메뉴 건너뛰기




Volumn 60, Issue 8, 2012, Pages 2053-2062

Isolation and structure elucidation of highly antioxidative 3,8″-linked biflavanones and flavanone-C-glycosides from garcinia buchananii bark

Author keywords

(2R,3S,2 R) 3 R) manniflavanone; (2R,3S,2 S) buchananiflavanone; 3,8 linked biflavanones; Antioxidants; Flavanone 6 C glycosides; GARCINIA buchananii

Indexed keywords

ANTIOXIDANTS; BARK EXTRACTS; FLAVANONE-6-C-GLYCOSIDES; GARCINIA BUCHANANII; LC-MS/MS; NATURAL PRODUCTS; NATURAL SOURCES; OXYGEN RADICAL ABSORBANCE CAPACITIES; STRUCTURE ELUCIDATION;

EID: 84859743120     PISSN: 00218561     EISSN: 15205118     Source Type: Journal    
DOI: 10.1021/jf205175b     Document Type: Article
Times cited : (27)

References (35)
  • 1
    • 0034626735 scopus 로고    scopus 로고
    • Oxidants oxidative stress and biology of ageing
    • Finkel, T.; Holbrook, N. J Oxidants, oxidative stress and biology of ageing. Nature 2000, 40, 239-247.
    • (2000) Nature , vol.40 , pp. 239-247
    • Finkel, T.1    Holbrook, N.J.2
  • 2
    • 0029888128 scopus 로고    scopus 로고
    • Structure-antioxidant activity relationships of flavonoids and phenolic acids
    • DOI 10.1016/0891-5849(95)02227-9
    • Rice-Evans, C. A.; Miller, N. J.; Paganga, G. Structure-antioxidant activity relationships of flavonoids and phenolic acids. Free Radical Biol. Med. 1996, 20, 933-956. (Pubitemid 26157509)
    • (1996) Free Radical Biology and Medicine , vol.20 , Issue.7 , pp. 933-956
    • Rice-Evans, C.A.1    Miller, N.J.2    Paganga, G.3
  • 3
    • 79961099566 scopus 로고    scopus 로고
    • Inhibitory effects of the extracts of Garcinia species on human low-density lipoprotein peroxidation and platelet aggregation in relation to their total phenolic contents
    • Jantan, I.; Jumuddin, F.; Saputri, F. C.; Rahman, K. Inhibitory effects of the extracts of Garcinia species on human low-density lipoprotein peroxidation and platelet aggregation in relation to their total phenolic contents. J. Med. Plant. Res. 2011, 5, 2699-2709.
    • (2011) J. Med. Plant. Res , vol.5 , pp. 2699-2709
    • Jantan, I.1    Jumuddin, F.2    Saputri, F.C.3    Rahman, K.4
  • 4
    • 0000087915 scopus 로고    scopus 로고
    • Antioxidant activity and total phenolics in selected fruits, vegetables and grain products
    • Velioglu, Y. S.; Mazza, G.; Gao, L.; Oomah, B. D. Antioxidant activity and total phenolics in selected fruits, vegetables and grain products. J. Agric. Food Chem. 1998, 46, 4113-4117. (Pubitemid 128488501)
    • (1998) Journal of Agricultural and Food Chemistry , vol.46 , Issue.10 , pp. 4113-4117
    • Velioglu, Y.S.1    Mazza, G.2    Gao, L.3    Oomah, B.D.4
  • 5
    • 11144230509 scopus 로고    scopus 로고
    • Comparison of antioxidant activity and phenolic content of three lichen species
    • DOI 10.1002/ptr.1488
    • Odabasoglu, F.; Aslan, A.; Cakir, A.; Suleyman, H.; Karaqoz, Y.; Halici, M.; Bayir, Y. Comparison of antioxidant activity and phenolic content of three lichen species. Phytother. Res. 2004, 11, 938-941. (Pubitemid 40052775)
    • (2004) Phytotherapy Research , vol.18 , Issue.11 , pp. 938-941
    • Odabasoglu, F.1    Aslan, A.2    Cakir, A.3    Suleyman, H.4    Karagoz, Y.5    Halici, M.6    Bayir, Y.7
  • 6
    • 13844297758 scopus 로고    scopus 로고
    • Plant genotype affects total antioxidant capacity and phenolic contents in fruit
    • DOI 10.1016/j.nut.2004.03.025
    • Scalzo, J.; Politi, A.; Pellegrini, N.; Mezzetti, B.; Battino, M. Plant genotype affects total antioxidant capacity and phenolic contents in fruits. Nutrition 2005, 21, 207-213. (Pubitemid 40255731)
    • (2005) Nutrition , vol.21 , Issue.2 , pp. 207-213
    • Scalzo, J.1    Politi, A.2    Pellegrini, N.3    Mezzetti, B.4    Battino, M.5
  • 8
    • 68049107045 scopus 로고    scopus 로고
