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研究生: 姜玉龍
Chiang, Yu-Lung
論文名稱: 臺灣黃柏根部之成分研究
The Constituents of the Roots of Phellodendron amurense var. wilsonii.
指導教授: 吳天賞
Wu, Tian-Shung
學位類別: 碩士
Master
系所名稱: 理學院 - 化學系碩士在職專班
Department of Chemistry (on the job class)
論文出版年: 2005
畢業學年度: 93
語文別: 中文
論文頁數: 139
中文關鍵詞: 台灣黃柏
外文關鍵詞: Phellodendron amurense var. wilsonii.
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  •   將乾燥的台灣黃柏(Phellodendron amurense var. wilsonii)根部,以甲醇熱迴流萃取、過濾,濾液經減壓濃縮後,再利用氯仿與水進行分配萃取,得到氯仿層及水層。各畫分層利用管柱層析、薄層層析及再結晶等方法分離純化。目前共分離得到44個化合物,其中35個化合物經光譜分析,確定其化學結構為:Alkaloids:berberine、oxyberberine、13-hydroxy-8-oxoberberine、berberrubine、chilenine、dictamnine、γ- fagarine、skimmianine、haplopine、robustine、isoplatydesmine、1-methyl-2-dodecyl- 4(1H)-quinolone、canthin-6-one、noroxyhydrastinine、thalifoline、N-methyl-6,7- dimethoxyisoquinolone、methyl anhydroberberillate、anhydroberberillic acid等18個化合物;Coumarins:scopoletin、fraxidin、7-geranyloxy-6-methoxy-coumarin、phellocoumarin- A等4個化合物;Benzenoids:p-hydroxybenzaldehyde、methylparaben、vanillin、methyl p-hydroxycinnamate、4-methoxy-trans-cinnamic acid、methyl ferulate、3-hydroxy-4- methoxycinnamic acid、methyl isoferulate、3-[p-(3-methyl-2-butenyloxy)phenyl]-1- propanol等9個化合物;Limonoids:limonin、obacunone等2個化合物;Steroid:β- sitosterol;其他:glyceryl 1-butcosanate。其中phellocoumarin A為首次報導之新化合物,而13-hydroxy-8-oxoberberine、methyl anhydroberberillate與anhydroberberillic acid則為首次從天然界分離得到之化合物。

      Thirty five compounds, including eighteen alkaloids:berberine, oxyberberine, 13-hydroxy-8-oxo- berberine, berberrubine, chilenine, dictamnine, γ-fagarine, skimmianine, haplopine, robustine, isoplatydesmine, 1-methyl-2-dodecyl-4(1H)-quinolone, canthin-6-one, noroxyhydrastinine, thalifoline, N-methyl-6,7-dimethoxyisoquinolone, methyl anhydroberberillate, anhydroberberillic acid; four coumarins: scopoletin, fraxidin, 7-geranyloxy- 6-methoxycoumarin; nine benzenoids: p-hydroxybenzaldehyde, methyl paraben, vanillin, methyl p-hydroxycinnamate, 4-methoxy-trans-cinnamic acid, methyl ferulate, 3-hydroxy-4-methoxycinnamic acid, methyl isoferulate, 3-[p-(3-methyl-2- butenyloxy)-phenyl]-1-propanol; two limonoids: limonin, obacunone; one steroid: β- sitosterol; one other: glyceryl 1-butcosanate were isolated from the roots of Phellodendron amurense var. wilsonii. Their structures were determined by 1H-, 13C-, 2D-NMR and MS spectroscopic analyses. Among them, phellocoumarin A is new and three compounds: 13-hydroxy-8-oxoberberine, methyl anhydroberberillate, anhydroberberillic acid are isolated from natural sources for the first time.

