Gloria Brusotti | University of Pavia (original) (raw)

Papers by Gloria Brusotti

Research paper thumbnail of Preparation of Arene Carboxylic Acids Via a Polymer-Supported Krohnke Reaction

Letters in Organic Chemistry, 2006

... of Pavia, Department of Pharmaceutical Chemistry, Viale Taramelli 12, I-27100 Pavia, Italy; T... more ... of Pavia, Department of Pharmaceutical Chemistry, Viale Taramelli 12, I-27100 Pavia, Italy; Tel: ++39-0382-987788; E-mail: gloria.brusotti@unipv.it ... are being used, eg (a) Belluti, F.; Rampa, A.; Piazza, L.; Bisi, A.; Gobbi, S.; Bartolini, M.; Andrisano, V.; Cavalli, A.; Recantini, M ...

Research paper thumbnail of ChemInform Abstract: Camphor-Derived 2-Stannyl-N-Boc-1,3-Oxazolidine: A New Chiral Formylanion Equivalent for the Asymmetric Synthesis of 1,2-Diols

Cheminform, 2010

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was e... more ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

Research paper thumbnail of Chemical and biological profile of racemic and optically active dialkylaminoalkylnaphthalenes with analgesic activity

Tetrahedron-asymmetry, 2002

The racemic mixtures and the enantiomers of dialkylaminoalkylnaphthalenes are described here as n... more The racemic mixtures and the enantiomers of dialkylaminoalkylnaphthalenes are described here as novel analgesic agents with potencies similar, or superior to that of morphine. The synthesis and isolation of the pure enantiomers and a study of the absolute configuration are reported. The resolution of racemates was accomplished by preparative liquid chromatography using a Chiralpak AD column. The configurational assignment was performed on the basis of the X-ray crystallographic analysis of (+)-benzyl-(3-hydroxy-3-naphthalen-2-yl-butyl)dimethylammonium bromide and by comparative study of CD and NOESY 1 H NMR spectra of the resolved enantiomers. Pharmacological evaluation of the analgesic activity by means of the hot plate test is described.

Research paper thumbnail of Diastereoselective synthesis of chiral nonracemic naphthylaminoalcohols with analgesic activity

Tetrahedron-asymmetry, 2004

The diastereoselective synthesis of chiral nonracemic naphthylaminoalcohols has been accomplished... more The diastereoselective synthesis of chiral nonracemic naphthylaminoalcohols has been accomplished. The diastereoisomers, obtained in high enantiomeric excesses, were investigated by 1 H NMR and HPLC analyses. The configurational assignment was performed by NOESY 1 H NMR spectroscopy. Pharmacological evaluation of the analgesic activity by means of the hot plate test is described.

Research paper thumbnail of Camphor-derived 2-stannyl-N-Boc-1,3-oxazolidine: A new chiral formylanion equivalent for the asymmetric synthesis of 1,2-diols

Tetrahedron Letters, 1995

... 28632866, 1995 Elsevier Science Ltd Printed in Great Britain 00404039 95 9.50+0.00 CamphorDer... more ... 28632866, 1995 Elsevier Science Ltd Printed in Great Britain 00404039 95 9.50+0.00 CamphorDerived 2StannylNBocl,3Oxazolidine: a New Chiral Formylanion Equivalent for the Asymmetric Synthesis of 1,2Diols Lino Colombo,* Marcello Di ... Dale, JA; Mosher, HS, J. Am.Chem. ...

Research paper thumbnail of Stereoselective synthesis of 6,5-bicyclic reverse-turn peptidomimetics

Tetrahedron, 1998

A flexible stereoselective synthetic scheme was developed to prepare 6,5-fused bicyclic lactams, ... more A flexible stereoselective synthetic scheme was developed to prepare 6,5-fused bicyclic lactams, that molecular mechanics calculations revealed to have a potential as reverse-turn mimetics. The convergence of the synthetic sequence was achieved by attachment of a properly substituted malonate unit to the (2S)-cis-5-(2-hydroxyethyl)proline tert-butyl ester. Stereoselective intramolecular alkylation of the malonate afforded the 6-membered lactam fused to the 2-carbalkoxy pyrrolidine nucleus. X-ray diffraction analysis of a more advanced synthetic derivative allowed the unequivocal assignment of the configuration at the newly created quaternary stereocenter as R.

