메뉴 건너뛰기




Volumn 2, Issue 2, 2007, Pages

Occurrence, Biosynthesis, Biological activity and NMR Spectroscopy of D and B, D Ring Seco-limonoids of Meliaceae Family #

Author keywords

B; biological activity; biosynthesis; D ring seco limonoids; NMR spectroscopy

Indexed keywords


EID: 85127063170     PISSN: 1934578X     EISSN: 15559475     Source Type: Journal    
DOI: 10.1177/1934578X0700200219     Document Type: Article
Times cited : (2)

References (108)
  • 3
    • 84985609331 scopus 로고
    • Toonacilin and 6-acetoxytoonacilin, Two novel B-seco-tetranortriterpenoids with antifeeding activity
    • Kraus W, Grimminger W, Sawitzki G. (1978) Toonacilin and 6-acetoxytoonacilin, Two novel B-seco-tetranortriterpenoids with antifeeding activity. Angewandte Chemie International Edition English, 17, 452–453.
    • (1978) Angewandte Chemie International Edition English , vol.17 , pp. 452-453
    • Kraus, W.1    Grimminger, W.2    Sawitzki, G.3
  • 8
    • 0027075326 scopus 로고
    • Toxicity of the limonoid allelochemical cedrelone to noctuid larvae
    • Koul O, Isman MB. (1992) Toxicity of the limonoid allelochemical cedrelone to noctuid larvae. Entomologia Experimentalis et Applicata, 64, 281–287.
    • (1992) Entomologia Experimentalis et Applicata , vol.64 , pp. 281-287
    • Koul, O.1    Isman, M.B.2
  • 13
    • 0026508631 scopus 로고
    • Constituents of Azadirachta indica: Isolation and structure elucidation of a new antibacterial tetranortriterpenoid, mahmoodin and a new protolimonoid, naheedin
    • Siddiqui S, Faizi S, Siddiqui BS, Ghiassudin (1992) Constituents of Azadirachta indica: Isolation and structure elucidation of a new antibacterial tetranortriterpenoid, mahmoodin and a new protolimonoid, naheedin. Journal of Natural Products, 19, 303–310.
    • (1992) Journal of Natural Products , vol.19 , pp. 303-310
    • Siddiqui, S.1    Faizi, S.2    Siddiqui, B.S.3    Ghiassudin4
  • 15
    • 0002831049 scopus 로고
    • Extractives from West African members of the family Meliaceae
    • Bevan CWL, Ekong DEU, Taylor DAH. (1965) Extractives from West African members of the family Meliaceae. Nature (London), 206, 1323–1325.
    • (1965) Nature (London) , vol.206 , pp. 1323-1325
    • Bevan, C.W.L.1    Ekong, D.E.U.2    Taylor, D.A.H.3
  • 19
    • 85127055108 scopus 로고
    • (,) ‘, ’, Crown Agents, p
    • White F, Styles BT. (1963) In ‘Flora Zambesiaca’, Crown Agents, II (1), p. 289.
    • (1963) Flora Zambesiaca , vol.II , Issue.1 , pp. 289
    • White, F.1    Styles, B.T.2
  • 20
    • 37049118472 scopus 로고
    • Nyasin, an extractive from Khaya nyasica
    • Taylor DAH. (1967) Nyasin, an extractive from Khaya nyasica. Chemical Communications, 500.
    • (1967) Chemical Communications , pp. 500
    • Taylor, D.A.H.1
  • 22
    • 37049119403 scopus 로고
    • 11β-Acetoxykhivorin, a new limonoid
    • Taylor DAH. (1968) 11β-Acetoxykhivorin, a new limonoid. Chemical Communications, 1172.
    • (1968) Chemical Communications , pp. 1172
    • Taylor, D.A.H.1
  • 25
    • 55549087246 scopus 로고
    • West African timbers
    • Petroleum extracts from species of the genera Khaya, Guarea, Carapa, and Cedrela,. Part VI
    • Bevan CWL, Powell JW, Taylor DAH. (1963) West African timbers. Part VI. Petroleum extracts from species of the genera Khaya, Guarea, Carapa, and Cedrela. Journal of the Chemical Society, 980–982.