    • Garcinia mangostana L.: A phytochemical and pharmacological review
    • Obolskiy, D.; Pischel, I.; Siriwatanametanon, N.; Heinrich, M. Garcinia mangostana L.: A phytochemical and pharmacological review. Phytother. Res. 2009, 23, 1047-1065.
    • (2009) Phytother. Res , vol.23 , pp. 1047-1065
    • Obolskiy, D.1    Pischel, I.2    Siriwatanametanon, N.3    Heinrich, M.4
  • 11
    • 69749111445 scopus 로고    scopus 로고
    • In vitro antioxidant and free radical scavenging activities of Garcinia kola seeds
    • Okoko, T. In vitro antioxidant and free radical scavenging activities of Garcinia kola seeds. Food Chem. Toxicol. 2009, 47, 2620-2623.
    • (2009) Food Chem. Toxicol , vol.47 , pp. 2620-2623
    • Okoko, T.1
  • 12
    • 70350499813 scopus 로고    scopus 로고
    • Effects of garcinol and guttiferone K isolated from Garcinia cambogia on oxidative/nitrative modifications in blood platelets and plasma
    • Kolodziejczyk, J.; Masullo, M.; Olas, B.; Piacente, S.; Wachowicz, B. Effects of garcinol and guttiferone K isolated from Garcinia cambogia on oxidative/nitrative modifications in blood platelets and plasma. Platelets 2009, 20, 487-492.
    • (2009) Platelets , vol.20 , pp. 487-492
    • Kolodziejczyk, J.1    Masullo, M.2    Olas, B.3    Piacente, S.4    Wachowicz, B.5
  • 13
    • 34547862065 scopus 로고    scopus 로고
    • Use of traditional medicines in the management of HIV/AIDS opportunistic infections in Tanzania: A case in the Bukoba rural district
    • Kisangau, D. P.; Lyaruu, H. V.; Hosea, K. M.; Joseph, C. C. Use of traditional medicines in the management of HIV/AIDS opportunistic infections in Tanzania: a case in the Bukoba rural district. J. Ethnobiol. Ethnomed. 2007, 3, 29-37.
    • (2007) J. Ethnobiol. Ethnomed , vol.3 , pp. 29-37
    • Kisangau, D.P.1    Lyaruu, H.V.2    Hosea, K.M.3    Joseph, C.C.4
  • 14
    • 78349245932 scopus 로고    scopus 로고
    • The traditional anti-diarrheal remedy, Garcinia buchananii stem bark extract, inhibits propulsive motility and fast synaptic potentials in the guinea pig distal colon
    • Balemba, O. B.; Bhattarai, Y.; Stenkamp-Strahm, C.; Lesakit, M. S. B.; Mawe, G. M. The traditional anti-diarrheal remedy, Garcinia buchananii stem bark extract, inhibits propulsive motility and fast synaptic potentials in the guinea pig distal colon. Neurogastroenterol. Motil. 2010, 22, 1332-1339.
    • (2010) Neurogastroenterol. Motil , vol.22 , pp. 1332-1339
    • Balemba, O.B.1    Bhattarai, Y.2    Stenkamp-Strahm, C.3    Lesakit, M.S.B.4    Mawe, G.M.5
  • 16
    • 84859745716 scopus 로고    scopus 로고
    • Garcinia buchananii bark extract inhibits nociceptors, with greater efficacy during inflammation
    • Castro, J.; Balemba, O. B.; Blackshaw, L. A.; Brierley, S. M. Garcinia buchananii bark extract inhibits nociceptors, with greater efficacy during inflammation. Gastroenterology 2011, 140 (Suppl 1), S-866.
    • (2011) Gastroenterology , vol.140 , Issue.SUPPL. 1
    • Castro, J.1    Balemba, O.B.2    Blackshaw, L.A.3    Brierley, S.M.4
  • 17
    • 84859776049 scopus 로고    scopus 로고
    • Garcinia buchananii bark extract is an effective anti-diarrheal remedy for lactose-induced diarrhea
    • Boakye, P. A.; Brierley, S. M.; Pasilis, S. P.; Balemba, O. B. Garcinia buchananii bark extract is an effective anti-diarrheal remedy for lactose-induced diarrhea. Gastroenterology 2011, 140 (Suppl 1), S-284.
    • (2011) Gastroenterology , vol.140 , Issue.SUPPL. 1
    • Boakye, P.A.1    Brierley, S.M.2    Pasilis, S.P.3    Balemba, O.B.4
  • 18
    • 0141922866 scopus 로고    scopus 로고
    • Antioxidant effects of tetrahydro-β-carboline derivatives identified in aged garlic extract
    • Ichikawa, M.; Ryu, K.; Yoshida, J.; Ide, N.; Yoshida, S.; Sasaoka, T.; Sumi, S. Antioxidant effects of tetrahydro-β-carboline derivatives identified in aged garlic extract. BioFactors 2002, 16, 57-72. (Pubitemid 37260273)