    謝誌 目錄……………………………………………………………………1 圖目錄....……………………………………………………………2 英文摘要………………………………………………………………4 中文摘要………………………………………………………………5 第一章 緒論…………………………………………………………6 第一節 台灣黃柏之植物型態……………………………………….7 第二節 黃柏屬植物之藥理研究回顧……………………………….9 第三節 黃柏屬植物之成分研究回顧………………………………14 第二章 台灣黃柏根部成分之萃取與分離……………………….42 第三章 成分之構造研究………………………………………….51 第一節 Berberine(1)之構造研究………………………………51 第二節 8-Oxyberberine(2)之構造研究……………………….53 第三節 13-Hydroxy-8-oxoberberine(156)之構造研究………56 第四節 Methyl anhydroberberillate(166)之構造研究…….58 第五節 Anhydroberberillic acid(167)之構造研究…………64 第六節 Dictamine(12)之構造研究…………………………….70 第七節 Isoplatydesmine(161)之構造研究……………………72 第八節 Cathin-6-one(20)之構造研究…………………………77 第九節 Noroxyhydrastinine(163)之構造研究……………….79 第十節 Thalifolin(164)之構造研究………………………….81 第十一節 Fraxidin(168)之構造研究………………………….84 第十二節 Phellocoumarine A(170)之構造研究………………87 第十三節 Limonin(107)之構造研究……………………………92 第十四節Berberine biosynthesis之研究……………………….94 第十五節 其他化合物之構造研究…………………………………96 第四章 結論…………………………………………………………97 第五章 實驗部分……………………………………………………99 第一節 本實驗所使用的儀器…………………………………………99 第二節 植物的萃取與分離……………………………………………101 光譜數據……………………………………………………………….105 參考文獻……………………………………………………………….125

    1. 北村四郎, 村田源共著; “原色日本植物圖鑑”; 本木編[I]; 1989; p.314; 保育社; 日本。
    2. 國家中醫藥管理局中華本草編委會; “中華本草”; 第四冊; 1999; p.949; 上海科學技術出版社; 上海。
    3. 邱年永, 張光雄; “原色台灣藥用植物圖鑑”; 卷一; 1989; 119; 台北南天書局; 台北。
    4. Yang, H. C.; Chang, H. H.; Weng, T. C.; “Influence of several Chinese drugs on the growth of some pathologic organisms”; J. Formosan Med. Assoc.; 52; 1953; 109-112. (C.A. 47:8175c; 1953)
    5. Hsu, H. Y.; “Antibacterial activities of the non-alkaloidal portion of the aqueous extracts of Huang-Lien and Huang-Pai (Phellodendron wilsonii)”; J. Taiwan Pharm. Assoc.; 6; 1954; 2-6. (C.A. 50:1217b; 1954)
    6. Kurokawa, M.; Nagasaka, K.; Hirabayashi, T.; Uyama, S.; Sato, H.; Kageyama, T.; Kadota, S.; Ohyama, H.; Hozumi, T.; “Efficacy of traditional herbal medicines in combination with acyclovir against herpes simplex virus type 1 infection in vitro and in vivo”; Antiviral Res.; 27; 1995; 19-37.
    7. Namba, T.; Shiraki, K.; Kurokawa, M.; “Development of antiviral agents from traditional medicines”; Int. Congr. Ser.; 1157; 1998; 67-87. (C.A. 130:242197; 1999 )
    8. Park, K. S.; Kang, K. C.; Kim, J. H.; Adams, D. J.; Johng, T. N.; Paik, Y. K.; “Differential inhibitory effects of protoberberines on sterol and chitin biosyntheses in Candida albicans”; J. Antimicrob. Chemother.; 43; 1999; 667-674.
    9. Kim, D. H.; Song, M. J.; Bae, E. A.; Han, M. J.; “Inhibitory effect of herbal medicines on rotavirus infectivity”; Biol. Pharm. Bull.; 23; 2000; 356-358.
    10. Xian, G.; Liang, B.; “Experimental observation on bactericidal efficacy of compound disinfectant solution of Chinese drugs and chlorhexidine”; Zhongguo Xiaoduxue Zazhi; 17; 2000; 229-231.
