2005
DOI: 10.1002/chin.200523188
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Syntheses in Enantiopure Form of Four Diastereoisomeric Naphthopyranquinones Derived from Aphid Insect Pigments.

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“…In addition to aglycone signals, one characteristic anomeric signal at δ H 5.06 (1H, d, J = 7.8 Hz, H-1″) and oxygen-bearing protons at δ H 3.74–3.25 were observed, indicating the presence of a glucose moiety [13]. These NMR data in combination with 2D NMR experiments performed on 1 suggested that this compound is a dimeric benzo[g]isochromane glucoside [14]. The position of the sugar moiety and linkage of C-5–C-6′ was confirmed from HMBC correlations between H-1’’ and C-9, 4-OH and C-10a, -5, -4a, -4, -3, H-6 and C-9a, 8, -7, -5a, -5, 10-OH and C-10a, -10, -9a, -5a, 4a, H-8′ and C-9′a, 9′, 7′, 6′, and 9′-OH and C-9′a, 9′, 8′, 7′, 5′a [15].…”
Section: Resultsmentioning
confidence: 99%
“…In addition to aglycone signals, one characteristic anomeric signal at δ H 5.06 (1H, d, J = 7.8 Hz, H-1″) and oxygen-bearing protons at δ H 3.74–3.25 were observed, indicating the presence of a glucose moiety [13]. These NMR data in combination with 2D NMR experiments performed on 1 suggested that this compound is a dimeric benzo[g]isochromane glucoside [14]. The position of the sugar moiety and linkage of C-5–C-6′ was confirmed from HMBC correlations between H-1’’ and C-9, 4-OH and C-10a, -5, -4a, -4, -3, H-6 and C-9a, 8, -7, -5a, -5, 10-OH and C-10a, -10, -9a, -5a, 4a, H-8′ and C-9′a, 9′, 7′, 6′, and 9′-OH and C-9′a, 9′, 8′, 7′, 5′a [15].…”
Section: Resultsmentioning
confidence: 99%