Papers by Salvatore Caccamese
Journal of Mass Spectrometry, 1982
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Journal of Chromatography A, 2005
The HPLC enantiomeric separation of naringenin, eriodictyol, hesperetin and pinocembrin was accom... more The HPLC enantiomeric separation of naringenin, eriodictyol, hesperetin and pinocembrin was accomplished in the normal-phase mode using two polysaccharide-derived chiral stationary phases (Chiralcel OD-H and Chiralpak AS-H) and various n-hexane/alcohol mobile phases. The 3′,4′ substituents pattern affect the enantioselectivity of these phases. Single enantiomers of naringenin were isolated by semipreparative HPLC and their CD spectra were measured and related to
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Tetrahedron, 2003
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Tetrahedron: Asymmetry, 1998
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Tetrahedron: Asymmetry, 2011
The enantiomers of racemic 3,4-dihydroquinolines with an acetal or thioacetal spiro ring and a qu... more The enantiomers of racemic 3,4-dihydroquinolines with an acetal or thioacetal spiro ring and a quaternary stereogenic carbon have been isolated through semipreparative chiral chromatography using a polysaccharide-derived chiral stationary phase (Chiralpak AD) and n-hexane/ethanol as a mobile phase. The absolute configurations of the enantiomers of four compounds have been determined by a comparison of density functional theory (DFT) calculations of
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Tetrahedron: Asymmetry, 1994
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Tetrahedron: Asymmetry, 1997
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Tetrahedron: Asymmetry, 2001
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Tetrahedron Letters, 1980
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Tetrahedron, 1987
... A new labile bromoterpenoid from the red alga laurencia majuscula: Dehydrochloroprepacifenol.... more ... A new labile bromoterpenoid from the red alga laurencia majuscula: Dehydrochloroprepacifenol.Salvatore Caccamese * , a , Anna Compagnini a , Rosa Maria Toscano a , Francesco Nicolo b and Gervais Chapuis b. ... "JJ Sims, W. Fenical, RM Wing and P. Radlick, J. Am. Chem. ...
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Tetrahedron, 1991
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Tetrahedron, 1999
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Synthesis, 2010
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Organic & Biomolecular Chemistry, 2004
The non-empirical assignment of the absolute configuration of (-)-naringenin, the aglycone of (-)... more The non-empirical assignment of the absolute configuration of (-)-naringenin, the aglycone of (-)-naringin, a flavanone glycoside abundant in the albedo of immature grapefruits and showing several interesting biological properties, has been approached by two different methods: (a) the exciton analysis of the circular dichroism (CD) spectrum and (b) the ab initio calculation of the optical rotatory power. Both the methods indicate the configurational correlation (-)/(S), as empirically suggested by Gaffield. A comparison of advantages and limitations of the two methods of analysis is also presented.
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The Journal of Organic Chemistry, 1997
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Journal of Natural Products, 1998
Two diastereomeric 2",3"-dibromo cephalomannines and their two ... more Two diastereomeric 2",3"-dibromo cephalomannines and their two corresponding 7-epimers were obtained by treatment of extracts of Taxus yunnanensis with bromine solution under mild conditions. Treatment of the same extract with chlorine solution yielded four diasteromeric 2",3"-dichlorocephalomannines, with no 7-epimers. The diastereomeric mixtures were separated into the individual components by preparative HPLC on C18 reversed-phase silica gel. A more efficient analytical separation was obtained on a pentafluorophenyl-bonded phase. These reaction products were isolated and fully identified spectroscopically. Slight differences were observed in the NMR spectra of the 7-epimers when compared to their 7 beta-OH analogues. On the basis of a comparison of physicochemical data, the bromo compounds were identified as (2"R,3"S)-dibromo-7-epi-cephalomannine (3), (2"S,3"R)-dibromo-7-epi-cephalomannine (4), (2"R,3"S)-dibromocephalomannine (5), and (2"S,3"R)-dibromocephalomannine (6), and the chloro compounds as (2"R,3"R)-dichlorocephalomannine (7), (2"S,3"S)-dichlorocephalomannine (8), (2"R,3"S)-dichlorocephalomannine (9), and (2"S,3"R)-dichlorocephalomannine (10). Cytotoxic activity was tested against the NCI 60 human tumor cell line panel in comparison with paclitaxel (1), and encouraging results were obtained in some cases.
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Journal of Medicinal Chemistry, 2006
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Journal of Chromatography A, 2006
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Journal of Chromatography A, 1995
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Papers by Salvatore Caccamese