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完整後設資料紀錄
DC 欄位 | 值 | 語言 |
---|---|---|
dc.contributor.advisor | 李水盛 | |
dc.contributor.author | Yi-Chun Lai | en |
dc.contributor.author | 賴怡君 | zh_TW |
dc.date.accessioned | 2021-06-15T06:55:34Z | - |
dc.date.available | 2014-03-03 | |
dc.date.copyright | 2011-03-03 | |
dc.date.issued | 2011 | |
dc.date.submitted | 2011-02-09 | |
dc.identifier.citation | 1. Shargel, L., Yu, A.B.C., 1994. Applied Biopharmaceutics and Pharmacokinetics, 3rd ed, Ho-Chi Book Publishing Co., Taipei, Taiwan. a. p36; b. p31.
2. Ionescu, C., Caira, M.R., 2005. Drug metabolism current concepts, p129, Springer, Dordrecht, The Netherlands. a. p315; b. p307. 3. Chen, C.C., Huang, Y.L., Ou, J.C., Su, M.J., Yu, S.M., Teng, C.M., 1991. Bioactive principles from the roots of Lindera megaphylla. Planta Med. 57, 406–408. 4. Lalezari, I., Shafiee, A., Mahjour, M., 1976. Major alkaloids of Glaucium-flavum Grantz, population Ghom. J. Pharm. Sci. 65, 923–924. 5. De Wet, H., Van Heerden, F.R., Van Wyk, B.E., Van Zyl, R.L., 2007. Antiplasmodial activity and cytotoxicity of Albertisia delagoensis. Fitoterapia 78, 420–422. 6. Israilov, I.A., Melikov, F.M., Muraveva, D.A., 1984. Alkaloids of Dicentra. Chem. Nat. Compd. 20, 74–76. 7. Su, M.J., Nieh, Y.C., Huang, H.W., Chen, C.C., 1994. Dicentrine, an alpha-adrenoceptor antagonist with sodium and potassium channel blocking activities. Naunyn Schmiedebergs Arch. Pharmacol. 349, 42–49. 8. Young, M.L., Su, M.J., Wu, M.H., Chen, C.C., 1994. The electrophysiological effects of dicentrine on the conduction system of rabbit heart. Br. J. Pharmacol. 113, 69–76. 9. Tsai, T.H., Wang, G.J., Lin, L.C., 2008. Vasorelaxing alkaloids and flavonoids from Cassytha filiformis. J. Nat. Prod. 71, 289–291. 10. Yu, S.M., Kang, Y.F., Chen, C.C., Teng, C.M., 1993. Effects of dicentrine on hemodynamic, plasma-lipid, lipoprotein level and vascular reactivity in hyperlipemic rats. Br. J. Pharmacol. 108, 1055–1061. 11. Yu, S.M., Hsu, S.Y., Ko, F.N., Chen, C.C., Huang, Y.L., Huang, T.F., Teng, C.M., 1992. Hemodynamic-effects of dicentrine, a novel α1-adrenoceptor antagonist - comparison with prazosin in spontaneously hypertensive and normotensive Wistar-Kyoto rats. Br. J. Pharmacol. 106, 797–801. 12. Teng, C.M., Yu, S.M., Ko, F.N., Chen, C.C., Huang, Y.L., Huang, T.F., 1991. Dicentrine, a natural vascular alpha-1-adrenoceptor antagonist, isolated from Lindera-Megaphylla. Br. J. Pharmacol. 104, 651–656. 13. Tsai, T.H., Tsai, T.R., Chou, C.J., Chen, C.F., 1996. Determination of dicentrine in rat plasma by high-performance liquid chromatography and its application to pharmacokinetics. J. Chromatogr. B Biomed. Appl. 681, 277–281. 14. Burton, K.I., Everett, J.R., Newman, M.J., Pullen, F.S., Richards, D.S., Swanson, A.G., 1997. On-line liquid chromatography coupled with high field NMR and mass spectrometry (LC-NMR-MS): a new technique for drug metabolite structure elucidation. J. Pharm. Biomed. Anal. 15, 1903–1912. 15. Spraul, M., Freund, A.S., Nast, R.E., Withers, R.S., Maas, W.E., Corcoran, O., 2003. Advancing NMR sensitivity for LC-NMR-MS using a cryoflow probe: Application to the analysis of acetaminophen metabolites in urine. Anal. Chem. 75, 1536–1541. 16. Wang, C.Y., Lee, S.S., 2005. Analysis and identification of lignans in Phyllanthus urinaria by HPLC-SPE-NMR. Phytochem. Anal. 16, 120–126. 17. Lam, S.H., Wang, C.Y., Chen, C.K., Lee, S.S., 2007. Chemical investigation of Phyllanthus reticulatus by HPLC-SPE-NMR and conventional methods. Phytochem. Anal. 18, 251–255. 18. Lee, S.S., Lai, Y.C., Chen, C.K., Tseng, L.H., Wang, C.Y., 2007. Characterization of isoquinoline alkaloids from Neolitsea sericea var. aurata by HPLC-SPE-NMR. J. Nat. Prod. 70, 637–642. 19. Godejohann, M., Tseng, L.H., Braumann, U., Fuchser, J., Spraul, M., 2004. Characterization of a paracetamol metabolite using on-line LC-SPE-NMR-MS and a cryogenic NMR probe. J. Chromatogr. A 1058, 191–196. 20. Sandvoss, M., Bardsley, B., Beck, T.L., Lee-Smith, E., North, S.E., Moore, P.J., Edwards, A.J., Smith, R.J., 2005. HPLC-SPE-NMR in pharmaceutical development: capabilities and applications. Magn. Reson. Chem. 43, 762–770. 