    • (2002) BioFactors , vol.16 , Issue.3-4 , pp. 57-72
    • Ichikawa, M.1    Ryu, K.2    Yoshida, J.3    Ide, N.4    Yoshida, S.5    Sasaoka, T.6    Sumi, S.-I.7
  • 19
    • 0034773950 scopus 로고    scopus 로고
    • Development and validation of an improved oxygen radical absorbance capacity assay using fluorescein as the fluorescent probe
    • Ou, B.; Hampsch-Woodill, M.; Prior, R. L. J. Development and validation of an improved oxygen radical absorbance capacity assay using fluorescein as the fluorescent probe. J. Agric. Food Chem. 2001, 49, 4619-4926.
    • (2001) J. Agric. Food Chem , vol.49 , pp. 4619-4926
    • Ou, B.1    Hampsch-Woodill, M.2    Prior, R.L.J.3
  • 20
    • 0027400453 scopus 로고
    • Oxygen-radical absorbance capacity assay for antioxidants
    • DOI 10.1016/0891-5849(93)90027-R
    • Cao, G.; Alessio, H. M.; Cutler, R. G. Oxygen-radical absorbance capacity assay for antioxidants. Free Radical Biol. Med. 1993, 14, 303-311. (Pubitemid 23066371)
    • (1993) Free Radical Biology and Medicine , vol.14 , Issue.3 , pp. 303-311
    • Cao, G.1    Alessio, H.M.2    Cutler, R.G.3
  • 21
    • 84986841597 scopus 로고
    • Prediction of anti and gauche vicinal proton-proton coupling constants in carbohydrates: A simple additivity rule for pyranose rings
    • Altona, C.; Haasnoot, C. A. G. Prediction of anti and gauche vicinal proton-proton coupling constants in carbohydrates: a simple additivity rule for pyranose rings. Org. Magn. Reson. 1980, 13, 417-428.
    • (1980) Org. Magn. Reson , vol.13 , pp. 417-428
    • Altona, C.1    Haasnoot, C.A.G.2
  • 22
    • 85052900903 scopus 로고
    • 1H nuclear magnetic resonance spectroscopy of flavanoids and their glycosides in hexadeuteriodimethylsulfoxide
    • J. B., Ed.; Chapman & Hall: London
    • Markham, K. R.; Geiger, H. 1H nuclear magnetic resonance spectroscopy of flavanoids and their glycosides in hexadeuteriodimethylsulfoxide. In The Flavanoids; Harborne, J. B., Ed.; Chapman & Hall: London, 1994; pp 441-497.
    • (1994) The Flavanoids; Harborne , pp. 441-497
    • Markham, K.R.1    Geiger, H.2
  • 23
    • 33846132580 scopus 로고    scopus 로고
    • Application of a molecular sensory science approach to alkalized cocoa (Theobroma cacao): Structure determination and sensory activity of nonenzymatically C-glycosylated flavan-3-ols
    • DOI 10.1021/jf062403+
    • Stark, T.; Hofmann, T. Application of a molecular sensory science approach to alkalized cocoa (Theobroma cacao): structure determination and sensory activity of nonenzymatically C-glycosylated flavan-3-ols. J. Agric. Food Chem. 2006, 54, 9510-9521. (Pubitemid 46086113)
    • (2006) Journal of Agricultural and Food Chemistry , vol.54 , Issue.25 , pp. 9510-9521
    • Stark, T.1    Hofmann, T.2
  • 25
    • 0024633912 scopus 로고
    • Isolation and characterization of taxifolin 6-Cglucoside from Garcinia epunctata
    • Mbafor, J. T.; Fomum, Z. T.; Promsattha, B.; Sanson, D. R.; Tempesta, M. S. Isolation and characterization of taxifolin 6-Cglucoside from Garcinia epunctata. J. Nat. Prod. 1989, 52, 417-419.
    • (1989) J. Nat. Prod , vol.52 , pp. 417-419
    • Mbafor, J.T.1    Fomum, Z.T.2    Promsattha, B.3    Sanson, D.R.4    Tempesta, M.S.5
  • 26
    • 0002375977 scopus 로고
    • Isolation of new 3-hydroxylated flavonoid C-glucosides from the heartwood of Zelkova serrata Makino and other Zelkova species
    • Hayashi, Y.; Ohara, S.; Takahashi, T. Isolation of new 3-hydroxylated flavonoid C-glucosides from the heartwood of Zelkova serrata Makino and other Zelkova species. Mokuzai Gakkaishi 1987, 33, 511-520.
    • (1987) Mokuzai Gakkaishi , vol.33 , pp. 511-520
    • Hayashi, Y.1    Ohara, S.2    Takahashi, T.3