    11. Wang, S.; Fan, M.; Bian, Z.; “Study of bacteriostatic activity of Chinese herbal medicines on primary cariogenic bacteria in vitro”; Zhonghua Kouqiang Yixue Zazhi; 36; 2001; 385-387.
    12. Wang, L.; Hu, Y.; Tu, P.; Wu, Z.; Zheng, J.; Guo, D.; “Antifungal activity screening on 13 crude drug extracts and chemical constituents”; Zhongcaoyao; 32; 2001; 241-244.
    13. Huang, Y.; Xie, S.; Zhang, Y.; “Lotion for treating tinea pedis”; Zhongcayao; 32; 2001; 127-128.
    14. He, Q.; Guo, G.; Guo, Y.; Zhao, B.; Chen, W.; “Studies on extraction process for preparation of eczema spray”; Zhongcayao; 32; 2001; 503-506.
    15. Guo, Z.; Guo, S.; He, K.; Liu, H.; Pan, S.; “Determination of contents of flavonol glycosides in the leaves of Phellodendron chinense Schneid. and study of their fungistasis”; Jinan Daxue Xuebao; 23; 2002; 64-66.
    16. Furusawa, Y.; Kurosawa, Y.; Chuman, I.; “Trypsin inhibitor in oriental drug plants and its antiinflammatory effect”; Nippon Nogei Kagaku Kaishi; 47; 1973; 359-365. (C.A. 80:240e; 1973)
    17. Otsuka, H.; Tsukui, M.; Matsuoka, T.; Goto, M.; Fujimura, H.; Hiramatsu, Y.; Sawada, T.; “Antiinflammatory screening by a fertile egg method”; Yakugaku Zasshi; 94; 1974; 796-801.
    18. Moon, C. K.; Sim, K. S.; Lee, S. H.; Park, K. S.; Yun, Y. P.; Ha, B. J.; Lee, C. C.; “Antitumor activity of some phytobased polysaccharides and their effects on the immune function”; Arch. Pharmacol. Res.; 6; 1983; 123-131. (C.A. 100:132269n; 1983)
    19. Kondo, Y.; Suzuki, H.; “Suppression of tumor cell growth by berberrubine, a pyrolyzing artifact of berberine”; Shoyakugaku Zasshi; 45; 1991; 35-39. (C.A. 115:84983b; 1991)
    20. Piungki, M.; “Experimental investigation on the influence of the drugs employed in Chinese medicine as antidiabetica on the blood sugar of rabbits”; Folia Pharmacol. Japan.; 11; 1930; 181-187. (C.A. 25:12862; 1930)
    21. Noriyuki, S.; Shigeo, H.; “The mechanism of the blood sugar reducing action of Phellodendron lactone”; Keijo J. Med.; 3; 1932; 333-339. (C.A. 26:60705; 1932)
    22. Li, L.; Ye, J.; “Expectorant activity of volatile oil and myrcene in the fruit of Phellodendron amurense”; Yaoxue Tongbao; 17; 1982; 304-305.
    23. Hohin, G.; “The pharmacological action of the lactone obtained from Phellodendron amurense”; Keijo J. Med.; 3; 1932; 60-87. (C.A. 26:48812; 1932)
    24. Noriyuki, S.; Shigeo, H.; “The blood pressure depressant action of Phellodendron lactone”; Keijo J. Med.; 3; 1932; 160-174. (C.A. 26:48815; 1932)
    25. Wada, K.; Yagi, M.; Matsumura, A.; Sasaki, K.; Sakata, M.; Haga, M.; “Isolation of limonin and obacunone from Phellodendri cortex shorten the sleeping time induced by α-chloralose-urethane”; Chem. Pharm. Bull.; 38; 1990; 2332-2334.