    • (1963) Journal of the Chemical Society , pp. 980-982
    • Bevan, C.W.L.1    Powell, J.W.2    Taylor, D.A.H.3
  • 28
    • 85127066072 scopus 로고
    • 13C-Nuclear magnetic resonance spectroscopy of some limonoids, Part–II
    • The spectra of a series of meliacolide derivatives
    • 13C-Nuclear magnetic resonance spectroscopy of some limonoids, Part–II. The spectra of a series of meliacolide derivatives. Journal of Chemical Research Synopsis, 2.
    • (1977) Journal of Chemical Research Synopsis , vol.2
    • Taylor, D.A.H.1
  • 30
    • 0000167240 scopus 로고
    • Tetranortriterpenoids-II: Heartwood constituents of Carapa guianensis
    • Connolly JD, McCrindle R, Overton KH, Feeney J. (1966) Tetranortriterpenoids-II: Heartwood constituents of Carapa guianensis. Tetrahedron, 22, 891–896.
    • (1966) Tetrahedron , vol.22 , pp. 891-896
    • Connolly, J.D.1    McCrindle, R.2    Overton, K.H.3    Feeney, J.4
  • 32
    • 37949026522 scopus 로고
    • Extractives of Cedrela odorata L-III: The structure of photogedunin
    • Burke BA, Chan WR, Magnus KE, Taylor DR. (1969) Extractives of Cedrela odorata L-III: The structure of photogedunin. Tetrahedron, 25, 5007–5011.
    • (1969) Tetrahedron , vol.25 , pp. 5007-5011
    • Burke, B.A.1    Chan, W.R.2    Magnus, K.E.3    Taylor, D.R.4
  • 33
    • 0031127180 scopus 로고    scopus 로고
    • Sesquiterpenes, triterpenoids, limonoids and flavonoids of Cedrela odorata graft and speculations on the induced resistance against Hypsipyla grandella
    • Paula JRD, Vieira IJC, Da Silva MFGF, Filho ER, Fernandes JB, Vieira PC, Pinheiro AL, Vilela EF. (1997) Sesquiterpenes, triterpenoids, limonoids and flavonoids of Cedrela odorata graft and speculations on the induced resistance against Hypsipyla grandella. Phytochemistry, 44, 1449–1454.
    • (1997) Phytochemistry , vol.44 , pp. 1449-1454
    • Paula, J.R.D.1    Vieira, I.J.C.2    Da Silva, M.F.G.F.3    Filho, E.R.4    Fernandes, J.B.5    Vieira, P.C.6    Pinheiro, A.L.7    Vilela, E.F.8
  • 34
    • 0010277726 scopus 로고
    • Studies on the chemical constituents of Azadirachta indica-Part-I: Isolation and characterization of a new tetranortriterpenoid, nimolicinol
    • Siddiqui S, Faizi S, Siddiqui BS. (1984). Studies on the chemical constituents of Azadirachta indica-Part-I: Isolation and characterization of a new tetranortriterpenoid, nimolicinol. Heterocycles, 22, 295–298.
    • (1984) Heterocycles , vol.22 , pp. 295-298
    • Siddiqui, S.1    Faizi, S.2    Siddiqui, B.S.3
  • 37
    • 0001560871 scopus 로고
    • Extractives of Aphanamixis polystachya Wall: The structures and stereochemistry of aphanamixin and aphanamixinin
    • Chatterjee A, Kundu B, Chakraborthy T, Chandrasekharan S. (1970) Extractives of Aphanamixis polystachya Wall: The structures and stereochemistry of aphanamixin and aphanamixinin. Tetrahedron, 26, 1859–1867.
    • (1970) Tetrahedron , vol.26 , pp. 1859-1867
    • Chatterjee, A.1    Kundu, B.2    Chakraborthy, T.3    Chandrasekharan, S.4
  • 38
    • 0025071070 scopus 로고
    • Constituents of the seeds of Swietenia mahagoni III. Structure of mahonin and secomahoganin
    • Kadota S, Marpaung L, Kikuchi T, Ekimoto H. (1990) Constituents of the seeds of Swietenia mahagoni III. Structure of mahonin and secomahoganin. Chemical and Pharmaceutical Bulletin, 38, 1495–1500.