21. Jia, C.Q., Shi, H.M., Jin, W., Zhang, K., Jiang, Y., Zhao, M.B., Tu, P.F., 2009. Metabolism of echinacoside, a good antioxidant, in rats: isolation and identification of its biliary metabolites. Drug Metab. Dispos. 37, 431–438. 22. Qiu, F., Zhu, Z.Y., Kang, N., Piao, S.J., Qin, G.Y., Yao, X.S., 2008. Isolation and identification of urinary metabolites of berberine in rats and humans. Drug Metab. Dispos. 36, 2159–2165. 23. Fischer L., 1980. Gel filtration chromatography, p 19-20, Elesvier/north-holland press, Amsterdam, New York, Oxford. 24. Eloumiropivia, J., Beliveau, J., Simon, D.Z., 1985. Isolation of a new alkaloid from Artabotrys lastourvillensis. J. Nat. Prod. 48, 460–462. 25. Lee, S.S., Yang, H.C., 1992. Isoquinoline alkaloids from Neolitsea konishii. J. Chin. Chem. Soc. (Taipei) 39, 189–194. 26. Tewari, S., Bhakuni, D.S., Dhar, M.M., 1972. Aporphine alkaloids of Litsea glutenosa. Phytochemistry 11, 1149–1152. 27. Hara, H., Hashimoto, F., Hoshino, O., Umezawa, B., 1986. Studies on tetrahydroisoquinolines. Syntheses of (+/-)-N-methyllaurotetanine, (+/-)-cassythicine, (+/-)-9-hydroxy-1,2,3,10-tetramethoxyaporphine, (+/-)-dicentrine, and (+/-)-thalicsimidine. Chem. Pharm. Bull. 34, 1946–1949. 28. Nieto, M., Cave, A., 1976. Annonaceae alkaloids-components of stem bark and root bark of Enantia pilosa. Lloydia 39, 350–356. 29. Vecchietti, V., Casagrande, C., Ferrari, G., Severiniricca, G., 1979. New aporphine alkaloids of Ocotea minarum. 3. Farmaco [Sci.] 4, 829–840. 30. El-Bachá, R.S., Leclerc, S., Netter, P., Magdalou, J., Minn, A., 2000. Glucuronidation of apomorphine. Life Sci. 67, 1735–1745. 31. Keski-Hynnilä, H., Kurkela, M., Elovaara, E., Antonio, L., Magdalou, J., Luukkanen, L., Taskinen, J., Kostiainen, R., 2002. Comparison of electrospray, atmospheric pressure chemical ionization, and atmospheric pressure photoionization in the identification of apomorphine, dobutamine, and entacapone phase II metabolites in biological samples. Anal. Chem. 74, 3449–3457. 32. van der Geest, R., van Laar, T., Kruger, P.P., Gubbens-Stibbe, J.M., Bodde, H.E., Roos, R.A.C., Danhof, M., 1998. Pharmacokinetics, enantiomer interconversion, and metabolism of R-apomorphine in patients with idiopathic Parkinson's disease. Clin. Neuropharmacol. 21, 159–168. 33. Wu, W.N., McKown, L.A., 2002. The in vitro metabolism of thalicarpine, an aporphine-benzyltetrahydroisoquinoline alkaloid, in the rat API-MS/MS identification of thalicarpine and metabolites. J. Pharm. Biomed. Anal. 30, 141–150. 34. Shipkova, M., Strassburg, C.P., Braun, F., Streit, F., Grone, H.J., Armstrong, V.W., Tukey, R.H., Oellerich, M., Wieland, E., 2001. Glucuronide and glucoside conjugation of mycophenolic acid by human liver, kidney and intestinal microsomes. Br. J. Pharmacol. 132, 1027–1034. 35. Ringdahl, B., Chan, R.P.K., Craig, J.C., Cava, M.P., Shamma, M., 1981. Circular dichroism of aporphines. J. Nat. Prod. 44, 80–85. 36. Liao, J.C., 1996. Flora of Taiwan, 2nd Ed., vol. 2, p. 45, Editorial Committee of the Flora of Taiwan, Taipei. 37. Lee, S.S., Chen, S.C., Chen, C.K., Chen, C.H., Kuo, C.M., 2006. Chemical constituents from Alnus formosana Burk. II. polar constituents from the leaves. Nat. Prod. Commun. 1, 461–464. 38. 陳士昌,李水盛 “國立台灣大學醫學院藥學研究所碩士論文” 2001, 台北。 39. Lee, C.J., Lee, S.S., Chen, S.C., Ho, F.M., Lin, W.W., 2005. Oregonin inhibits lipopolysaccharide-induced iNOS gene transcription and upregulates HO-1 expression in macrophages and microglia. Br. J. Pharmacol. 146, 378–388. 40. Dictionary of Natural Product on CD-ROM, 2009, Version 18:1, Chapman and Hall/CRC, London UK. 41. Itokawa, H., Morita, H., Midorikawa, I., Aiyama, R., Morita, M., 1985. Diarylheptanoids from the rhizome of Alpinia officinarum Hance. Chem. Pharm. Bull. 33, 4889–4893. 42. Wada, H., Tachibana, H., Fuchino, H., Tanaka, N., 1998. Three new diarylheptanoid glycosides from Alnus japonica. Chem. Pharm. Bull. 46, 1054–1055. 43. Aoki, T., Ohta, S., Suga, T., 1990. Triterpenoids, diarylheptanoids and their glycosides in the flowers of Alnus species. Phytochemistry 29, 3611–3614. 