Vitamin E and Neuromuscular Diseases

Demole, V.

doi:10.1016/s0140-6736(00)70470-3

Cited by 6 publications

(8 citation statements)

References 9 publications

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“…Any strong repulsive interaction between Me(19) and H eq ÀC(5) that may arise from this rotation is minimized by an equivalent rotation around the C(6)ÀC (7) bond in the opposite direction, i.e. clockwise on looking toward C(6) from C (7). This conformational assessment fits the NMR data, in particular NOE data.…”

mentioning

confidence: 63%

“…MS, NMR, and chiroptical data for a further diterpene isolated from this seaweed (Exper. Part) fit nicely for (À)-geranyllinalool (7). This terpenoid was previously isolated from oleoresins from the Norwegian spruce, Picea abies, and assigned (R) configuration at a good level of confidence by comparison of the molar optical rotation of its hydrogenation product with model compounds [5].…”

mentioning

confidence: 70%

“…To minimize severe repulsive interactions of H b ÀC(17) with Me(20) and BrÀC(9) with H eq ÀC(1), C(17) is tilted up by a small rotation of 308 ± anticlockwise when looking toward C(7) from C(8) ± around the C(7)ÀC (8) bond. Any strong repulsive interaction between Me(19) and H eq ÀC(5) that may arise from this rotation is minimized by an equivalent rotation around the C(6)ÀC (7) bond in the opposite direction, i.e. clockwise on looking toward C(6) from C (7).…”

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confidence: 99%

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A New-Skeleton Diterpenoid, New Prenylbisabolanes, and Their Putative Biogenetic Precursor, from the Red SeaweedLaurencia microcladia from Il Rogiolo: Assigning the Absolute Configuration when Two Chiral Halves are Connected By Single Bonds

Guella¹,

Pietra²

2000

HCA

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We report here a new-skeleton tricyclic diterpenoid, neorogioldiol (8), along with new prenylbisabolanes, rogioldiol D (6) and O 11 , 15-cyclo-14-bromo-14,15-dihydrorogiol-3,11-diol (5), and their putative biogenetic precursor, (À)-geranyllinalool (7), isolated from the red seaweed Laurencia microcladia, which has colonized a small tract of the Tuscany coast called Il Rogiolo. In a case study of the assignment of the absolute configuration for molecules composed of chiral halves that are connected by single bonds, the absolute configuration of neorogioldiol (8) was based on a) the assumption of the identity of the cyclohexane moiety with co-occurring (2S,3R,6S)-rogiolal (4) and b) NMR-derived relative configurations for the bicyclic moiety, and c) the combination of these two pieces of information by molecular-mechanics-aided conformational analysis, in agreement with NOE data.

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confidence: 63%

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confidence: 70%

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confidence: 99%

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A New-Skeleton Diterpenoid, New Prenylbisabolanes, and Their Putative Biogenetic Precursor, from the Red SeaweedLaurencia microcladia from Il Rogiolo: Assigning the Absolute Configuration when Two Chiral Halves are Connected By Single Bonds

Guella¹,

Pietra²

2000

HCA

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“…The spectra were obtained with the instrunicnts alrcady clescrikd [3] (the mass spectra werc measured at 70 eV, 20 PA, inlet temperature 150"). The LLC.…”

Section: Experfmental Partmentioning

confidence: 99%

“…Synthetic and natural H exhibitcd identical spectra. (3 H, s); 1.9-2.9 (5 H, m); 5.50 1.49 (3 H, s); L Synthetic and natural I exhibited identical spcctm.…”

mentioning

confidence: 99%