Bjart Frode Lutnaes

Archaeal C80 isoprenoid tetraacids responsible for naphthenate deposition in crude oil processing

The structure of a novel class of octaterpene tetracarboxylic acids which is responsible for naphthenate deposition in crude oil processing has been determined by NMR and mass spectroscopy.

1H and 13C NMR data of benzylsulfonic acids-model compounds for lignosulfonate.

Although there has been a major progress in the analysis of native lignin using NMR in the recent years, not much attention has been paid to lignosulfonates. Lignosulfonates are more difficult to analyse because of solubility issues and a more complex structure owing to chemical modification during the pulping process. A large database of NMR data is available for the building blocks of native lignin, but no data are available for the corresponding sulfonated compounds. We have prepared 15 monomeric and seven dimeric sulfonated model compounds characterised by NMR. These include models for end groups, as well as β‐β, β‐5, 5‐5 and β‐O‐5 linkages in lignosulfonates, and will be important for further structural investigation on lignosulfonate. Copyright

Preparation and structure elucidation by NMR of the charge delocalised β,β-carotene dication

Preparation and structure elucidation by NMR of the charge delocalised b,b-carotene dication

Charged Carotenoid Species

Structure elucidation of charge delocalised carotenoid mono- and dications by NMR and VIS/NIR spectroscopy. Studies of the nucleophilic reactions of these cations. Studies of the β,β-carotene-iodine complex. Isolation and anmalysis of new carotenoid glucoside esters from extremophilic bacteria.

(22S)-6-O-Acetyl-21bH-hopane-3b,6b,22,29-tetrol from Oakmoss (Evernia prunastri)

A novel hopanoid triterpene, (22S)-6-O-acetyl-21βH-hopane-3β,6β,22,29-tetraol, was isolated from oakmoss (Evernia prunastri (L.) Ach.), as identified from 1H, 13C, DEPT, COSY, NOESY, HSQC and HMBC NMR, MS and IR spectroscopy. During recrystallisation a new compound, 30-nor-6-O-acetyl-3β,6β-dihydroxy-21αH-hopan-22-one, was formed by a formal loss of methanol from the dihydroxypropyl moiety. No biological activity was found for the naturally occurring compound upon testing against a series of fish and human pathogenic bacteria.

Characterization of all Six Mono -Methylchrysenes by NMR and MS

Complete assignment of the 1 H and 13 C resonances of the methylchrysenes ( 1 - 6 ) were accomplished using 1D and 2D NMR techniques. Shift increments were calculated for the six mono -methyl isomers, showing the similarity of the positions 1 and 6, 2 and 3, and 4 and 5 in these systems. Simulation of the 13 C NMR spectra gave large differences in chemical shifts compared to the experimental values. The mass spectra of chrysene ( 7 ) with methyl substituent in all six possible positions were similar and very simple, containing little structural information.

Carotenoids with two chromophores: carotenoid retinoates

In this study, carotenoid retinoates are described for the first time. The preparation was achieved by the azolide method. Various sec carotenols reacted with N-retinoylimidazol in the presence of catalytic amounts of sodium hydride. Mono- and diretinoates of (3R,3′R)-zeaxanthin and its (3S,3′S)-enantiomer, (9Z,9′Z; 3R,3′R)-alloxanthin, (3R,3′R)-7,8,7′,8′-tetrahydro-3,3′-dihydroxy-β,β-carotene-8,8′-dione and (3R,6R,3′R,6′R)-ε,ε-carotene-3,3′-diol (lactucaxanthin), as well as monoretinoates of (3R,3′RS,6′R)-3′-methoxy-β,ε-caroten-3-ol, (3R,3′RS,6′R)-3-methoxy-β,ε-caroten-3′-ol, (2R,6′RS)-β,ε-caroten-2-ol, (3R,3′S; meso)-astaxanthin and (2′R)-aleuriaxanthin are reported in this study. Spectroscopic properties (1H-NMR mass spectrometry, visible and circular dichroism spectra) are discussed. Studies on other carotenoid derivatives with two chromophores are referred to here.