44. Kuroyanagi, M., Shimomae, M., Nagashima, Y., Muto, N., Okuda, T., Kawahara, N., Nakane, T., Sano, T., 2005. New diarylheptanoids from Alnus japonica and their antioxidative activity. Chem. Pharm. Bull. 53, 1519–1523. 45. Gonzalez-Laredo, R.F., Chen, J., Karchesy, Y.M., Karchesy, J.J., 1999. Four new diarylheptanoid glycosides from Alnus rubra bark. Nat. Prod. Lett. 13, 75–80. 46. Nagai, M., Kenmochi, N., Fujita, M., Furukawa, N., Inoue, T., 1986. Studies on the constituents of Aceraceae plants. 6. Revised stereochemistry of (-)-centrolobol, and new glycosides from Acer nikoense. Chem. Pharm. Bull. 34, 1056–1060. 47. Martin-Cordero, C., Lopez-Lazaro, M., Agudo, M.A., Navarro, E., Trujillo, J., Ayuso, M.J., 2001. A cytotoxic diarylheptanoid from Viscum cruciatum. Phytochemistry 58, 567–569. 48. Fuchino, H., Konishi, S., Satoh, T., Yagi, A., Saitsu, K., Tatsumi, T., Tanaka, N., 1996. Chemical evaluation of Betula species in Japan. 2. Constituents of Betula platyphylla var. japonica. Chem. Pharm. Bull. 44, 1033–1038. 49. Markham, K.R., Ternai, B., Stanley, R., Geiger, H., Mabry, T.J., 1978. Carbon-13 NMR studies of flavonoids-III Naturally occurring flavonoid glycosides and their acylated derivatives. Tetrahedron 34, 1389–1397. 50. Berardini, N., Fezer, R., Conrad, J., Beifuss, U., Carle, R., Schieber, A., 2005. Screening of mango (Mangifera indica L.) cultivars for their contents of flavonol O- and xanthone C-glycosides, anthocyanins, and pectin. J. Agric. Food Chem. 53, 1563–1570. 51. Marston, A., Msonthi, J. D., Hostettmann, K., 1984. Phytochemistry of African medicinal plants. 2. On the reported molluscicidal activity from Tephrosia vogelii leaves. Phytochemistry 23, 1824–1825. 52. Fukunaga, T., Nishiya, K., Kajikawa, I., Watanabe, Y., Suzuki, N., Takeya, K., Itokawa, H., 1988. Chemical studies on the constituents of Hyphear Tanakae HOSOKAWA from different host trees. Chem. Pharm. Bull. 36, 1180–1184. 53. Garcez, W.S., Yoshida, M., Gottlieb, O.R., 1995. Benzylisoquinoline alkaloids and flavonols from Ocotea vellosiana. Phytochemistry 39, 815–816. 54. Müller, R., Pohl, R., 1970. Flavonol glycosides of Euphorbia amygdaloides and their quantitative determination at various stages of plant development. 5. Flavonoids of native Euphorbiaceae. Planta Med. 18, 114–129. 55. Miyazawa, M., Hisama, M., 2003. Antimutagenic activity of flavonoids from Chrysanthemum morifolium. Biosci. Biotechnol. Biochem. 67, 2091–2099. 56. Kamaya, R., Masuda, K., Suzuki, K., Ageta, H., Hsu, H.Y., 1996. Fern constituents: Sesterterpenoids isolated from fronds of Aleuritopteris mexicana. Chem. Pharm. Bull. 44, 690–694. 57. Nawwar, M.A.M., Hussein, S.A.M., Merfort, I., 1994. NMR spectral analysis of polyphenols from Punica granatum. Phytochemistry 36, 793–798. 58. Seidel, V., Bailleul, F., Waterman, P.G., 1999. Partially acetylated tri- and tetrarhamnoside dodecanyl ether derivatives from Cleistopholis patens. Phytochemistry 52, 465–472. 59. Scott, K.N., 1972. NMR parameters of biologically important aromatic acids. I. Benzoic acid and derivatives. J. Magn. Reson. 2, 361–376. 60. Kashiwada, Y., Nonaka, G.I., Nishioka, I., Yamagishi, T., 1988. Galloyl and hydroxycinnamoylglucoses from Rhubarb. Phytochemistry 27, 1473–1477. 61. Liao, J.C., 1994. Flora of Taiwan, 2nd Ed., vol. 1, p. 13, Editorial Committee of the Flora of Taiwan, Taipei. 62. Dubeler, A., Voltmer, G., Gora, V., Lunderstadt, J., Zeeck, A., 1997. Phenols from Fagus sylvatica and their role in defence against Cryptococcus fagisuga. Phytochemistry 45, 51–57. 63. Kasai, T., Larsen, P.O., and Sorensen, H., 1978. Free amino acids and γ-glutamyl peptides in Fagaceae. Phytochemistry 17, 1911–1915. 64. Kristensen, I., Larsen, P.O., Olsen, C.E., 1976. Two diasteoisomers of 5-hydroxy-6-methylpipecolic acid from seeds of Fagus silvatica L. Tetrahedron 32, 2799–2804. 65. Lewis, N.G., Inciong, M.E.J., Ohashi, H., Towers, G.H.N., Yamamoto, E., 1988. Exclusive accumulation of Z-isomers of monolignols and their glucosides in bark of Fagus grandifolia. Phytochemistry 27, 2119–2121. 