Theoretical analysis of the NMR and electronic structure of novel Δ8-THC derivatives

Antonio M. Ferreira, Bob Moore, Mathangi Krishnamurthy

Research output: Contribution to journalArticle

2 Citations (Scopus)

Abstract

Several novel classical cannabinoids have been studied using a combination of density functional theory and semi-empirical calculations. Potential energy surfaces for each of these novel compounds were calculated using the PM3 semi-empirical Hamiltonian and show a wide range of conformational freedom for all the compounds in the study. The electronic structure for each of these derivatives has been studied using B3LYP/6-31G(p,d) calculations. Effects of the electronic structure on NMR experiments have been analyzed and clearly demonstrate that an understanding of these molecules requires a detailed description of the electronic structure. Additionally, we show that there is significant potential for these compounds to exhibit fluorescence, making them possible candidates for probing receptor sites in vivo.

Original languageEnglish (US)
Pages (from-to)131-138
Number of pages8
JournalJournal of Molecular Structure: THEOCHEM
Volume674
Issue number1-3
DOIs
StatePublished - Apr 1 2004

Fingerprint

thermohaline circulation
Dronabinol
Cannabinoids
Electronic structure
Fluorescence
Nuclear magnetic resonance
electronic structure
Derivatives
nuclear magnetic resonance
Hamiltonians
Potential energy surfaces
Density functional theory
potential energy
density functional theory
fluorescence
Molecules
molecules
Experiments

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Condensed Matter Physics
  • Physical and Theoretical Chemistry

Cite this

Theoretical analysis of the NMR and electronic structure of novel Δ8-THC derivatives. / Ferreira, Antonio M.; Moore, Bob; Krishnamurthy, Mathangi.

In: Journal of Molecular Structure: THEOCHEM, Vol. 674, No. 1-3, 01.04.2004, p. 131-138.

Research output: Contribution to journalArticle

Ferreira, Antonio M. ; Moore, Bob ; Krishnamurthy, Mathangi. / Theoretical analysis of the NMR and electronic structure of novel Δ8-THC derivatives. In: Journal of Molecular Structure: THEOCHEM. 2004 ; Vol. 674, No. 1-3. pp. 131-138.
@article{5c653e01e4eb46b290032a87e458b4a9,
title = "Theoretical analysis of the NMR and electronic structure of novel Δ8-THC derivatives",
abstract = "Several novel classical cannabinoids have been studied using a combination of density functional theory and semi-empirical calculations. Potential energy surfaces for each of these novel compounds were calculated using the PM3 semi-empirical Hamiltonian and show a wide range of conformational freedom for all the compounds in the study. The electronic structure for each of these derivatives has been studied using B3LYP/6-31G(p,d) calculations. Effects of the electronic structure on NMR experiments have been analyzed and clearly demonstrate that an understanding of these molecules requires a detailed description of the electronic structure. Additionally, we show that there is significant potential for these compounds to exhibit fluorescence, making them possible candidates for probing receptor sites in vivo.",
author = "Ferreira, {Antonio M.} and Bob Moore and Mathangi Krishnamurthy",
year = "2004",
month = "4",
day = "1",
doi = "10.1016/j.theochem.2003.12.052",
language = "English (US)",
volume = "674",
pages = "131--138",
journal = "Computational and Theoretical Chemistry",
issn = "2210-271X",
publisher = "Elsevier BV",
number = "1-3",

}

TY - JOUR

T1 - Theoretical analysis of the NMR and electronic structure of novel Δ8-THC derivatives

AU - Ferreira, Antonio M.

AU - Moore, Bob

AU - Krishnamurthy, Mathangi

PY - 2004/4/1

Y1 - 2004/4/1

N2 - Several novel classical cannabinoids have been studied using a combination of density functional theory and semi-empirical calculations. Potential energy surfaces for each of these novel compounds were calculated using the PM3 semi-empirical Hamiltonian and show a wide range of conformational freedom for all the compounds in the study. The electronic structure for each of these derivatives has been studied using B3LYP/6-31G(p,d) calculations. Effects of the electronic structure on NMR experiments have been analyzed and clearly demonstrate that an understanding of these molecules requires a detailed description of the electronic structure. Additionally, we show that there is significant potential for these compounds to exhibit fluorescence, making them possible candidates for probing receptor sites in vivo.

AB - Several novel classical cannabinoids have been studied using a combination of density functional theory and semi-empirical calculations. Potential energy surfaces for each of these novel compounds were calculated using the PM3 semi-empirical Hamiltonian and show a wide range of conformational freedom for all the compounds in the study. The electronic structure for each of these derivatives has been studied using B3LYP/6-31G(p,d) calculations. Effects of the electronic structure on NMR experiments have been analyzed and clearly demonstrate that an understanding of these molecules requires a detailed description of the electronic structure. Additionally, we show that there is significant potential for these compounds to exhibit fluorescence, making them possible candidates for probing receptor sites in vivo.

UR - http://www.scopus.com/inward/record.url?scp=1942500851&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=1942500851&partnerID=8YFLogxK

U2 - 10.1016/j.theochem.2003.12.052

DO - 10.1016/j.theochem.2003.12.052

M3 - Article

VL - 674

SP - 131

EP - 138

JO - Computational and Theoretical Chemistry

JF - Computational and Theoretical Chemistry

SN - 2210-271X

IS - 1-3

ER -