    • (1990) Chemical and Pharmaceutical Bulletin , vol.38 , pp. 1495-1500
    • Kadota, S.1    Marpaung, L.2    Kikuchi, T.3    Ekimoto, H.4
  • 41
    • 0007635950 scopus 로고
    • Tetranortriterpenoids-III: 6-Hydroxy- and 6-acetoxy- methyl angolensate from the heartwood of Khaya grandifoliola
    • Connolly JD, Mc Crindle R, Overton KH, Warnock WDC. (1967) Tetranortriterpenoids-III: 6-Hydroxy- and 6-acetoxy- methyl angolensate from the heartwood of Khaya grandifoliola. Tetrahedron, 23, 4035–4039.
    • (1967) Tetrahedron , vol.23 , pp. 4035-4039
    • Connolly, J.D.1    Mc Crindle, R.2    Overton, K.H.3    Warnock, W.D.C.4
  • 42
    • 37049133695 scopus 로고
    • Extractives from Cedrela odorata L. The structure of methyl angolensate
    • Chan W. R, Magnus E, Mootoo BS. (1967) Extractives from Cedrela odorata L. The structure of methyl angolensate. Journal of the Chemical Society C, 171–177.
    • (1967) Journal of the Chemical Society C , pp. 171-177
    • Chan, W.R.1    Magnus, E.2    Mootoo, B.S.3
  • 45
    • 0001588292 scopus 로고
    • Ekebergin, a limonoid extractive from Ekebergia capensis
    • Taylor DAH. (1981) Ekebergin, a limonoid extractive from Ekebergia capensis. Phytochemistry, 20, 2263–2265.
    • (1981) Phytochemistry , vol.20 , pp. 2263-2265
    • Taylor, D.A.H.1
  • 48
    • 0026005974 scopus 로고
    • Limonoids from the Fijian medicinal plant dabi (Xylocarpus)
    • Alvi KA, Crews P, Aalbersberg B, Prasad R. (1991) Limonoids from the Fijian medicinal plant dabi (Xylocarpus). Tetrahedron, 47, 8943–8948.
    • (1991) Tetrahedron , vol.47 , pp. 8943-8948
    • Alvi, K.A.1    Crews, P.2    Aalbersberg, B.3    Prasad, R.4
  • 52
    • 0034759638 scopus 로고    scopus 로고
    • Antifeedant rings B and D opened limonoids from Khaya senegalensis
    • 2000, –; (,) Seneganolide, a novel antifeeding mexicanolide from Khaya senegalensis. Chemistry Letters, 876–877
    • Nakatani M, Abdelgaleil SAM, Kurawaki J, Okamura H, Iwagawa T, Doe M. (2001) Antifeedant rings B and D opened limonoids from Khaya senegalensis. Journal of Natural Products, 64, 1261–1264; (2000) Seneganolide, a novel antifeeding mexicanolide from Khaya senegalensis. Chemistry Letters, 876–877.
    • (2001) Journal of Natural Products , vol.64 , pp. 1261-1264
    • Nakatani, M.1    Abdelgaleil, S.A.M.2    Kurawaki, J.3    Okamura, H.4    Iwagawa, T.5    Doe, M.6
  • 53
  • 57
    • 2642661754 scopus 로고
    • Tetranortriterpenoids-VI: [Bicyclononanolides IV] swietenolide–the functional groups
    • Chakrabarty T, Connolly JD, McCrindle R, Overton KH, Schwar JCP. (1968) Tetranortriterpenoids-VI: [Bicyclononanolides IV] swietenolide–the functional groups. Tetrahedron, 24, 1503–1506.
    • (1968) Tetrahedron , vol.24 , pp. 1503-1506
    • Chakrabarty, T.1    Connolly, J.D.2    McCrindle, R.3    Overton, K.H.4    Schwar, J.C.P.5
  • 58
    • 2642637145 scopus 로고
    • On the constitution of swietenine: The non-bitter principle of the seeds of Swietenia macrophylla
    • Chakrabarty T, Chatterjee A. (1955) On the constitution of swietenine: The non-bitter principle of the seeds of Swietenia macrophylla. Journal of the Indian Chemical Society, 32, 179–186.