66. Imamura, T., Watanabe, T., Kuwahara, M., Koshijima, T., 1994. Ester linkages between lignin and glucuronic acid in lignin-carbohydrate complexes from Fagus crenata. Phytochemistry 37, 1165–1173. 67. Okada, Y., Omae, A., Okuyama, T., 2003. A new triterpenoid isolated from Lagerstronemia speciosa (L.) PERS. Chem. Pharm. Bull. 51, 452–454. 68. Fu, L.W., Zhang, S.J., Li, N., Wang, J.L., Zhao, M., Sakai, J., Hasegawa, T., Mitsui, T., Kataoka, T., Oka, S., Kiuchi, M., Hirose, K., Ando, M., 2005. Three new Triterpenes from Nerium oleander and biological activity of the isolated compounds. J. Nat. Prod. 68, 198–206. 69. Liao, X., Lee, B.G., Wang, M.K, Ding, L.S., Pan, Y.J., Chen, Y.Z., 2001. The chemical constituents from Anemone rivularis. Gaodeng Xuexiao Huaxue Xuebao 22, 1338–1341. 70. Seto, T., Tanaka, T., Tanaka, O., Naruhashi, N., 1984. β-Glucosyl esters of 19-α-hydroxyursolic acid-derivatives in leaves of Rubus species. Phytochemistry 23, 2829–2834. 71. Nakatani, M., Hatanaka, S., Komura, H., Kubota, T., Hase, T., 1989. The structure of rotungenoside, a new bitter triterpene glucoside from Ilex Rotunda. Bull. Chem. Soc. Jpn. 62, 469–473. 72. Peraza-Sánchez, S.R., Salazar-Aguilar, N.E., Peńa-Rodrfguez, L.M., 1995. A new triterpene from the resin of Bursera simaruba. J. Nat. Prod. 58, 271–274. 73. Hisham, A., Kumar, G.J., Fujimoto, Y., Hara, N., 1996. 20,29-Epoxysalacianone and 6β-hydroxysalacianone, two lupane triterepenes from Salacia beddomei. Phytochemistry 42, 789–794. 74. Lee, S.S., Liu, K.C., 1995. Chemical constituents from the roots of Zizyphus jujube mill var spinosa. (bunge) hu. (ii). Chin. Pharm. J. 47, 511–519. 75. Kitajima, J., Shindo, M., Tanaka, Y., 1990. Two new triterpenoid sulfates from the leaves of Schefflera octophylla. Chem. Pharm. Bull. 38, 714–716. 76. Fuchino, H., Satoh, T., Tanaka, N., 1995. Chemical evaluation of Betula species in Japan. 1. Constituents of Betula ermanii. Chem. Pharm. Bull. 43, 1937–1942. 77. Tsai, I.L., Chen, I.S., 1994. Isolation of constituents from the leaves of syzygium tripinnatum. Chin. Pharm. J. 46, 401–412. 78. Wei, Y., Ma, C.M., Hattori, M., 2009. Synthesis and evaluation of A-seco type triterpenoids for anti-HIV-1 protease activity. Eur. J. Med. Chem. 44, 4112–4120. 79. Lundgren, L.N., Popoff, T., Theander, O., 1982. The constituents of conifer needles. 9. Arylglycerol glucosides from Pinus sylvestris. Acta Chem. Scand. B-Org. Chem. Biochem. 36, 695–699. 80. Yoshinari, K., Sashida, Y., Shimomura, H., 1989. Two new lignan xylosides from the barks of Prunus ssiori and Prunus padus. Chem. pharm. Bull. 37, 3301–3303. 81. Popoff, T., Theander, O., 1977. The constituents of conifer needles. 6. phenolic glycosides from Pinus Sylvestris. Acta Chem. Scand. B-Org. Chem. Biochem. 31, 329–337. 82. Matsuda, N., Kikuchi, M., 1996. Studies on the constituents of Lonicera species .10. Neolignan glycosides from the leaves of Lonicera gracilipes var glandulosa Maxim. Chem. Pharm. Bull. 44, 1676–1679. 83. Manners, G.D., Swan, E.P., 1971. Isolation and structure of a dilignol rhamnoside from leaves of Thuja plicata trees. Can. J. Chem. 49, 3607–3611. 84. Miyase, T., Ueno, A., Takizawa, N., Kobayashi, H., Oguchi, H., 1987. Studies on the glycosides of Epimedium grandiflorum MORR. var. thunbergianum (MIQ) NAKAI. 2. Chem. Pharm. Bull. 35, 3713–3719. 85. Yuldashev, M.P., 1998. Flavonoids of the epigeal part of Cicer flexuosum and C. mogoltavicum. 34, 195–196. 86. Fico, G., Rodoni, G., Flamini, G., Passarella, D., Tome, F., 2007. Comparative phytochemical and morphological analyses of three Italian Primula species. Phytochemistry 68, 1683–1691. 87. Yan, X.J., Murphy, B.T., Hammond, G.B., Vinson, J.A., Neto, C.C., 2002. Antioxidant activities and antitumor screening of extracts from cranberry fruit (Vaccinium macrocarpon). J. Agric. Food Chem. 50, 5844–5849. 88. Zaghloul, A.M., Gohar, A.A., Naiem, Z., Bar, F.M.A., 2008. Taxodione, a DNA-binding compound from Taxodium distichum L. (Rich.). J. Biosci. 63, 355–360. 