1963
DOI: 10.1016/s0040-4039(01)90710-5
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Macluraxanthone and two accompanying pigments from the root bark of the osage orange

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Cited by 14 publications
(3 citation statements)
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“…Phytochemical investigation of CH 2 Cl 2 crude extract from the bark of G. schomburgkiana led to the isolation of two new xanthone derivatives, named schomburgones A ( 1 ) and B ( 2 ), along with eight known compounds (Fig. 1), including isocudraniaxanthone B ( 3 ) [4], gerontoxanthone I ( 4 ) [5], nigrolineaxanthone E ( 5 ) [6], isojacareubin ( 6 ) [7], dulxanthone A ( 7 ) [8], macluraxanthone ( 8 ) [9], vismiaquinone A ( 9 ) [10], and 3-geranylemodin ( 10 ) [11]. The structures of all isolated compounds were elucidated using spectroscopic methods especially NMR spectroscopies and compared with their 1 H and 13 C NMR spectroscopic data from the literature.
Fig.
…”
Section: Resultsmentioning
confidence: 99%
“…Phytochemical investigation of CH 2 Cl 2 crude extract from the bark of G. schomburgkiana led to the isolation of two new xanthone derivatives, named schomburgones A ( 1 ) and B ( 2 ), along with eight known compounds (Fig. 1), including isocudraniaxanthone B ( 3 ) [4], gerontoxanthone I ( 4 ) [5], nigrolineaxanthone E ( 5 ) [6], isojacareubin ( 6 ) [7], dulxanthone A ( 7 ) [8], macluraxanthone ( 8 ) [9], vismiaquinone A ( 9 ) [10], and 3-geranylemodin ( 10 ) [11]. The structures of all isolated compounds were elucidated using spectroscopic methods especially NMR spectroscopies and compared with their 1 H and 13 C NMR spectroscopic data from the literature.
Fig.
…”
Section: Resultsmentioning
confidence: 99%
“…1,3,6-Trihydroxy-7-methoxy-2,5-bis(3-methyl-but-2-enyl)xanthone (163) Garcinia cowa [280] Mangostin (164) Cratoxylum cochinchinense [36] Garcinia echinocarpa [27] G. mangostana [20, 92, 126±228, 298, 316] G. terpnophylla [27] -Mangostin or Normangostin (165) Garcinia mangostana [20,126,228,298] Hypericum paturum [177] Garcinia mangostana [260] Mangostanol (166) Garcinia mangostana [260] Garcinone B (167) Garcinia mangostana [298,306,308] Hypericum patulu [176] Morus insignis [144] Cudraxanthone K (168) Cudrania tricuspidata [141] Cudraxanthone B (169) Cudrania tricuspidata [264] Paxanthone B (170) Hypericum patulum [176] Subelliptenone I (171) Garcinia subelliptica [169] Macluraxanthone (172) Calophyllum inophyllum [173] Garcinia opaca [118] G. ovalifolia [338] Maclura aurantica [17] M. pomifera [344,345] Rheedia benthamiana [80] R. brasiliensis [82] R. gardneriana [83] Xanthone V 1 (173) Vismia guineensis [45] 7-Prenyljacareubin (174) Rheedia gardneriana [83] Rheediaxanthone B (175) Garcinia polyantha [12] Rheedia benthamiana [80] R. brasiliensis [82] R. gardneriana…”
Section: Synthesis and Biosynthesis Of Xanthonesmentioning
confidence: 99%
“…The HMBC correlations (Figure 2) of 1-OH (δ 13.32) with C-1 (δ 158.6), C-2 (δ 109.1) and C-9a (δ 109.2); 3-OH (δ 6.48) with C-2 (δ 109.1), C-3 (δ 160.6) and C-4 (δ 105.4); 6-OH (δ 6.42) with C-5 (δ 133.7), C-6 (δ 149.6) and C-7 (δ 112.2); and 5-OMe (δ 4.12) with C-5 (δ 133.7) also supported the 1,3,5,6-tetraoxygenated xanthone core structure. Resonances for a set of ortho-coupled aromatic protons [δ 7.96 and 7.01 (each 1H, d, J = 8.8 Hz)] were assigned to H-8 and H-7 due to the HMBC correlations (Figure 2) of H-7 (δ 7.01) with C-4b (δ 154.2), C-5 (δ 133.7) and The known compounds were characterized from spectroscopic data, as well as by comparison of NMR spectral data with known compounds as 10-O-methylmacluraxanthone (2) [15], macluraxanthone (3) [16], cudraxanthone Q (4) [17], 5-Omethylxanthone V 1 (5) [18], trapezifolixanthone (6) [19], cudraxanthone L (7) [20], dulxanthone B (8) [11], doitunggarcinone C (9) [3a], 1,5-dihydroxy xanthone (10) [21], caloxanthone L (11) [22], isobractatin (12) [23], forbesione (13) [24], bractatin ( 14) [23], neobractatin ( 15) [25] and xerophenone A ( 16) [26]. Some of the isolated compounds were evaluated for their antibacterial activity (Table 1) against Gram-positive bacteria (Bacillus cereus TISTR 688 and B. subtilis TISTR 088) and Gramnegative bacteria (Escherichia coli TISTR 780 and Salmonella typhimurium TISTR 292).…”
mentioning
confidence: 99%