    • (1955) Journal of the Indian Chemical Society , vol.32 , pp. 179-186
    • Chakrabarty, T.1    Chatterjee, A.2
  • 59
    • 2642621874 scopus 로고
    • The constitution of swietenine, the non-bitter principles of the seeds of Swietenia macrophylla Part II
    • Chakrabarty T, Chatterjee A. (1957) The constitution of swietenine, the non-bitter principles of the seeds of Swietenia macrophylla Part II. Journal of the Indian Chemical Society, 34, 117–120.
    • (1957) Journal of the Indian Chemical Society , vol.34 , pp. 117-120
    • Chakrabarty, T.1    Chatterjee, A.2
  • 60
    • 0345345792 scopus 로고
    • Isolation of swietenolide diacetate from Swietenia macrophylla
    • Chan KC, Tang TS, Toh HT. (1976) Isolation of swietenolide diacetate from Swietenia macrophylla. Phytochemistry, 15, 429–430.
    • (1976) Phytochemistry , vol.15 , pp. 429-430
    • Chan, K.C.1    Tang, T.S.2    Toh, H.T.3
  • 61
    • 38349037793 scopus 로고
    • The chemical investigation of the seeds of Swietenia macrophylla Part-I: The non-bitter principle
    • Sircar SSG, Chakrabarty T. (1951) The chemical investigation of the seeds of Swietenia macrophylla Part-I: The non-bitter principle. Journal of the Indian Chemical Society, 28, 207–210.
    • (1951) Journal of the Indian Chemical Society , vol.28 , pp. 207-210
    • Sircar, S.S.G.1    Chakrabarty, T.2
  • 62
    • 19544390862 scopus 로고    scopus 로고
    • Mexicanolide limonoids from the Madagascan Meliaceae Quivisia papinae
    • Coombes PH, Mulholland DA, Randrianarivelojosia M. (2005) Mexicanolide limonoids from the Madagascan Meliaceae Quivisia papinae. Phytochemistry, 66, 1100–1107.
    • (2005) Phytochemistry , vol.66 , pp. 1100-1107
    • Coombes, P.H.1    Mulholland, D.A.2    Randrianarivelojosia, M.3
  • 67
    • 0023890007 scopus 로고
    • Dual binding modes to the receptor for platelet activating factor (PAF) of anti-PAF trans-2, 5-diarylfurans
    • Corey EJ, Chen CP, Parry MJ. (1988) Dual binding modes to the receptor for platelet activating factor (PAF) of anti-PAF trans-2, 5-diarylfurans. Tetrahedron Letters, 29, 2899–2902.
    • (1988) Tetrahedron Letters , vol.29 , pp. 2899-2902
    • Corey, E.J.1    Chen, C.P.2    Parry, M.J.3
  • 70
    • 0024557251 scopus 로고
    • Antagonists of platelet activating factor from Swietenia mahogani
    • Kadota S, Marpaung L, Kikuchi T, Ekimoto H. (1989) Antagonists of platelet activating factor from Swietenia mahogani. Tetrahedron Letters, 30, 1111–1114.
    • (1989) Tetrahedron Letters , vol.30 , pp. 1111-1114
    • Kadota, S.1    Marpaung, L.2    Kikuchi, T.3    Ekimoto, H.4
  • 71
    • 0025032079 scopus 로고
    • 13C-nuclear magnetic resonance signal assignments of new tetranortriterpenoids related to swietenin and swietenolide
    • 13C-nuclear magnetic resonance signal assignments of new tetranortriterpenoids related to swietenin and swietenolide. Chemical and Pharmaceutical Bulletin, 38, 639–651.
    • (1990) Chemical and Pharmaceutical Bulletin , vol.38 , pp. 639-651
    • Kadota, S.1    Marpaung, L.2    Kikuchi, T.3    Ekimoto, H.4
  • 72
    • 0025281882 scopus 로고
    • Constituents of the seeds of Swietenia mahogani II. Structures of swietemahonins A, B, C, D, E, F and G and swietemahonalide
    • Kadota S, Marpaung L, Kikuchi T, Ekimoto H. (1990) Constituents of the seeds of Swietenia mahogani II. Structures of swietemahonins A, B, C, D, E, F and G and swietemahonalide. Chemical and Pharmaceutical Bulletin, 38, 894–901.
