论文信息 - Conformational study of the cembranolide diterpene denticulatolide by molecular mechanics method

Conformational study of the cembranolide diterpene denticulatolide by molecular mechanics method

Abstract The most stable conformation of denticulatolide (1), an ichthyotoxic cembranolide, obtained as a major metabolite of the soft coral, Lobophytum denticulatum, was given by molecular mechanics calculations and it was confirmed by 1H NMR measurement. The geometry of 14-membered carbocycle of 1 was found to be different from that of derivative (2) especially around the juncture part of γ-lactone. The molecular mechanics calculation successfully reproduced the conformational changes between 1 and 2.

[1] E. W. Garbisch. Conformations. VI. Vinyl-Allylic Proton Spin Couplings , 1964 .

[2] Norman L. Allinger,et al. Conformational analysis. 130. MM2. A hydrocarbon force field utilizing V1 and V2 torsional terms , 1977 .

[3] H. Kluender,et al. Conformational isomerism in dihydropregeijerene and hedycaryol , 1973 .

[4] N. L. Allinger,et al. Conformational analysis. XC. Calculation of the structures of hydrocarbons containing delocalized electronic systems by the molecular mechanics method , 1973 .

[5] W. Clark Still,et al. Chemical consequences of conformation in macrocyclic compounds , 1981 .

[6] Norman L. Allinger,et al. Conformational analysis. CIV. Structures, energies, and electronic absorption spectra of the [n]paracyclophanes , 1974 .