Absolute configuration assignment to anticancer Amaryllidaceae alkaloid jonquailine
作者： Stefania Vergura , Ernesto Santoro , Marco Masi , Antonio Evidente , Patrizia Scafato
DOI: 10.1016/J.FITOTE.2018.06.013
关键词: Stereocenter 、 Circular dichroism 、 Optical rotation 、 Amaryllidaceae Alkaloids 、 Stereochemistry 、 Chemistry 、 Absolute configuration 、 Density functional theory 、 Vibrational circular dichroism 、 Optical rotatory dispersion 、 Pharmacology 、 Drug discovery 、 General Medicine
摘要: … the relative configuration at C-8. In fact, preliminary inspection … epimers at C-8 shows that, while in the 8R epimer a NOE effect could be observed between H-8 and H-1, in the 8S epimer …
unibas.it
elsevier.com参考文章(52)
W. C. Wildman, D. T. Bailey, Novel alkaloids containing the [2]benzopyrano[3,4-c]indole nucleus Journal of Organic Chemistry. ,vol. 33, pp. 3749- 3753 ,(1968) , 10.1021/JO01274A014
Eiichi Furusawa, Shinobu Furusawa, Effect of pretazettine and viva-natural, a dietary seaweed extract, on spontaneous AKR leukemia in comparison with standard drugs. Oncology. ,vol. 45, pp. 180- 186 ,(1988) , 10.1159/000226558
Giovanna Longhi, Roberto Gangemi, France Lebon, Ettore Castiglioni, Sergio Abbate, Vaughan M. Pultz, David A. Lightner, A Comparative Study of Overtone CH-Stretching Vibrational Circular Dichroism Spectra of Fenchone and Camphor † Journal of Physical Chemistry A. ,vol. 108, pp. 5338- 5352 ,(2004) , 10.1021/JP049411I
Ernesto Santoro, Giuseppe Mazzeo, Ana G. Petrovic, Alessio Cimmino, Jun Koshoubu, Antonio Evidente, Nina Berova, Stefano Superchi, Absolute configurations of phytotoxins seiricardine A and inuloxin A obtained by chiroptical studies. Phytochemistry. ,vol. 116, pp. 359- 366 ,(2015) , 10.1016/J.PHYTOCHEM.2015.03.001
Delphine Lamoral-Theys, Anna Andolfi, Gwendoline Van Goietsenoven, Alessio Cimmino, Benjamin Le Calvé, Nathalie Wauthoz, Véronique Mégalizzi, Thierry Gras, Céline Bruyère, Jacques Dubois, Véronique Mathieu, Alexander Kornienko, Robert Kiss, Antonio Evidente, Lycorine, the Main Phenanthridine Amaryllidaceae Alkaloid, Exhibits Significant Antitumor Activity in Cancer Cells That Display Resistance to Proapoptotic Stimuli: An Investigation of Structure−Activity Relationship and Mechanistic Insight Journal of Medicinal Chemistry. ,vol. 52, pp. 6244- 6256 ,(2009) , 10.1021/JM901031H
Gwendoline Van Goietsenoven, Anna Andolfi, Benjamin Lallemand, Alessio Cimmino, Delphine Lamoral-Theys, Thierry Gras, Amina Abou-Donia, Jacques Dubois, Florence Lefranc, Véronique Mathieu, Alexander Kornienko, Robert Kiss, Antonio Evidente, Amaryllidaceae alkaloids belonging to different structural subgroups display activity against apoptosis-resistant cancer cells. Journal of Natural Products. ,vol. 73, pp. 1223- 1227 ,(2010) , 10.1021/NP9008255
Yanan He, Wang Bo, Rina K. Dukor, Laurence A. Nafie, Determination of absolute configuration of chiral molecules using vibrational optical activity: a review. Applied Spectroscopy. ,vol. 65, pp. 699- 723 ,(2011) , 10.1366/11-06321
Fabio Cabezas, Arnoldo Ramírez, Francesc Viladomat, Carles Codina, Jaume Bastida, Alkaloids from Eucharis amazonica (Amaryllidaceae). Chemical & Pharmaceutical Bulletin. ,vol. 51, pp. 315- 317 ,(2003) , 10.1248/CPB.51.315
D. Lamoral-Theys, C. Decaestecker, V. Mathieu, J. Dubois, A. Kornienko, R. Kiss, A. Evidente, L. Pottier, Lycorine and its Derivatives for Anticancer Drug Design Mini-reviews in Medicinal Chemistry. ,vol. 10, pp. 41- 50 ,(2010) , 10.2174/138955710791112604
Gwendoline Van Goietsenoven, Jenna Hutton, Jean‐Paul Becker, Benjamin Lallemand, Francis Robert, Florence Lefranc, Christine Pirker, Guy Vandenbussche, Pierre Van Antwerpen, Antonio Evidente, Walter Berger, Martine Prévost, Jerry Pelletier, Robert Kiss, Terri Goss Kinzy, Alexander Kornienko, Véronique Mathieu, Targeting of eEF1A with Amaryllidaceae isocarbostyrils as a strategy to combat melanomas. The FASEB Journal. ,vol. 24, pp. 4575- 4584 ,(2010) , 10.1096/FJ.10-162263