89. Harborne, J.B., Boardley, M., Linder, H.P., 1985. Variations in flavonoid patterns within the genus Chondropetalum (Restionaceae). Phytochemistry 24, 273–278. 90. Tsukamoto, S., Tomise, K., Aburatani, M., Onuki, H., Hirorta, H., Ishiharajima, E., Ohta, T., 2004. Isolation of cytochrome P450 inhibitors from strawberry fruit, Fragaria ananassa. J. Nat. Prod. 67, 1839–1841. 91. Lin, Y.L., Chen, I.S., 1998. Chemical constituents from mucuna membranacea J. Chin. Chem. Soc. 45, 213–217. 92. Sultana, N., Ata, A., 2008. Oleanolic acid and related derivatives as medicinally important compounds. J. Enzym. Inhib. Med. Chem. 23, 739–756. 93. Sun, H., Fang, W.S., Wang, W.Z., Hu, C., 2006. Structure-activity relationships of oleanane- and ursane-type triterpenoids. Botanical Studies 47, 339–368. 94. Ali, M.S., Jahangir, M., ul Hussan, S.S., Choudhary, M.I., 2002. Inhibition of α-glucosidase by oleanolic acid and its synthetic derivatives. Phytochemistry 60, 295–299. 95. Choudhary, M.I., Batool, I., Khan, S.N., Sultana, N., Shah, S.A.A., Atta Ur, R., 2008. Microbial transformation of oleanolic acid by Fusarium lini and α-glucosidase inhibitory activity of its transformed products. Nat. Prod. Res. 22, 489–494. 96. Hou, W.L., Li, Y.F., Zhang, Q., Wei, X., Peng, A.H., Chen, L.J., Wei, Y.Q., 2009. Triterpene acids isolated from Lagerstroemia speciosa leaves as α-glucosidase inhibitors. Phytother. Res. 23, 614–618. 97. Lee, S.S., Lin, H.C., Chen, C.K., 2008. Acylated flavonol monorhamnosides, α-glucosidase inhibitors, from Machilus philippinensis. Phytochemistry 69, 2347–2353. 98. Baas, W.J., 1985. Naturally-occurring seco-ring-A-triterpenoids and their possible biological significance. Phytochemistry 24, 1875–1889. 99. Caldwell, C.G., Franzblau, S.G., Suarez, E., Timmermann, B.N., 2000. Oleanane triterpenes from Junellia tridens. J. Nat. Prod. 63, 1611–1614. 100. Liao, J.C., 1994. Flora of Taiwan, 2nd Ed., vol. 3, p. 993, Editorial Committee of the Flora of Taiwan, Taipei. 101. Bernart, M.W., Cardellina, J.H., Balaschak, M.S., Alexander, M.R., Shoemaker, R.H., Boyd, M.R., 1996. Cytotoxic falcarinol oxylipins from Dendropanax arboreus. J. Nat. Prod. 59, 748–753. 102. Park, B.Y., Min, B.S., Oh, S.R., Kim, J.H., Kim, T.J., Kim, D.H., Bae, K.H., Lee, H.K., 2004. Isolation and anticomplement activity of compounds from Dendropanax morbifera. J. Ethnopharmacol. 90, 403–408. 103. Kawazu, K., Noguchi, H., Fujishita, K., Iwasa, J., 1973. Two new antifungal compounds from Dendropanax trifidus. Tet. Lett. 33, 3131–3132. 104. Sutarjadi, Malingre, T.M., Vanos, F.H.L., 1978. Iridoid and phenolic glycosides of Fraxinus griffithii. Phytochemistry 17, 564–564. 105. Damu, A.G., Kuo, P.C., Shi, L.S., Hu, C.Q., Wu, T.S., 2003. Chemical constituents of the stem of Sargentodoxa cuneata. Heterocycles 60, 1645–1652. 106. Aldrich Library of 13C and 1H FT NMR Spectra, 1992, 2, 334A. 107. Zhao, W.M., Qin, G.W., Xu, R.S., Li, X.Y., Liu, J.S., Wang, Y., Feng, M., 1999. Constituents from the roots of Acanthopanax setchuenensis. Fitoterapia 70, 529–531. 108. Machida, K., Nakano, Y., Kikuchi, M., 1991. Phenolic glycosides from Viburnum dilatatum. Phytochemistry 30, 2013–2014. 109. Bao, G.H., Wang, L.Q., Cheng, K.F., Feng, Y.H., Li, X.Y., Qin, G.W., 2003. Diterpenoid and phenolic glycosides from the roots of Rhododendron molle. Planta Med. 69, 434–439. 110. Li, X.C., Elsohly, H.N., Walker, L.A., Clark, A.M., 2005. Phenolic glycosides from Potalia amara. Planta Med. 71, 977–979. 111. Kitagawa, I., Wei, H., Nagao, S., Mahmud, T., Hori, K., Kobayashi, M., Uji, T., Shibuya, H., 1996. Indonesian medicinal plants. 14. Characterization of 3'-O-caffeoylsweroside, a new secoiridoid glucoside, and kelampayosides A and B, two new phenolic Apioglucosides, from the bark of Anthocephalus chinensis (Rubiaceae). Chem. Pharm. Bull. 44, 1162–1167. 112. Aldrich Library of 13C and 1H FT NMR Spectra, 1992, 3, 371B. 113. Aldrich Library of 13C and 1H FT NMR Spectra, 1992, 3, 370B; 376B. 114. Aldrich Library of 13C and 1H FT NMR Spectra, 1992, 3, 222A; 224A; 227B; 229B. 115. Otsuka, H., Takeda, Y., Yamasaki, K., Takeda, Y., 1992. Structural elucidation of dendranthemosides A and B: two new β-ionone glucosides from Dendranthema shiwogiku. Planta Med. 58, 373–375. 