    26. Hino, K.; Yamaguchi, S.; Ida, Y.; Satoh, Y.; Maoka, T.; Itoh, Y.; “Antioxidative activities of constituents in Phellodendron amurense bark”; Igaku to Seibutsugaku; 131; 1995; 59-62. (C.A. 124:719; 1995)
    27. Wu, T. S.; Hsu, M. Y.; Kuo, P. C.; Sreenivasulu, B.; Damu, A. G.; Su, C. R.; Li, C. Y.; Chang, H. C.; “Constituents from the leaves of Phellodendron amurense var. wilsonii and their bioactivity”; J. Nat. Prod.; 66; 2003; 1207-1211.
    28. Mori, H.; Fuchigami, M.; Inoue, N.; Nagai, M.; Koda, A.; Nishioka, I.; “Principle of the bark of Phellodendron amurense to suppress the cellular immune response”; Planta Med.; 60; 1994; 445-449.
    29. Park, J. I.; Shim, J. K.; Do, J. W.; Kim, S. Y.; Seo, E. K.; Kwon, H. J.; Lee, T. K.; Kim, J. K.; Choi, D. Y.; Kim, C. H.; “Immune-stimulating properties of polysaccharides from Phellodendri cortex (Hwangbek)”; Glycoconjugate J.; 16; 1999; 247-252.
    30. Haller, H. L.; “Insecticidal properties of the fruit of Phellodendron spp.”; J. Econ. Entomol.; 33; 1940; 941. (C.A. 35:15732; 1940)
    31. Sullivan, W. N.; Schechter, M. S.; Haller, H. L.; “Insecticidal tests with Phellodendron amurense extractive and several of its fraction”; J. Econ. Entomol.; 36; 1943; 937-938. (C.A. 38:30496; 1943)
    32. Schechter, M. S.; Haller, H. L.; “The insecticidal principle in the fruit of the Amur cork tree”; J. Org. Chem.; 8; 1943; 194-197.
    33. Kazutaka, Y.; Takeshi, S.; Akihito, K.; Manabu, S.; Suzukichi, I.; “A general method of detecting effective fraction and its application to 24 species of insecticidal plants”; Botyu. Kagaku.; 15; 1950; 62-70. (C.A. 44:10245h; 1950)
    34. Kawaguchi, H.; Kim, M.; Ishida, M.; Ahn, Y. J.; Yamamoto, T.; Yamaoka, R.; Kozuka, M.; Goto, K.; Takahashi, S.; “Several antifeedants from Phellodendron amurense against Reticulitermes speratus”; Agric. Biol. Chem.; 53; 1989; 2635-2640.
    35. Su, R. H.; Kim, M.; Yamamoto, T.; Takahashi, S.; “Antifeeding constituents of Phellodendron chinense fruit against Reticulitermes speratus”; Nippon Noyaku Gakkaishi; 15; 1990; 567-572. (C.A. 114:160748; 1990)
    36. Su, R. H.; Kim, M.; Nakajima, S.; Takahashi, S.; Liu, M.; “Amides from the fruits of Phellodendron chinense”; Zhiwu Xuebao; 36; 1994; 817-820.
    37. Miyazawa, M.; Fujioka, J.; Ishikawa, Y.; “Insecticidal compounds from Phellodendron amurense active against Drosophila melanogaster”; J. Sci. Food Agric.; 82; 2002; 830-833.
    38. Ki, K. B.; Tanaka, M.; Maehara, T.; Jung, C. C.; “Effects of cortex Phellodendri and berberine on experimental liver injury in mice”; Wakan Iyaku Gakkaishi; 5; 1988; 406-407. (C.A. 111:70924; 1988)
    39. Yotsumoto, H.; Yanagita, T.; Yamamoto, K.; Ogawa, Y.; Cha, J. Y.; Mori, Y.; “Inhibitory effects of Oren-gedoku-to and its components on cholesteryl ester synthesis in cultured human hepatocyte HepG2 cells. Evidence from the cultured HepG2 cells and in vitro assay of ACAT”; Planta Med.; 63; 1997; 141-145.