    • (1990) Chemical and Pharmaceutical Bulletin , vol.38 , pp. 894-901
    • Kadota, S.1    Marpaung, L.2    Kikuchi, T.3    Ekimoto, H.4
  • 73
    • 0000815205 scopus 로고
    • Proceranolide, a novel tetranortriterpenoid from Carapa procera
    • Sondengam B, Kamga CS, Connolly JD. (1980) Proceranolide, a novel tetranortriterpenoid from Carapa procera. Phytochemistry, 19, 2488.
    • (1980) Phytochemistry , vol.19 , pp. 2488
    • Sondengam, B.1    Kamga, C.S.2    Connolly, J.D.3
  • 74
    • 0025025379 scopus 로고
    • Mahagonin, a novel dimeric tetranortriterpenoid from Swietenia mahogani
    • Kadata S, Ynagawa K, Kikuchi T, Tanaka K. (1990) Mahagonin, a novel dimeric tetranortriterpenoid from Swietenia mahogani. Tetrahedron Letters, 31, 5943–5946.
    • (1990) Tetrahedron Letters , vol.31 , pp. 5943-5946
    • Kadata, S.1    Ynagawa, K.2    Kikuchi, T.3    Tanaka, K.4
  • 76
    • 0011101045 scopus 로고
    • Swietenioideae
    • New York Botanical Garden, New York,. In:, (Eds)., Monograph No. 28, Meliaceae
    • Styles BT. (1981) Swietenioideae. In: Flora Neotropica, Pennington TD, Styles BT, Taylor DAH. (Eds). New York Botanical Garden, New York, Monograph No. 28, Meliaceae, pp. 359–418.
    • (1981) Flora Neotropica , pp. 359-418
    • Styles, B.T.1    Pennington, T.D.2    Styles, B.T.3    Taylor, D.A.H.4
  • 77
    • 0004277857 scopus 로고
    • United States National Herbarium, Washington DC, –1926, p
    • Standley PC. “Trees and Shrubs of Mexico”, United States National Herbarium, Washington DC, 1920–1926, p. 560.
    • (1920) Trees and Shrubs of Mexico , pp. 560
    • Standley, P.C.1
  • 83
    • 0030843290 scopus 로고    scopus 로고
    • Contractile response induced by a limonoid (humilinolide A) on spontaneous activity of isolated smooth muscle
    • Perusquia M, Hernandez RH, Jimenez MA, Miranda RP, Mata R. (1997) Contractile response induced by a limonoid (humilinolide A) on spontaneous activity of isolated smooth muscle. Phytotherapy Research, 11, 354–357.
    • (1997) Phytotherapy Research , vol.11 , pp. 354-357
    • Perusquia, M.1    Hernandez, R.H.2    Jimenez, M.A.3    Miranda, R.P.4    Mata, R.5
  • 84
    • 4444226052 scopus 로고    scopus 로고
    • Antifungal limonoids from the fruits of Khaya senegalensis
    • Abdelgaleil SAM, Iwagawa T, Doe M, Nakatani M. (2004) Antifungal limonoids from the fruits of Khaya senegalensis. Fitoterapia, 75, 566–572.
    • (2004) Fitoterapia , vol.75 , pp. 566-572
    • Abdelgaleil, S.A.M.1    Iwagawa, T.2    Doe, M.3    Nakatani, M.4
  • 86
    • 0032851594 scopus 로고    scopus 로고
    • Four new tetranortriterpenoids from Cedrela odorata associated with leaf rejection by Exopthalmus jekelianus
    • Veitch NC, Wright GA, Stevenson PC. (1999) Four new tetranortriterpenoids from Cedrela odorata associated with leaf rejection by Exopthalmus jekelianus. Journal of Natural Products, 62, 1260–1263.
