Chiroptical spectroscopic studies for the absolute configuration determination of hexahydrocurcumin and octahydrocurcumin.

Autor: Puente AR; Department of Chemistry, Vanderbilt University, Nashville, Tennessee, USA., Nagabhushanam K; Sabinsa Corporation, East Windsor, New Jersey, USA., Ganjihal S; Sami-Sabinsa Group, Bangalore, India., Majeed M; Sabinsa Corporation, East Windsor, New Jersey, USA.; Sami-Sabinsa Group, Bangalore, India., Polavarapu PL; Department of Chemistry, Vanderbilt University, Nashville, Tennessee, USA.
Jazyk: angličtina
Zdroj: Chirality [Chirality] 2022 Dec; Vol. 34 (12), pp. 1515-1525. Date of Electronic Publication: 2022 Oct 27.
DOI: 10.1002/chir.23511
Abstrakt: Hexahydrocurcumin (HHC) and octahydrocurcumin (OHC) were synthesized, and their enantiomers were separated using supercritical fluid chromatography. The absolute configurations (ACs) of HHC and OHC were independently determined using experimental measurements and quantum theoretical predictions of vibrational circular dichroism, electronic circular dichroism, and optical rotatory dispersion. These studies lead to AC assignments of (-)-(R)-HHC and (+)-(R,R)-OHC. The AC of OHC is further confirmed by its structure determined from single crystal x-ray diffraction.
(© 2022 Wiley Periodicals LLC.)
Databáze: MEDLINE
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