  • 27
    • 0000599522 scopus 로고
    • 13C NMR and CD of some 3,8″-biflavanoids from Garcinia species and related flavanones
    • 13C NMR and CD of some 3,8″-biflavanoids from Garcinia species and related flavanones. Phytochemistry 1978, 17, 1369-1373.
    • (1978) Phytochemistry , vol.17 , pp. 1369-1373
    • Duddeck, H.1    Snatzke, G.2    Yemul, S.S.3
  • 29
    • 3543013807 scopus 로고    scopus 로고
    • Conformational analysis of the biflavanoid GB2 and a polyhydroxylated flavanone-chromone of Cratoxylum neriifolium
    • DOI 10.1055/s-2004-827189
    • Kumar, V.; Brecht, V.; Frahm, A. W. Conformational analysis of the biflavanoid GB2 and a polyhydroxylated flavanone-chromone of Cratoxylum neriifolium. Planta Med. 2004, 70, 646-651. (Pubitemid 39013179)
    • (2004) Planta Medica , vol.70 , Issue.7 , pp. 646-651
    • Kumar, V.1    Brecht, V.2    Frahm, A.W.3
  • 30
    • 0008092575 scopus 로고
    • Manniflavanone a new 3,8-linked flavanone dimer from the stem bark of Garcinia mannii
    • Crichton, E.; Waterman, P. G. Manniflavanone, a new 3,8-linked flavanone dimer from the stem bark of Garcinia mannii. Phytochemistry 1979, 18, 1553-1557.
    • (1979) Phytochemistry , vol.18 , pp. 1553-1557
    • Crichton, E.1    Waterman, P.G.2
  • 31
    • 0000590402 scopus 로고
    • Chemical studies on the Annonaceae. Part 4. Novel flavonoids from the stem of Popowia caulif lora
    • Panichpol, K.; Waterman, P. G. Chemical studies on the Annonaceae. Part 4. Novel flavonoids from the stem of Popowia caulif lora. Phytochemistry 1978, 17, 1363-1367.
    • (1978) Phytochemistry , vol.17 , pp. 1363-1367
    • Panichpol, K.1    Waterman, P.G.2
  • 32
    • 37049114400 scopus 로고
    • Extractives from Guttiferae. Part XXII. The isolation and structure of four novel biflavanones from the heartwoods of Garcinia buchananii Baker and G. eugeniifolia Wall
    • Jackson, B.; Locksley, H. D.; Scheinmann, F.; Wolstenholme, W. A. Extractives from Guttiferae. Part XXII. The isolation and structure of four novel biflavanones from the heartwoods of Garcinia buchananii Baker and G. eugeniifolia Wall. J. Chem. Soc. 1971, 22, 3791-3804.
    • (1971) J. Chem. Soc , vol.22 , pp. 3791-3804
    • Jackson, B.1    Locksley, H.D.2    Scheinmann, F.3    Wolstenholme, W.A.4
  • 33
    • 53649093981 scopus 로고    scopus 로고
    • Structure-activity relationships of flavonoids in the cellular antioxidant activity assay
    • Wolfe, K. L.; Lui, R. H. Structure-activity relationships of flavonoids in the cellular antioxidant activity assay. J. Agric. Food Chem. 2008, 56, 8404-8411.
    • (2008) J. Agric. Food Chem , vol.56 , pp. 8404-8411
    • Wolfe, K.L.1    Lui, R.H.2
  • 34
    • 49849107557 scopus 로고
    • Circular dichrosim, optical rotatory dispersion and absolute configuration of flavanones, 3-hydroxyflavanones and their glycosides
    • Gaffield, W. Circular dichrosim, optical rotatory dispersion and absolute configuration of flavanones, 3-hydroxyflavanones and their glycosides. Tetrahedron 1970, 26, 4093.
    • (1970) Tetrahedron , vol.26 , pp. 4093
    • Gaffield, W.1
  • 35
    • 19444363540 scopus 로고    scopus 로고
    • High-performance liquid chromatographic separation and chiroptical properties of the enantiomers of naringenin and other flavanones
    • DOI 10.1016/j.chroma.2005.04.024, PII S0021967305007843
    • Caccamese, S.; Caruso, C.; Parrinello, N.; Savarino, A. Highperformance liquid chromatographic separation and chiroptical properties of the enantiomers of naringenin and other flavanones. J. Chromatogr., A 2005, 155-162. (Pubitemid 40725189)
    • (2005) Journal of Chromatography A , vol.1076 , Issue.1-2 , pp. 155-162
    • Caccamese, S.1    Caruso, C.2    Parrinello, N.3    Savarino, A.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.