2012
DOI: 10.1007/s13659-012-0020-5
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Flavonoid oligomers from Chinese dragon’s blood, the red resins of Dracaena cochinchinensis

Abstract: Abstract:A detailed chemical investigation of the red resins from Dracaena cochinchinensis (Chinese dragon's blood) yielded five new flavonoid oligomers, named cochinchinenins D-H (1-5), together with a known biflavonoid, cinnabarone (6), and a mixture of two known biflavonoids, socotrin-4'-ol (7) and homoisosocotrin-4'-ol (8). Of these new compounds, 1-3 were biflavonoids and 4 and 5 were triflavonoids. Their structures were determined on the basis of spectroscopic analysis. The isolated compounds were tested… Show more

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Cited by 21 publications
(9 citation statements)
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“…The NMR of 2 were very similar to the known compound manglieside D [13]. By comparison of the NMR data in literatures, the same structure segments of a 1,3,5-trisubstituted aromatic ring, a disubstituted E -configuration double bond and a sugar unit were confirmed [18, 19]. The major difference was that compound 2 possessed a different 1′,3′,4′, 5′-tetrasubstituted aromatic ring, in which a methoxy group at C-3 ′ of manglieside D was replaced by a hydroxy group and this could be confirmed by its molecular formula and different proton signals at δ H 6.81 (1H, d, J  = 1.8 Hz, H-2′), δ H 6.83 (1H, d, J  = 1.8 Hz, H-6′).…”
Section: Resultssupporting
confidence: 53%
“…The NMR of 2 were very similar to the known compound manglieside D [13]. By comparison of the NMR data in literatures, the same structure segments of a 1,3,5-trisubstituted aromatic ring, a disubstituted E -configuration double bond and a sugar unit were confirmed [18, 19]. The major difference was that compound 2 possessed a different 1′,3′,4′, 5′-tetrasubstituted aromatic ring, in which a methoxy group at C-3 ′ of manglieside D was replaced by a hydroxy group and this could be confirmed by its molecular formula and different proton signals at δ H 6.81 (1H, d, J  = 1.8 Hz, H-2′), δ H 6.83 (1H, d, J  = 1.8 Hz, H-6′).…”
Section: Resultssupporting
confidence: 53%
“…The results of the analyses of chemical constituents indicate that the main components of dragon’s blood are flavonoids7891011. The limited transcriptomic data and genomic data hinder the study of the molecular mechanisms of flavonoids accumulation in D. cambodiana.…”
Section: Discussionmentioning
confidence: 99%
“…However, the formation mechanism of dragon’s blood is still unknown. Phytochemical studies of dragon’s blood revealed that flavonoids are the main chemical constituents, while terpenes, steroids, saponins and phenols have also been identified as constituents7891011. Owing to a lack of Dracaena plants genomic information, the molecular basis of specific flavonoids biosynthesis and the regulation of formation in Dracaena plants remain unknown.…”
mentioning
confidence: 99%
“…Flavonoid dimers and trimers (Figures 12 and 13): cochinchinenenes A-D (structures 60,63-65 in Figure 11) [44,47,53], cochinchinenenes E (66) and F (61) [43], cochinchinenenes G (67) and H (62) [44], "cochinchinenene G" (68) [42], (2R)-8-methylsocotrin-4 -ol (69) [47], cochinchinenin [44], cochinchinenin B (75) [47] 12 and 13), cinnabarone (26) [39], dracaenin A (79) [42,54], socotrin-4 -ol (28) and homoisosocotrin-4 -ol (29) [40], cochinchinenins I-M (structures 78,81,71,72,73 in Figure 12), (2RγS)-3 -methoxy-8-methylsocotrin-4 -ol, (2SγR)-3 -methoxy-8-methyls ocotrin-4 -ol, (2RγR)-8-methylsocotrin-4 -ol, (2RγS)-8-methyl-socotrin-4 -ol [55][56][57], compound 74 [53], and biflavocochins A-G (structures 82-88 in Figure 13) [53].…”
Section: Dracaena Cochinchinensis (Lour) Sc Chenmentioning
confidence: 99%