Research paper thumbnail of ChemInform Abstract: Synthesis of Nornicotine, Nicotine and Other Functionalized Derivatives Using Solid-Supported Reagents and Scavengers

Cheminform, 2010

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was e... more ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

Research paper thumbnail of Synthesis of nornicotine, nicotine and other functionalised derivatives using solid-supported reagents and scavengers

Research paper thumbnail of Solid-supported reagents for multi-step organic synthesis: preparation and application

Farmaco, 2002

Since the early days of combinatorial chemistry solid-phase organic synthesis has been the method... more Since the early days of combinatorial chemistry solid-phase organic synthesis has been the method of choice for the production of large libraries. Solution-phase synthesis is again gaining importance especially for the synthesis of parallel arrays of smaller, focussed libraries containing single compounds with high degrees of purity. In the field of solution-phase library generation, the use of solid-supported reagents, catalysts and scavengers is emerging as a leading strategy, combining the advantages of both solid-phase organic synthesis (e.g. allowing the employment of an excess of reagent without the need for additional purification steps) and solution-phase chemistry (e.g. the ease of monitoring the progress of the reactions by applying LC-MS, TLC or standard NMR techniques). An account of some of the most recent advances in this area of research will be presented. © 2002 Published by É ditions scientifiques et médicales Elsevier SAS.

Research paper thumbnail of Validation of use of a traditional remedy from Bridelia grandis (Pierre ex Hutch) stem bark against oral Streptococci

Journal of Ethnopharmacology, 2008

Aim of the study: Bridelia grandis (Pierre ex Hutch) (Euphorbiaceae) is a medicinal plant traditi... more Aim of the study: Bridelia grandis (Pierre ex Hutch) (Euphorbiaceae) is a medicinal plant traditionally used in Cameroon by pygmies Baka as a remedy for oral cavity affection. Bioassay-guided stem bark extracts were investigated for their in vitro antimicrobial properties as well as their phytochemical constituents. Materials and methods: The first extraction was carried out according to the traditional use. Further extractions were carried out with solvents of different polarity such as methanol (MeOH), ethyl acetate (EtOAc) and mixtures of MeOH-H 2 O. The antimicrobial activity of the extracts against oral Streptococci was evaluated on the basis of the minimum inhibitory concentration (MIC) and the minimum bactericidal concentration (MBC) by the macrodilution method; the bacterial surface hydrophobicity was also evaluated. Results: Water, methanol and mixtures methanol-water extracts, exhibited antibacterial activity with MIC between 0.5 and 2 mg/ml justifying the traditional use of Bridelia grandis stem bark for oral cavity affection. Preliminary phytochemical analysis was performed on the most active extract (methanol) using appropriate tests and well established analytical screening methods, such as TLC and RP-HPLC/DAD. Conclusions: The data obtained indicate that tannins constitute the chemical family responsible for the biological activity.

Research paper thumbnail of Antimicrobial properties of stem bark extracts from Phyllanthus muellerianus (Kuntze) Excell

Lancet, 2011

Ethnopharmacological relevance: The plants of the genus Phyllanthus (Euphorbiaceae) are widely di... more Ethnopharmacological relevance: The plants of the genus Phyllanthus (Euphorbiaceae) are widely distributed in most tropical and subtropical countries, and have long been used in folk medicine to treat several diseases. Particularly, Phyllanthus muellerianus (Kuntze) Excell, commonly called "mbolongo" in Cameroon, is used by pygmies baka as a remedy for tetanus and wound infections. Aim of the study: To investigate the antimicrobial properties of Phyllanthus muellerianus (Kuntze) Excell (family Euphorbiaceae) stem bark used in Cameroon by baka pygmies as a remedy for wound healing and tetanus. Materials and methods: Aqueous and methanol extracts with and without defatting treatment, were prepared and their activity against Clostridium sporogenes ATCC 3584, Staphylococcus aureus ATCC 6538, Streptococcus mutans ATCC 25175, Streptococcus pyogenes ATCC 19615, Escherichia coli ATCC 10536, Candida albicans ATCC 10231, was evaluated on the basis of the minimum inhibitory concentration (MIC) and the minimum bactericidal-fungicidal concentration (MBC-MFC) by the macrodilution method. Results: Water extract showed a weak activity against Clostridium sporogenes (MIC 900 g/mL) and resulted inactive at the tested concentrations against all the other microorganisms. The defatted methanol extract, inactive against Staphylococcus aureus, Escherichia coli, Candida albicans, exhibited a very interesting activity against Clostridium sporogenes and Streptococcus pyogenes (MIC 100 g/mL and 300 g/mL, respectively), which seems to validate the use of this plant in pygmies traditional medicine for the treatment of tetanus and wound infections. The activity found against Streptococcus mutans (300 g/mL), aetiological agent of caries, may suggest a possible use of this plant as natural remedy to prevent dental diseases. Conclusions: The activity against streptococci and Clostridium sporogenes ATCC 3584, showed by stem bark extracts of Phyllanthus muellerianus, traditionally used by baka pygmies to treat wound infections and tetanus, is reported for the first time.