116. Seigler, D.S., Pauli, G.F., Frohlich, R., Wegelius, E., Nahrstedt, A., Glander, K. E., Ebinger, J.E., 2005. Cyanogenic glycosides and menisdaurin from Guazuma ulmifolia, Ostrya virginiana, Tiquilia plicata, and Tiquilia canescens. Phytochemistry 66, 1567–1580. 117. Wang, M.F., Li, J.G., Rangarajan, M., Shao, Y., LaVoie, E.J., Huang, T.C., Ho, C.T., 1998. Antioxidative phenolic compounds from sage (Salvia officinalis). J. Agric. Food. Chem. 46, 4869–4873. 118. Zhang, Z., Zhang, W., Ji, Y.P., Zhao, Y., Wang, C.G., Hu, J.F., 2010. Gynostemosides A-E, megastigmane glycosides from Gynostemma pentaphyllum. Phytochemistry 71, 693–700. 119. Otsuka, H., Kamada, K., Ogimi, C., Hirata, E., Takushi, A., Takeda, Y., 1994. Alangionoside A and alangionoside B, ionol glycosides from leaves of Alangium premnifolium. Phytochemistry 35, 1331–1334. 120. Kazuma, K., Noda, N., Suzuki, M., 2003. Malonylated flavonol glycosides from the petals of Clitoria ternatea. Phytochemistry 62, 229–237. 121. Zhang, Q.J., Yang, M., Zhao, Y.M., Luan, X.H., Ke, Y.G., 2001. Isolation and structure identification of flavonol glycosides from glandless cotton seeds. Acta Pharmaceutica Sinica (Yaoxue Xuebao), 36, 827–831. 122. Brasseur, T., Angenot, L., 1986. Flavonol glycosides from leaves of Strychnos variabilis. Phytochemistry 25, 563–564. 123. Iwahashi, H., Morishita, H., Osaka, N., Kido, R., 1985. 3-O-Feruloyl-4-O-caffeoylquinic acid from coffee beans. Phytochemistry 24, 630–632. 124. Timmermanjonse, B.N., Hoffman, J.J., Jolad, S.D., Schram, K.H., Klenck, R.E., Bates, R.B., 1983. Constituents of Chrysothamnus paniculatus : 3,4,5-tricaffeoylquinic acid (a new shikimate prearomatic) and 3,4-, 3,5- and 4,5-dicaffeoylquinic acid. J. Nat. Prod. 46, 365–368. | |
dc.identifier.uri | http://tdr.lib.ntu.edu.tw/jspui/handle/123456789/48406 | - |
dc.description.abstract | 第一部分 Dicentrine在蘭嶼迷你豬之代謝研究
(+)-Dicentrine為一選擇性之α1-adrenoceptor拮抗劑,具有抗心律不整及降血壓等活性,本實驗首次以迷你豬口服給藥方式,收集尿液等代謝物,進行dicentrine之代謝研究,並研究代謝方式與途徑。 單劑量口服方式給藥後所收集之尿液,經過溶媒萃取及管柱層析等前處理,得到含代謝物之部分。再以質譜分析及高效液相層析-固相萃取-核磁共振儀連結技術,共鑑定出9個一級代謝物 (MI-1~9) 及15個二級代謝物 (MII-1~15),其中14個代謝物 (MI-5, MII-1, MII-2, MII-5~15) 並進一步分離以確認其結構。 phase I 代謝途徑包含 N-demethylation、N-oxidation、O-demethylation (9,10-OMe)、O,O-demethylenation (1-OCH2O-2)、C-4 benzylic及C-3 (aromatic) hydroxylation;Phase II代謝途徑則包含 phase I 代謝物之 O-glucuronidation 及 O-glucosylation。 第二部分 臺灣赤楊葉部之抗發炎活性成分研究 (II) 樺木科赤楊屬植物台灣赤楊 (Alnus formosana) 為常綠高大之喬木,主要分布於琉球與台灣,本實驗研究臺灣赤楊葉部之正丁醇可溶之高極性成分,首先以高效液相層析-固相萃取-核磁共振儀連結技術,快速解析其中所含成分之結構,可知其中含有許多1,7-二芳基庚烷類及黃酮類成分,之後再以一般方法分離,包括Sephadex LH-20、逆相低壓管柱層析及離心式分配層析等,共得到48個純化合物,其中27個為1,7-二芳基庚烷類化合物 (1-13, 15-28),16個為黃酮類 (29-44),5個為其他類化合物 (14, 45-48)。成分1-14為新化合物,而化合物1及27可有效抑制LPS誘導之NO生成,IC50值分別為7.99及8.08 μM,且不具明顯細胞毒性,顯示其具有發展為抗發炎藥物之潛力。 第三部分 臺灣山毛櫸化學成分之研究 殼斗科山毛櫸屬植物臺灣山毛櫸 (Fagus hayatae Palib. ex Hayata) 為冰河時期的孓遺植物,本實驗研究臺灣山毛櫸葉及枝條所含之化學成分,以Sephadex LH-20、逆相低壓管柱層析、矽膠管柱層析及離心式分配層析進行離,共得到31個純化合物,包括8個黃酮類 (31, 36, 70-75)、5個木脂素 (65-69)、16個三萜類 (49-64) 及2個固醇類 (76-77)。其中1,10-seco-3β,10α,23-trihydroxy-olean-12-ene-1,28-dioic acid 1,23-lactone (49) 、3α,23-dihydroxy-1-oxo-olean-12-en-28-oic acid (50) 、3β,12α,13β,23-tetrahydroxy-oleanan-28-oic acid 28,13β-lactone (51)、3β-hydroxy-2-oxo-20(29)-lupene (57)及2α-hydroxy-3-oxo-20(29)-lupene (58)為新化合物,而2,3-seco-20(29)-lupene-2,3-dioic acid (16) 為天然物中首次發現。 化合物49具特殊之1,10-seco-oleanane-type 新骨架,本實驗亦針對上述新化合物之生合成路徑提出探討。活性測試結果顯示3個三萜類成分 (49, 52, 56) 及5個黃酮類成分(31, 70-72, 74) 具有中度抑制α-glucosidase活性。 第四部分 樹參化學成分之研究 樹參 [Dendropanax dentiger (Harms ex Diels) Merr.] 為五加科樹參屬植物,本實驗研究其葉及枝條所含之化學成分,以Sephadex LH-20、逆相低壓管柱層析及高效液相層析等方法分離,共得到21個純化合物,包括5個木脂素 (78-82)、3個沒食子酸衍生物 (83-85)、3個核苷酸 (86-88)、1個含氰配糖體 (89)、1個苄基化合物 (90)、1個megastigmane glycoside (91)、4個黃酮類 (92-95) 及3個奎寧酸衍生物 (96-98)。 | zh_TW |
dc.description.provenance | Made available in DSpace on 2021-06-15T06:55:34Z (GMT). No. of bitstreams: 1 ntu-100-D95423002-1.pdf: 9469344 bytes, checksum: e3070912f50b992522630417e1b5465c (MD5) Previous issue date: 2011 | en |
dc.description.tableofcontents | 誌謝 II
