An improved Version of the J-based NMR configurational analysis of flexible organic molecules, that relies on extensive use of HSQC-TOCSY spectra, was applied to the stereochemical study of sphinxolide, a potent anti-tumor marine macrolide acting on cell microfilaments that has lately proven to circumvent multi-drug-resistance (MDR) in cancer cells. NMR data allowed stereochemical assignment of all molecular segments except the C18-C19 unit, whose configuration had to be addressed by a chemical/degradative approach.
Stereochemical studies on sphinxolide: advances in the J-based NMR determination of the relative configuration of flexible systems / Bassarello, Carla; Bifulco, Giuseppe; Zampella, Angela; D'Auria, MARIA VALERIA; Riccio, Raffaele; Gomez Paloma, Luigi. - In: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY. - ISSN 1434-193X. - STAMPA. - 1(2001), pp. 39-44. [10.1002/1099-0690(200101)2001:1]
Stereochemical studies on sphinxolide: advances in the J-based NMR determination of the relative configuration of flexible systems
ZAMPELLA, ANGELA;D'AURIA, MARIA VALERIA;
2001
Abstract
An improved Version of the J-based NMR configurational analysis of flexible organic molecules, that relies on extensive use of HSQC-TOCSY spectra, was applied to the stereochemical study of sphinxolide, a potent anti-tumor marine macrolide acting on cell microfilaments that has lately proven to circumvent multi-drug-resistance (MDR) in cancer cells. NMR data allowed stereochemical assignment of all molecular segments except the C18-C19 unit, whose configuration had to be addressed by a chemical/degradative approach.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