Research paper thumbnail of The genus Bridelia: A phytochemical and ethnopharmacological review

Journal of Ethnopharmacology, 2009

Approximately 60 species of Bridelia, (Phyllanthaceae) are found throughout tropical and subtropi... more Approximately 60 species of Bridelia, (Phyllanthaceae) are found throughout tropical and subtropical regions of the world, mainly in Africa and Asia. Several Bridelia species are used in popular medicines as antiamebic, antianemic, antibacterial, anticonvulsant, anti-diabetic, antidiarrhoeal, antihelmintic, anti-inflammatory, antimalarial, antinociceptive, antiviral, hypoglycemic and for abdominal pain, cardiovascular, gynecological and sexual diseases. The present paper reviews the traditional usage, the biological activities and the correlated chemical compounds of Bridelia species with emphasis on the validation of the ethnopharmacological uses. The findings in some Bridelia species of, for example, gallocatechin-(4 -O-7)-epigallocatechin (1), quercetin (2), myricetin glycosides (5-6), bridelone (11), bridelonine (12), isoflavone may justify the uses of these species against pains in African and Asian traditional medicines.

Research paper thumbnail of Development and integration of an immunoaffinity monolithic disk for the on-line solid-phase extraction and HPLC determination with fluorescence detection of aflatoxin B1 in aqueous solutions

Journal of Pharmaceutical and Biomedical Analysis, 2007

The development and characterization of an anti-aflatoxin B1 (anti-AFB1) immunoaffinity monolithi... more The development and characterization of an anti-aflatoxin B1 (anti-AFB1) immunoaffinity monolithic disk is reported. Polyclonal anti-AFB1 was covalently immobilized in batch on an epoxy-activated monolithic Convective Interaction Media (CIM) disk (12mm×3mm i.d.) by a one-step reaction via epoxy groups of the polymer surface. 0.96mg of antibody were immobilized and the binding capacity of the CIM disk was determined by frontal

Research paper thumbnail of Preparation of Arene Carboxylic Acids Via a Polymer-Supported Krohnke Reaction

Letters in Organic Chemistry, 2006

... of Pavia, Department of Pharmaceutical Chemistry, Viale Taramelli 12, I-27100 Pavia, Italy; T... more ... of Pavia, Department of Pharmaceutical Chemistry, Viale Taramelli 12, I-27100 Pavia, Italy; Tel: ++39-0382-987788; E-mail: gloria.brusotti@unipv.it ... are being used, eg (a) Belluti, F.; Rampa, A.; Piazza, L.; Bisi, A.; Gobbi, S.; Bartolini, M.; Andrisano, V.; Cavalli, A.; Recantini, M ...

Research paper thumbnail of ChemInform Abstract: Camphor-Derived 2-Stannyl-N-Boc-1,3-Oxazolidine: A New Chiral Formylanion Equivalent for the Asymmetric Synthesis of 1,2-Diols

Cheminform, 2010

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was e... more ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

Research paper thumbnail of Chemical and biological profile of racemic and optically active dialkylaminoalkylnaphthalenes with analgesic activity

Tetrahedron-asymmetry, 2002

The racemic mixtures and the enantiomers of dialkylaminoalkylnaphthalenes are described here as n... more The racemic mixtures and the enantiomers of dialkylaminoalkylnaphthalenes are described here as novel analgesic agents with potencies similar, or superior to that of morphine. The synthesis and isolation of the pure enantiomers and a study of the absolute configuration are reported. The resolution of racemates was accomplished by preparative liquid chromatography using a Chiralpak AD column. The configurational assignment was performed on the basis of the X-ray crystallographic analysis of (+)-benzyl-(3-hydroxy-3-naphthalen-2-yl-butyl)dimethylammonium bromide and by comparative study of CD and NOESY 1 H NMR spectra of the resolved enantiomers. Pharmacological evaluation of the analgesic activity by means of the hot plate test is described.