    • (1999) Journal of Natural Products , vol.62 , pp. 1260-1263
    • Veitch, N.C.1    Wright, G.A.2    Stevenson, P.C.3
  • 88
    • 0141740646 scopus 로고    scopus 로고
    • Swietenialides, novel ring-D opened phragmalin limonoid orthoesters from Swietenia mahogany
    • Mona MGS, Iwagawa T, Doe M, Nakatani M. (2003) Swietenialides, novel ring-D opened phragmalin limonoid orthoesters from Swietenia mahogany. Tetrahedron, 59, 8027–8033.
    • (2003) Tetrahedron , vol.59 , pp. 8027-8033
    • Mona, M.G.S.1    Iwagawa, T.2    Doe, M.3    Nakatani, M.4
  • 90
    • 0037541681 scopus 로고
    • Three tetranortriterpenoids from fruits of Soymida febrifuga
    • Gopal RM, Muralikrishna E, Connolly JD. (1985) Three tetranortriterpenoids from fruits of Soymida febrifuga. Phytochemistry, 24, 305–307.
    • (1985) Phytochemistry , vol.24 , pp. 305-307
    • Gopal, R.M.1    Muralikrishna, E.2    Connolly, J.D.3
  • 93
    • 0038217215 scopus 로고
    • Die Chukrasine A, B, C, D und E, fünf neue Tetranortriterpene aus Chukrasia tabularis
    • Regettli VT, Christoph T. (1978) Die Chukrasine A, B, C, D und E, fünf neue Tetranortriterpene aus Chukrasia tabularis. Helvetica Chimica Acta, 61, 1814–1831.
    • (1978) Helvetica Chimica Acta , vol.61 , pp. 1814-1831
    • Regettli, V.T.1    Christoph, T.2
  • 94
    • 2942534843 scopus 로고    scopus 로고
    • Xyloccensins O and P, unique 8, 9, 30-phragmalin ortho esters from Xylocarpus granatum
    • Jun W, Qiang X, Jianshe H, Zhihui X, Shuhna Q, Qingxin L, Zhang S. (2004) Xyloccensins O and P, unique 8, 9, 30-phragmalin ortho esters from Xylocarpus granatum. Organic Letters, 6, 1841–1844.
    • (2004) Organic Letters , vol.6 , pp. 1841-1844
    • Jun, W.1    Qiang, X.2    Jianshe, H.3    Zhihui, X.4    Shuhna, Q.5    Qingxin, L.6    Zhang, S.7
  • 95
    • 26044478149 scopus 로고    scopus 로고
    • Phragmalin-type limonoids from the mangrove plant Xylocarpus granatum
    • Cui J, Deng Z, Li J, Fu H, Proksch P, Lin W. (2005) Phragmalin-type limonoids from the mangrove plant Xylocarpus granatum. Phytochemistry, 66, 2334–2339.
    • (2005) Phytochemistry , vol.66 , pp. 2334-2339
    • Cui, J.1    Deng, Z.2    Li, J.3    Fu, H.4    Proksch, P.5    Lin, W.6
  • 99
    • 0000581804 scopus 로고
    • Limonoids from Australian members of the Meliaceae Phytochemistry
    • and, (1983) Limonoid extractives from Xylocarpus moluccensis., 22, 1297–1299
    • Mulholland DA, Taylor DAH. (1992) Limonoids from Australian members of the Meliaceae Phytochemistry, 31, 4163–4166. and Taylor DAH (1983) Limonoid extractives from Xylocarpus moluccensis. Phytochemistry, 22, 1297–1299.
    • (1992) Phytochemistry , vol.31 , pp. 4163-4166
    • Mulholland, D.A.1    Taylor, D.A.H.2    Taylor, D.A.H.3
  • 101
    • 0036378031 scopus 로고    scopus 로고
    • Tetranortriterpenoids and dihydrocinnamic acid derivatives from Hortia colombiana
    • Cuca Suarez LE, Menichina F, Monache FD. (2002) Tetranortriterpenoids and dihydrocinnamic acid derivatives from Hortia colombiana. Journal of Brazilian Chemical Society, 13, 339–344.
    • (2002) Journal of Brazilian Chemical Society , vol.13 , pp. 339-344
    • Cuca, S.L.E.1    Menichina, F.2    Monache, F.D.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.