    40. Bonte, F.; Dumas, M.; Saunois, A.; Meybeck, A.; “Phospholipase A2 inhibition by alkaloid compounds from Phellodendron amurense bark”; Pharm. Biol.; 37; 1999; 77-79.
    41. Chen, H. Y.; Wu, T. S.; Hou, Y. C.; Kuo, S. C.; Chao, P. L.; “Determination and disposition kinetics of phellamurin metabolites in rat brain”; J. Food Drug Anal.; 9; 2001; 127-131.
    42. Chen, H. Y.; Wu, T. S.; Su, S. F.; Kuo, S. C.; Chao, P. D.; “Marked decrease of cyclosporin absorption caused by phellamurin in rats”; Planta Med.; 68; 2002; 138-141.
    43. Tomita, M.; Nakano, T.; “Alkaloids of Phellodendron amurense”; Chem. Pharm. Bull.; 5; 1957; 10-12. (C.A. 51:15063d; 1957)
    44. Ikuta, A.; Nakamura, T.; Urabe, H.; “Indolopyridoquinazoline, furoquinoline and canthinone type alkaloids from Phellodendron amurense callus tissues”; Phytochemistry; 48; 1998; 285-291.
    45. Ikuta, A.; Urabe, H.; Nakamura, T.; “A new indolopyridoquinazoline-type alkaloid from Phellodendron amurense callus tissues”; J. Nat. Prod.; 61; 1998; 1012-1014.
    46. Kunitomo, J. I.; “Alkaloids of Phellodendron amurense var. japonicum”; Yakugaku Zasshi; 81; 1961; 1370-1372.
    47. Wu, T. S.; Hsu, M. Y.; Damu, A. G.; Kuo, P. C.; Su, C. R.; Li, C. Y.; Sun, H. D.; “Constituents of leaves of Phellodendron chinense var. glabriusculum”; Heterocycles; 60; 2003; 397-404.
    48. Sheridan, H.; Bhandari, P.; “Cathin-6-one from the root bark of Phellodendron chinense”; Planta Med.; 58; 1992; 299.
    49. Miyaichi, Y.; Segi, H.; Tomimori, T.; “Constituents of the leaves of Phellodendron japonicum Maxim.”; Yakugaku Zasshi; 114; 1994; 186-199.
    50. 邱智揚;“日本黃柏葉部之成份研究”;國立成功大學化學研究所碩士論文;2004。
    51. Ida, Y.; Satoh, Y.; Ohtsuka, M.; Nagasao, M.; Shoji, J.; “Phenolic constituents of Phellodendron amurense bark”; Phytochemistry; 35; 1994; 209-215.
    52. Webb, K. S.; Ruszkay, S. J.; ”Oxidation of aldehydes with oxone in aqueous acetone”; Tetrahedron; 54; 1998; 401-410.
    53. Iwagawa, T.; Takahashi, H.; Munesada, K.; Hase, T.; “A phenol alloside from Viburnum wrightii”; Phytochemistry; 23; 1984; 468-469.
    54. Bolzani, V. S.; Trevisan, M. V.; Young, M. C.; “Caffeic acid esters and triterpenes of Alibertia macrophylla”; Phytochemistry; 30; 1991; 2089-2091.
    55. Su, R.; Kim, M.; Kawaguchi, H.; Yamamoto, T.; Goto, K.; Taga, T.; Miwa, Y.; Kozuka, M.; Takahashi, S.; “Triterpenoids from the fruits of Phellodendron chinense Schneid.: the stereostructure of niloticin”; Chem. Pharm. Bull.; 38; 1990; 1616-1619.
    56. Kishi, K.; Yoshikawa, K.; Arihara, S.; ”Limonoids and protolimonoids from the fruits of Phellodendron amurense”; Phytochemistry; 31; 1992; 1335-1338.
    57. Gray, A. I.; Bhandari, P.; Waterman, P. G.; “New protolimonoids from the fruits of Phellodendron chinense”; Phytochemistry; 27; 1998; 1805-1808.