Research paper thumbnail of Diastereoselective synthesis of chiral nonracemic naphthylaminoalcohols with analgesic activity

Tetrahedron-asymmetry, 2004

The diastereoselective synthesis of chiral nonracemic naphthylaminoalcohols has been accomplished... more The diastereoselective synthesis of chiral nonracemic naphthylaminoalcohols has been accomplished. The diastereoisomers, obtained in high enantiomeric excesses, were investigated by 1 H NMR and HPLC analyses. The configurational assignment was performed by NOESY 1 H NMR spectroscopy. Pharmacological evaluation of the analgesic activity by means of the hot plate test is described.

Research paper thumbnail of Camphor-derived 2-stannyl-N-Boc-1,3-oxazolidine: A new chiral formylanion equivalent for the asymmetric synthesis of 1,2-diols

Tetrahedron Letters, 1995

... 28632866, 1995 Elsevier Science Ltd Printed in Great Britain 00404039 95 9.50+0.00 CamphorDer... more ... 28632866, 1995 Elsevier Science Ltd Printed in Great Britain 00404039 95 9.50+0.00 CamphorDerived 2StannylNBocl,3Oxazolidine: a New Chiral Formylanion Equivalent for the Asymmetric Synthesis of 1,2Diols Lino Colombo,* Marcello Di ... Dale, JA; Mosher, HS, J. Am.Chem. ...

Research paper thumbnail of Stereoselective synthesis of 6,5-bicyclic reverse-turn peptidomimetics

Tetrahedron, 1998

A flexible stereoselective synthetic scheme was developed to prepare 6,5-fused bicyclic lactams, ... more A flexible stereoselective synthetic scheme was developed to prepare 6,5-fused bicyclic lactams, that molecular mechanics calculations revealed to have a potential as reverse-turn mimetics. The convergence of the synthetic sequence was achieved by attachment of a properly substituted malonate unit to the (2S)-cis-5-(2-hydroxyethyl)proline tert-butyl ester. Stereoselective intramolecular alkylation of the malonate afforded the 6-membered lactam fused to the 2-carbalkoxy pyrrolidine nucleus. X-ray diffraction analysis of a more advanced synthetic derivative allowed the unequivocal assignment of the configuration at the newly created quaternary stereocenter as R.

Research paper thumbnail of ChemInform Abstract: Synthesis of Nornicotine, Nicotine and Other Functionalized Derivatives Using Solid-Supported Reagents and Scavengers

Cheminform, 2010

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was e... more ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

Research paper thumbnail of Synthesis of nornicotine, nicotine and other functionalised derivatives using solid-supported reagents and scavengers

Research paper thumbnail of Solid-supported reagents for multi-step organic synthesis: preparation and application

Farmaco, 2002

Since the early days of combinatorial chemistry solid-phase organic synthesis has been the method... more Since the early days of combinatorial chemistry solid-phase organic synthesis has been the method of choice for the production of large libraries. Solution-phase synthesis is again gaining importance especially for the synthesis of parallel arrays of smaller, focussed libraries containing single compounds with high degrees of purity. In the field of solution-phase library generation, the use of solid-supported reagents, catalysts and scavengers is emerging as a leading strategy, combining the advantages of both solid-phase organic synthesis (e.g. allowing the employment of an excess of reagent without the need for additional purification steps) and solution-phase chemistry (e.g. the ease of monitoring the progress of the reactions by applying LC-MS, TLC or standard NMR techniques). An account of some of the most recent advances in this area of research will be presented. © 2002 Published by É ditions scientifiques et médicales Elsevier SAS.

Research paper thumbnail of Validation of use of a traditional remedy from Bridelia grandis (Pierre ex Hutch) stem bark against oral Streptococci

Journal of Ethnopharmacology, 2008

Aim of the study: Bridelia grandis (Pierre ex Hutch) (Euphorbiaceae) is a medicinal plant traditi... more Aim of the study: Bridelia grandis (Pierre ex Hutch) (Euphorbiaceae) is a medicinal plant traditionally used in Cameroon by pygmies Baka as a remedy for oral cavity affection. Bioassay-guided stem bark extracts were investigated for their in vitro antimicrobial properties as well as their phytochemical constituents. Materials and methods: The first extraction was carried out according to the traditional use. Further extractions were carried out with solvents of different polarity such as methanol (MeOH), ethyl acetate (EtOAc) and mixtures of MeOH-H 2 O. The antimicrobial activity of the extracts against oral Streptococci was evaluated on the basis of the minimum inhibitory concentration (MIC) and the minimum bactericidal concentration (MBC) by the macrodilution method; the bacterial surface hydrophobicity was also evaluated. Results: Water, methanol and mixtures methanol-water extracts, exhibited antibacterial activity with MIC between 0.5 and 2 mg/ml justifying the traditional use of Bridelia grandis stem bark for oral cavity affection. Preliminary phytochemical analysis was performed on the most active extract (methanol) using appropriate tests and well established analytical screening methods, such as TLC and RP-HPLC/DAD. Conclusions: The data obtained indicate that tannins constitute the chemical family responsible for the biological activity.

