ,Cattle ,Drug Interactions ,DNA ,Densitometry - Published
- 1974
49. Conformational aspects of drug-DNA interactions: Studies on anthracycline antibiotics and psoralen derivatives
- Author
-
Manlio Palumbo, S. Marciani-Magno, L. Capasso, and G. Palù
- Subjects
Drug ,Stereochemistry ,media_common.quotation_subject ,Intercalation (chemistry) ,General Medicine ,Ligand (biochemistry) ,General Biochemistry, Genetics and Molecular Biology ,chemistry.chemical_compound ,chemistry ,Polynucleotide ,Helix ,Nucleic acid ,General Agricultural and Biological Sciences ,Psoralen ,DNA ,media_common - Abstract
The interaction of anticancer agents, analogues of adriamycin and of photo-chemotherapeutic compounds of the psoralen structural type with DNA was investigated using spectroscopic, hydrodynamic and chiroptical techniques. The nucleic acid may undergo conformational changes from the B form to more compact structures as a result of the binding process to charged compounds. Different complex geometries adopted byvarious drugs were observed and discussed in terms of intercalation into the polynucleotide double helix and orientation of the ligand in the base-pair pocket. The binding of chemotherapeutic agents to functionally organized DNA was also studied. Lower binding affinities and modified spectral responsesareindicativeofdifferent drug-DNA complexation patternsinthiscase. The results of these studies allow a better understanding of drug-nucleic acid interactions at a molecular level.
- Published
- 1985
50. Antiviral activity of some congeners of tilorone
- Author
-
F, Baccichetti, F, Carlassare, F, Bordin, S, Marciani Magno, O, Gia, and M, Peron
- Subjects
Fluorenes ,T-Phages ,Tilorone ,Antiviral Agents ,Coliphages ,Bacteriophage phi X 174 - Abstract
The activity of four tilorone analogous compounds against three different strains of E. coli bacteriophages T1, T2 and phiX-174, was studied. Among the compounds we tested, only a fluorene derivative (2,7-bis-2-[2-(diethylamino)acetyl]fluorene) yielded a high inhibition of phage growth, to a greater extent with respect to tilorone, used as a reference compound. This activity, not due to a toxic effect on the host bacteria, did not appear connected with a complex formation between the drug and DNA. In fact, among the studied compounds, this is not the one showing the highest binding parameters with DNA; in addition, when the mature virions were incubated in the presence of the drug and then diluted and assayed for their plaque-forming capacity, this drug turned out to be practically ineffective. Fluorene derivative appears to be an antiviral drug acting on an unidentified metabolic process of phage growth, and therefore it is a model for new antiviral drugs showing a selective activity.
- Published
- 1980
Catalog
Discovery Service for Jio Institute Digital Library
For full access to our library's resources, please sign in.