Absolute configurations of four resorcylic acid lactones, paecilomycins J-M, by CD/TDDFT calculations.
Chirality
; 26(1): 44-50, 2014 Jan.
Article
en En
| MEDLINE
| ID: mdl-24408852
ABSTRACT
The absolute configurations of four resorcylic acid lactones (RALs), paecilomycins J-M (1-3 and 5), were assigned by Time-Dependent Density-Functional Theory (TDDFT) calculations of their electronic circular dichroism (CD) spectra. The previously reported structure 4 for paecilomycin M was found to be incorrect and should be changed to structure 5. Analysis of structure-spectrum relationship for this group of RALs suggested that V'-shape conformations give type I CD spectra (two negative Cotton effects around 300 and 260 nm, a positive Cotton effect around 220 nm) while V-shape conformations yield type II spectra (signs of three Cotton effects were opposite to those in type I).
Palabras clave
Texto completo:
1
Colección:
01-internacional
Base de datos:
MEDLINE
Asunto principal:
Teoría Cuántica
/
Resorcinoles
/
Terpenos
/
Macrólidos
/
Hidroxibenzoatos
/
Lactonas
Idioma:
En
Revista:
Chirality
Asunto de la revista:
BIOLOGIA MOLECULAR
/
QUIMICA
Año:
2014
Tipo del documento:
Article
País de afiliación:
China