    58. Miyake, M.; Inaba, N.; Ayano, S.; Ozaki, Y.; Maeda, H.; Ifuku, Y.; Hasegawa, S.; “Limonoids in Phellodendron amurense”; Yakugaku Zasshi; 112; 1992; 343-347.
    59. Bodalski, T.; Lamer, E.; “Hyperoside occurrence in the leaves of Phellodendron japonicum”; Dissertationes Pharm.; 16; 1964; 67-70. (C.A. 62:817d; 1962)
    60.呂建興; “關黃柏葉部之成分研究”; 國立成功大學化學研究所碩士論文; 2002。
    61. Wu, W. N.; Mitscher, L. A.; Beal, J. L.; “A note on the isolation and identification of the quaternary alkaloids of Phellodendron wilsonii”; Lloydia; 39; 1976; 249-252.
    62. Ikuta, A.; Nakamura, T.; “Canthin-6-one from the roots of Phellodendron amurense”; Planta Med.; 61; 1995; 581-582.
    63. Su, R.; Kim, M.; Kawaguchi, H.; Takahashi, S.; Liu, M.; “A new triterpenoid in the fruits of Phellodendron chinense Schneid.”; Zhiwu Xuebao; 33; 1991; 801-806.
    64.王美玲; “台灣黃柏莖皮成分之研究”; 靜宜女子文理學院應用化學研究所碩士論文; 1989。
    65. Lu, S. T.; J. Taiwan Pharm. Assoc.; 14; 1962; 9.
    66. Glyzin, V. I.; Bankovskii, I. A.; Sheichenko, V. I.; “New flavonol glycosides from Phellodendron lavallei and Phellodendron amurense”; Khim. Prir. Soedin.; 6; 1970; 762-763. (C.A. 74:108104d; 1970)
    67. Shevchuk, O. I.; Maksyutina, N. P.; Litvinenko, V. I.; “The flavonoids of Phellodendron sachalinense and Phellodendron amurense”; Khim. Prir. Soedin.; 4; 1968; 77-82. (C.A. 69:41709f; 1968)
    68. Bodalski, T.; Lamer, E.; “Phellodendron occurrence in Phellodendron amurense leaves”; Acta Polon. Pharm.; 22; 1965; 281.(C.A. 63:16767b; 1965)
    69.徐美玉; “台灣黃柏、淨禿黃柏及川黃柏葉部之成分研究”; 國立成功大學化學研究所碩士論文; 1998。
    70. Stermitz, F. R.; Sharifi, I. A.; “Alkaloids of Zanthoxylum monophyllum and Zanthoxylum punctatum”; Phytochemistry; 16; 1977; 2003-2006.
    71. Waterman, P. G.; Ampofo, S.; “Dammarane triterpenes from the stem bark of Commiphora dalzielii”; Phytochemistry; 24; 1985; 2925-2928.
    72. Nishioka, I.; “Sterols from Phellodendron amurense. Isolation of 7-dehydrostigma sterol”; Yakugaku Zasshi; 78; 1958; 1432-1434. (C.A. 53:8198c; 1958)
    73. Nelson, E. K.; “The Volatile Oil of Amur Cork Tree Fruit.”; J. Am. Chem. Soc.; 60; 1938; 920-921.
    74. Shimo, K.; Chem. Zentralbl.; 93; 1922; 361.
    75. Kunitomo, J.; “Alkaloids of Phellodendron amurense”; Yakugaku Zasshi; 82; 1962; 611-613. (C.A. 57:4760d; 1962)
    76. Wu, T. S.; “The constituents of the leaves of Phellodendron wilsonii Hayata et Kanehira”; J. Chin. Chem. Soc.; 26; 1979; 25-28.
    77. Mabry, T. J.; Markham, K. R.; Thomas, M. B.; “The systematic identification of flavonoids”; Springer Verlag; New York; 1970.
