Absolute configurations of brominated sesquiterpenes determined by vibrational circular dichroism

Monde, Kenji and Taniguchi, Tohru and Miura, Nobuaki and Charles Santhanaraju Vairappan, and Suzuki, Minoru (2006) Absolute configurations of brominated sesquiterpenes determined by vibrational circular dichroism. In: 10th Internaional Conference on Circular Dichroism, August 2005, Sandestin, Florida.

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Official URL: http://dx.doi.org/10.1002/chir.20259

Abstract

Two brominated sesquiterpenes, majapolene B (1) and acetylmajapolene B (2), isolated from the red algal genus Laurencia were investigated using vibrational circular dichroism (VCD). The ab initio theoretical VCD and IR calculations of 1 and 2 were performed by density functional theory (DFT) using the B3PW91/631G(d,p) basis set. The experimental VCD spectra and corresponding population-weighted theoretical VCD spectra were found to be in excellent agreement in CCl4 solution in the 1800-850 cm(-1) region, which allowed unambiguous determination of the absolute configurations of (-)-1 and (-)-2 as 7S,10S and 7S,10S, respectively.

Item Type:Conference Paper (UNSPECIFIED)
Uncontrolled Keywords:Vibrational circular dichroism, VCD, Brominated metabolites, DFT calculation, Marine natural products, Absolute configuration, Sesquiterpene
Subjects:?? QD450-801 ??
Divisions:SCHOOL > Borneo Marine Research Institute
ID Code:1106
Deposited By:IR Admin
Deposited On:04 Oct 2011 17:54
Last Modified:04 Oct 2011 17:54

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