簡歷 III 中文摘要 IV 英文摘要 VI 總目錄 VIII 表目錄 (List of Tables) XV 圖目錄 (List of Figures) XVII 流程圖目錄 (List of Schemes) XXII 辭彙縮寫 XXII 第一部分Dicentrine在蘭嶼迷你豬之代謝研究 壹、緒論與研究目的 1 1.1緒論 1 1.2研究目的 3 1.3 分析代謝物之常用方法 4 1.4 HPLC-SPE-NMR在代謝物分析之應用 5 貳、實驗結果 8 2.1 A豬尿液代謝物之分析結果 8 2.2 B豬及C豬尿液代謝物之分析結果 8 2.3 Phase I代謝物 (MI-1~MI-9) 之結構解析 9 2.3.1. 不具有C-4 benzylic hydroxylation之化合物 (1, MI-4, MI-8~9) 10 2.3.1.1 Dicentrine (1) 10 2.3.1.2 Lastourvilline (MI-4) 10 2.3.1.3 Actinodaphnine (MI-8) 10 2.3.1.4 9-O-Demethyldicentrine (MI-9) 11 2.3.2 具有C-4 benzylic hydroxylation之化合物 (MI-1~3, -5~7) 11 2.3.2.1 4R-Hydroxylastourvilline (MI-1) 11 2.3.2.2 4R-Methoxylastourvilline (MI-3) 11 2.3.2.4 4R-Hydroxycassythicine Nβ-oxide (MI-6) 12 2.3.2.5 4R-Hydroxydicentrine (MI-7) 13 2.3.2.6 4R-Hydroxyphanostenine (MI-2) 13 2.4 Phase II代謝物 (MII-1~MII-15) 之結構解析 16 2.3.2.3 4R-Hydroxycassythicine (MI-5) 17 2.4.1 Monoglucuronides 17 2.4.1.1 Metabolites retaining the 1,2-methylenedioxy group (MII-3 and -9~15) 17 2.4.1.1.1 9-O-Glucuronides (MII-9~10 and -14~15) 17 2.4.1.1.1.1 Cassythicine 9-O-β-D-glucuronide (MII-14) 17 2.4.1.1.1.2 Actinodaphnine 9-O-β-D-glucuronide (MII-15) 18 2.4.1.1.1.3 4R-Hydroxycassythicine 9-O-β-D-glucuronide (MII-9) 18 2.4.1.1.1.4 4R-Hydroxyactinodaphnine 9-O-β-D-glucuronide (MII-10) 19 2.4.1.1.2 10-O-Glucuronide (MII-3) 19 2.4.1.1.2.1 Phanostenine 10-O-β-D-glucuronide (MII-3) 19 2.4.1.1.3 Metabolites containing 3-glucuronyloxy group (MII-11~13) 20 2.4.1.1.3.1 3β-D-Glucuronyloxynordicentrine (MII-12) 20 2.4.1.1.3.2 3β-D-Glucuronyloxy-4R-hydroxynordicentrine (MII-11) 21 2.4.1.1.3.3 3β-D-Glucuronyloxydicentrine (MII-13) 21 2.4.1.2 Metabolites retaining 9,10-dimethoxy groups (MII-4~8) 22 2.4.1.2.1 1-O-Glucuronides (MII-5 and -8) 22 2.4.1.2.1.1 Lastourvilline 1-O-β-D-glucuronide (MII-8) 22 2.4.1.2.1.2 4R-Hydroxylastourvilline 1-O-β-D-glucuronide (MII-5) 23 2.4.1.2.2 2-O-Glucuronides (MII-4, -6~7) 23 2.4.1.2.2.1 N-Demethyllastourvilline 2-O-β-D-glucuronide (MII-6) 23 2.4.1.2.2.2 Lastourvilline 2-O-β-D-glucuronide (MII-7) 24 2.4.1.2.2.3 4R-Hydroxylastourvilline 2-O-β-D-glucuronide (MII-4) 24 2.4.2 Diconjugates 25 2.4.2.1 9,10-Di-O-glucuronide (MII-1) 25 2.4.2.2 10-O-Glucosyl-9-O-glucuronide (MII-2) 25 2.5 透析液之成分研究結果 31 參、討論 32 3.1 Aporphine類藥物之代謝研究 32 3.2 Dicentrine之代謝途徑 32 3.3尿液及透析液前處理方式之討論 33 3.4 分析、分離及鑑定代謝物方法之討論 35 3.5 Dicentrine口服吸收之藥動學討論 36 肆、實驗部分 36 4.1 儀器與材料 36 4.1.1 理化性質測定儀器 36 4.1.2 成分分離之儀器及材料 36 4.2. 試藥與溶劑 37 4.3 實驗動物 37 4.4 實驗流程 38 4.5 血液透析液之前處理及分析 38 4.5.1 A豬透析液之前處理及分析 38 4.5.2 Fr. A-I之定量分析 39 4.5.3 B豬透析液之前處理及分析 40 4.6 尿液及糞便之收集及前處理尿液之前處理 40 4.6.1 A豬部分 40 4.6.2 B豬部分 41 4.6.3 C豬部分 41 4.7 以半製備管柱分離尿液代謝物Fr. A-II-3 42 4.8 以HPLC-SPE-NMR分析尿液所含代謝物部分 42 4.8.1 分析Fr. A-II、Fr. A-II-1、Fr. A-II-2、Fr. A-II-3A 42 4.8.2 分析Fr. B-II 42 4.9 以MS分析尿液所含代謝物部分 43 4.9.1 HPLC-ESIMS及MSn分析 43 4.9.2 HR-ESI-MS分析 43 4.10 以半製備管柱分離尿液代謝物Fr. B-II 44 4.11 各成分之物理數據 45 第二部分 臺灣赤楊葉部抗發炎活性成分之研究 (II) 52 壹、 緒論與研究目的 52 1.1緒論 52 1.2研究目的 53 貳、實驗結果與討論 54 2.1 HPLC-SPE-NMR結果 54 2.2 一般方法分離結果 54 2.3 Diarylheptanoids化合物之結構解析 54 2.3.1 Hirsutanonol及其苷類 57 2.3.1.1 1,7-Di(3,4-dihydroxyphenyl)-5(S)-hydroxy-3-heptanone (19, hirsutanonol) 57 2.3.1.2 1,7-Di(3,4-dihydroxyphenyl)-5(S)-β-D-xylosyloxy-3-heptanone (20, oregonin) 57 2.3.1.3 1,7-Di(3,4-dihydroxyphenyl)-5(S)-β-D-glucopyranosyl-3-heptanone (25) 57 2.3.2 5-O-Me/Bu取代類之化合物 59 2.3.2.1 5(S)-nButyloxy-1,7-di(3,4-dihydroxyphenyl)-3-heptanone (1, 5-O-nbutylhirusutanonol) 59 2.3.2.2 5(S)-nButyloxy-1,7-di(3,4-dihydroxyphenyl)-1-hepten-3-one (2) 59 2.3.2.3 1,7-Di(3,4-dihydroxyphenyl)-5(S)-methoxy-3-heptanone (23, 5-O-methylhirusutanonol) 60 2.3.2.4 5(S)-nbutyloxy-1,7-di(4-hydroxyphenyl)-3-heptanone (13) 60 2.3.3 2'-O-Substituted oregonins 61 2.3.3.1 2'-O-Cinnamoyloregonin (16) 62 2.3.3.2 2'-p-O-Coumaroyloregonin (3) 62 2.3.3.3 2'-O-Benzoyloregonin (4) 62 2.3.3.4 2'-O-(2-Methylbutanoyl)-oregonin (9) 63 2.3.4 Rubranol及其苷類 63 2.3.4.1 1,7-Di(3,4-dihydroxyphenyl)-3(R)-heptanol (24, rubranol) 63 2.3.4.2 1,7-Di(3,4-dihydroxyphenyl)-3(R)-β-D-glucosyloxy-heptane (21, rubranoside A) 64 2.3.4.3 1,7-Di(3,4-dihydroxyphenyl)-3(R)-β-D-xylosyloxy-heptane (22, rubranoside B) 64 2.3.5 Centrolobol及其苷類 