Research paper thumbnail of Antimicrobial properties of stem bark extracts from Phyllanthus muellerianus (Kuntze) Excell

Lancet, 2011

Ethnopharmacological relevance: The plants of the genus Phyllanthus (Euphorbiaceae) are widely di... more Ethnopharmacological relevance: The plants of the genus Phyllanthus (Euphorbiaceae) are widely distributed in most tropical and subtropical countries, and have long been used in folk medicine to treat several diseases. Particularly, Phyllanthus muellerianus (Kuntze) Excell, commonly called "mbolongo" in Cameroon, is used by pygmies baka as a remedy for tetanus and wound infections. Aim of the study: To investigate the antimicrobial properties of Phyllanthus muellerianus (Kuntze) Excell (family Euphorbiaceae) stem bark used in Cameroon by baka pygmies as a remedy for wound healing and tetanus. Materials and methods: Aqueous and methanol extracts with and without defatting treatment, were prepared and their activity against Clostridium sporogenes ATCC 3584, Staphylococcus aureus ATCC 6538, Streptococcus mutans ATCC 25175, Streptococcus pyogenes ATCC 19615, Escherichia coli ATCC 10536, Candida albicans ATCC 10231, was evaluated on the basis of the minimum inhibitory concentration (MIC) and the minimum bactericidal-fungicidal concentration (MBC-MFC) by the macrodilution method. Results: Water extract showed a weak activity against Clostridium sporogenes (MIC 900 g/mL) and resulted inactive at the tested concentrations against all the other microorganisms. The defatted methanol extract, inactive against Staphylococcus aureus, Escherichia coli, Candida albicans, exhibited a very interesting activity against Clostridium sporogenes and Streptococcus pyogenes (MIC 100 g/mL and 300 g/mL, respectively), which seems to validate the use of this plant in pygmies traditional medicine for the treatment of tetanus and wound infections. The activity found against Streptococcus mutans (300 g/mL), aetiological agent of caries, may suggest a possible use of this plant as natural remedy to prevent dental diseases. Conclusions: The activity against streptococci and Clostridium sporogenes ATCC 3584, showed by stem bark extracts of Phyllanthus muellerianus, traditionally used by baka pygmies to treat wound infections and tetanus, is reported for the first time.

Research paper thumbnail of The genus Bridelia: A phytochemical and ethnopharmacological review

Journal of Ethnopharmacology, 2009

Approximately 60 species of Bridelia, (Phyllanthaceae) are found throughout tropical and subtropi... more Approximately 60 species of Bridelia, (Phyllanthaceae) are found throughout tropical and subtropical regions of the world, mainly in Africa and Asia. Several Bridelia species are used in popular medicines as antiamebic, antianemic, antibacterial, anticonvulsant, anti-diabetic, antidiarrhoeal, antihelmintic, anti-inflammatory, antimalarial, antinociceptive, antiviral, hypoglycemic and for abdominal pain, cardiovascular, gynecological and sexual diseases. The present paper reviews the traditional usage, the biological activities and the correlated chemical compounds of Bridelia species with emphasis on the validation of the ethnopharmacological uses. The findings in some Bridelia species of, for example, gallocatechin-(4 -O-7)-epigallocatechin (1), quercetin (2), myricetin glycosides (5-6), bridelone (11), bridelonine (12), isoflavone may justify the uses of these species against pains in African and Asian traditional medicines.

Research paper thumbnail of Development and integration of an immunoaffinity monolithic disk for the on-line solid-phase extraction and HPLC determination with fluorescence detection of aflatoxin B1 in aqueous solutions

Journal of Pharmaceutical and Biomedical Analysis, 2007

The development and characterization of an anti-aflatoxin B1 (anti-AFB1) immunoaffinity monolithi... more The development and characterization of an anti-aflatoxin B1 (anti-AFB1) immunoaffinity monolithic disk is reported. Polyclonal anti-AFB1 was covalently immobilized in batch on an epoxy-activated monolithic Convective Interaction Media (CIM) disk (12mm×3mm i.d.) by a one-step reaction via epoxy groups of the polymer surface. 0.96mg of antibody were immobilized and the binding capacity of the CIM disk was determined by frontal