1976
DOI: 10.1021/jo00882a013
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Voacanga alkaloids. 16. Carbon-13 nuclear magnetic resonance spectroscopy of naturally occurring substances. 43. Carbon-13 nuclear magnetic resonance analysis of bis-indoline alkaloids of two voacanga species

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Cited by 33 publications
(23 citation statements)
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(6 reference statements)
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“…On the basis of this data set, the structures of related alkaloids vobtusine 3-lactam, vobtusine 3-lactam N~-oxide, voafolidine, voafoline, isovoafoline, folicanginine, subsessiline and subsessiline lactone could be determined (195). Oxaline, a novel alkaloid from Penicillium oxalicum, to which structure (731) was assigned, has been thoroughly studied by 13C n. m. r. spectroscopy (30).…”
Section: 7mentioning
confidence: 99%
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“…On the basis of this data set, the structures of related alkaloids vobtusine 3-lactam, vobtusine 3-lactam N~-oxide, voafolidine, voafoline, isovoafoline, folicanginine, subsessiline and subsessiline lactone could be determined (195). Oxaline, a novel alkaloid from Penicillium oxalicum, to which structure (731) was assigned, has been thoroughly studied by 13C n. m. r. spectroscopy (30).…”
Section: 7mentioning
confidence: 99%
“…In contrast, (196) and (197), formed by dehydration of (194) and (195), resp., turned out to be spectroscopically homogeneous. In contrast, (196) and (197), formed by dehydration of (194) and (195), resp., turned out to be spectroscopically homogeneous.…”
mentioning
confidence: 93%
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“…The 13 C NMR spectrum ( Table ) revealed 42 carbon signals that included two methyls, 12 methylenes, 15 methines, 11 nonprotonated carbons, one amide carbonyl carbon (δ C 171.5), and one ester carbonyl carbon (δ C 168.2), respectively. Among them, one ester carbonyl carbon and two nonprotonated carbons (δ C 164.5, 93.5) were readily assigned as a β-anilinoacrylate moiety . The 1D NMR data showed 1 to be an aspidosperma–aspidosperma bisindole alkaloid that was closely related to voafoline ( 10 ), except for the presence of an amido carbonyl carbon (δ C 171.5).…”
Section: Results and Discussionmentioning
confidence: 99%
“…[3][4][5] Among them, tabersonine, a well known alkaloid, was isolated from Voacanga seeds. 1,6 Its structure and properties have been disclosed in the prior art treatise. 7 It is known to have an indole-like structure and is related to the Vinca alkaloids.…”
Section: Introductionmentioning
confidence: 99%