65 2.3.5.1 1,7-Di(4-hydroxyphenyl)-3(R)-heptanol (17, centrolobol) 65 2.3.5.2 1,7-Di(4-hydroxyphenyl)-3(R)-β-D-glucosyloxy-heptane (26, aceroside VII) 65 2.3.5.3 1,7-Di(4-hydroxyphenyl)-3(R)-β-D-xylosyloxy-heptane (12) 66 2.3.6 Hirsutenone之衍生物 68 2.3.6.1 1,7-Di(3,4-dihydroxyphenyl)-4(E)-hepten-3-one (15, hirsutenone) 68 2.3.6.2 1,7-Di(4-hydroxyphenyl)-4(E)-hepten-3-one (18) 68 2.3.7 C7含二共軛雙鍵之化合物 68 2.3.7.1 1,7-Di(3,4-dihydroxyphenyl)-hepta-1E,4E-dien-3-one (7) 68 2.3.7.2 1,7-Di(3,4-dihydroxyphenyl)-hepta-4E,6E-dien-3-one (8) 69 2.3.8 不對稱苯環類之化合物 71 2.3.8.1 (±)7-(3,4-Dihydroxyphenyl)-1-(4-hydroxyphenyl)-3(R)-heptanol (5) 71 2.3.8.2 1-(4-Hydroxyphenyl)-7-(3,4-dihydroxyphenyl)-3(R)-heptanol (6) 71 2.3.8.3 7-(3,4-Dihydroxyphenyl)-1-(4-hydroxyphenyl)-3(R)-β-D-glucosyloxy-heptane (10) 73 2.3.8.4 1-(3,4-Dihydroxyphenyl)-7-(4-hydroxyphenyl)-3(R)-β-D-glucosyloxy-heptane (11) 73 2.3.8.5 7-(3,4-Dihydroxyphenyl)-1-(4-hydroxyphenyl)-5(S)-β-D-xylosyloxy-3- heptanone (27, alnuside A) 74 2.3.8.6 1-(3,4-Dihydroxyphenyl)-7-(4-hydroxyphenyl)-5(S)-β-D-xylosyloxy-3- heptanone (28, alnuside B) 75 2.4 黃酮類之結構解析 77 2.5其他化合物之結構解析 81 2.6 抗發炎活性結果 84 2.7動物實驗結果 86 參、實驗部分 87 3.1 儀器與材料 87 3.1.1 理化性質測定儀器 87 3.1.2 成分分離之儀器及材料 87 3.2. 試藥與溶劑 88 3.3. 植物來源 88 3.4 萃取及初步分離 88 3.5實驗動物 89 3.6 給藥方式 89 3.7 HPLC-SPE-NMR分析fr. 2、fr. 4及fr. M 90 3.8 Fr. 2之分離 91 3.9 Fr. 3之分離 94 3.10 Fr. 4之分離 94 3.11 Fr. 5之分離 94 3.12 Fr. 6之分離 94 3.13 化合物14之乙醯化反應 95 3.14 活性測試 95 3.15 各成分之物理數據 95 第三部分 臺灣山毛櫸化學成分之研究 108 壹、緒論與研究目的 108 1.1緒論 108 1.2研究目的 108 貳、實驗結果與討論 111 2.1 三萜類化合物之結構解析 113 2.1.1 Oleanane之架構三萜類之結構解析 113 2.1.1.1 3β,23-Dihydroxy-1-oxo-olean-12-en-28-oic acid (53) 113 2.1.1.2 3α,23-Dihydroxy-1-oxo-olean-12-en-28-oic acid (50) 113 2.1.1.3 1,10-Seco-3β,10α,23-trihydroxy-olean-12-ene-1,28-dioic acid 1,23-lactone (49) 114 2.1.1.4 3β,12α-Dihydroxyoleanan-28,13β-olide (52, oleanderolide) 116 2.1.1.5 3β,12α,13β,23-Tetrahydroxyoleanan-28,13β-lactone (51) 117 2.1.2 Ursane架構三萜類之結構解析 118 2.1.2.1 28-β-D-Glucopyranosyl-2α,3α,19α-trihydroxyurs-12-en-28-oate (54, kaji-ichigoside F1) 118 2.1.2.2 28-β-D-Glucopyranosyl-3β,19α,23-trihydroxyurs-12-en-28-oate (55, pedunculoside) 118 2.1.3 Lupane架構三萜類之結構解析 121 2.1.3.1 2,3-Seco-20(29)-lupene-2,3-dioic acid (56) 121 2.1.3.2 3β-Hydroxy-2-oxo-20(29)-lupene (57) 122 2.1.2.3 2α-Hydroxy-3-oxo-20(29)-lupene (58) 122 2.2 木脂素類化合物之結構解析 127 2.2.1 8-O-4'-Neolignans (67-69)之結構解析 127 2.3 黃酮類及固醇類之結構解析 128 2.4 對甲型葡萄糖水解酶抑制活性結果 131 2.5 生合成討論 132 參、實驗部分 134 3.1 儀器與材料 134 3.1.1 理化性質測定儀器 134 3.1.2 成分分離之儀器及材料 134 3.2. 試藥與溶劑 134 3.3. 植物來源 135 3.4 萃取及分離 135 3.5 活性測試 139 3.6 各成分之物理數據 140 第四部分 臺灣樹參化學成分之研究 146 壹、緒論與研究目的 146 1.1緒論 146 1.2研究目的 146 貳、實驗結果與討論 148 2.1 木脂素化合物之結構解析 149 2.2 沒食子酸衍生物之結構解析 150 2.3 核苷酸化合物之結構解析 151 2.4 其它化合物之結構解析 153 2.4.1 化合物89及90之結構解析 153 2.4.2 化合物91之結構解析 153 2.4.3 化合物92-98之結構解析 154 參、實驗部分 157 3.1 儀器與材料 157 3.1.1 理化性質測定儀器 157 3.1.2 成分分離之儀器及材料 157 3.2. 試藥與溶劑 158 3.3. 植物來源 158 3.4 萃取及分離 158 3.5各成分之物理數據 161 參考文獻 165 附圖 175 | |
dc.language.iso | zh-TW | |
dc.title | 第一部份 Dicentrine在蘭嶼迷你豬之代謝研究
第二部份 臺灣赤楊葉部之抗發炎活性成分研究 (II) 第三部份 臺灣山毛櫸化學成分之研究 第四部分 樹參化學成分之研究 | zh_TW |
dc.title | Part 1 Studies on the Metabolism of Dicentrine in Lan-Yu Miniature Pigs
Part 2 Studies on the Anti-inflammatory Constituents of the Leaves of Alnus formosana (II) Part 3 Studies on the Chemical Constituents of Fagus hayatae Palib. ex Hayata Part 4 Studies on the Chemical Constituents of Dendropanax dentiger (Harms ex Diels) Merr. | en |
dc.type | Thesis | |
dc.date.schoolyear | 99-1 | |
dc.description.degree | 博士 | |
dc.contributor.oralexamcommittee | 陳繼明,陳春雄,李安榮,郭錦樺,林雲蓮 | |
dc.subject.keyword | 臺灣赤楊,臺灣山毛櫸,樹參, | zh_TW |
dc.subject.keyword | Dicentrine,Alnus formosana,Fagus hayatae Palib. ex Hayata,Dendropanax dentiger (Harms ex Diels) Merr., | en |
dc.relation.page | 267 | |
dc.rights.note | 有償授權 | |
dc.date.accepted | 2011-02-09 | |
dc.contributor.author-college | 醫學院 | zh_TW |
dc.contributor.author-dept | 藥學研究所 | zh_TW |
顯示於系所單位: | 藥學系 |
文件中的檔案:
檔案 | 大小 | 格式 | |
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ntu-100-1.pdf 目前未授權公開取用 | 9.25 MB | Adobe PDF |
系統中的文件,除了特別指名其著作權條款之外,均受到著作權保護,並且保留所有的權利。