    78. 徐任生編; “天然產物化學”; 1993; p.649-651; 科學出版社; 北京。
    79. Frolova, V. I.; Bankovski, A. I.; Volynskaya, M. B.; “Chemical study of the alkaloids of Phellodendron lavallei”; Med. Prom.; 12; 1958; 16-18. (C.A. 53:11536e; 1958)
    80. Tomita, M.; Kunitomo, J.; “Alkaloids of Phellodendron amurense var. sachalinense”; Chem. Pharm. Bull.; 5; 1957; 1444-1447. (C.A. 53:7219a; 1957)
    81. Wu, T. S.;Leu, Y. L.;Kuoh, C. S.;”Cytotoxic principles from Saussurea lappa and Corydalis turtshaninovil f. Yanhusuo”; J. Chin. Chem. Soc.; 44; 1997; 357-359
    82. Zhang, J. S.; “Isoquinoline alkaloids from Acangelisia Gusanlung”; Phytochemistry; 39; 1995; 439-442.
    83. Huang, W. J.; Singh, Om V.; “Activation of indosobenzene by catalytic tetrabytylammonium iodide and its application in the oxidation of some isoquinoline alkaloids”; Helv. Chim. Acta; 85; 2002; 1069-1078.
    84. Gasparec, Z.; Komorsky-Lovric, S.; Lovric, M.;”The ultraviolet and visible absorption spectra of berberrubine”; Can. J. Chem.; 60; 1982, 970-975.
    85. Don, C.R.; Koszyk, F. J.; Lenz, G. R.;”Lead tetraacetate oxidation of oxyprotoberberines. A convenient synthesis of 13-oxygenated berbines and oxyprotoberberines”; J. Org. Chem.; 49; 1984; 2642-2644.
    86. Molis C.; Gleye J.; Fouraste I.; “New furoquinoline from Monnieria trifolia.”; Planta Med.; 42; 1981; 400-402.
    87. Chang, P. T. O.; Cordell, G. A.; Fong, H. H. S.; “Alkaloids and coumarins of Thamnosma montana.”; Lloydia; 39; 1976; 134-140.
    88. Gary, M. C.; “The chemistry of 2H-3,1-benzoxanzine 2,4(1H)-dione(Isatoic anhydride). 12. [1]. Synthesis of Araliopsine and Isoplatydesmine.”; J. Heterocycl. Chem.; 20; 1983; 1589-1591.
    89. Tang Y.Q.; Feng X.Z.; Huang L.; “Quinolone alkaloids from evodia rutaecarpa.”; 43; 1996; Phytochemistry; 719-722.
    90. Krane, B. D.; Shamma, M.; “The isoquinolone alkaloids”; J. Nat. Prod.;45; 1982; 377-384.
    91. Chen, C. Y.; Chang, F. R.; Teng, C. M.; Wu, Y. C.; “Cheritamine, a new n-fatty acyl tryptamine and other constituents from the Annona cherimola.”; 46; J. Chin. Chem. Soc.; 1999; 77-86.
    92.Blasko G.; Hussain S.F.; Shamma M.; “Why do all spirobezenylisoquinoline alkaloids incorporate a methylenedioxy substitutent on ring D ?”; 104; J. Am. Chem. Soc.; 1982; 1599-1602.
    93. Miyoji H.; Chisato M.; Yoshio A.; “Chemcal transfornation of protoberberines.Ⅲ. convenient synthsis of 8-methoxyberberinephenolbetaine by photooxygenation of berberine.”; Chem. Pharm. Bull.; 31; 1983; 947-952.
    94. Moniot L.J.; Shamma M.; “The methlene signature of reduced isoquinolines: a pmr structural correlation. ”; 9; Heterocycles; 1978; 145-152.
    95. Hiroki T.; Sueo H.; Sansei N.; “Coumarins from bark of Fraxinus japonica and F. mandshurica var. japonica”; Chem. Pharm. Bull.; 33; 1985; 4069-4073.
    96. Greger, H.; “New sesquiterpene-coumarin ethers from Achillea and Artemisia species.”; J. Nat. Prod.; 45; 1982; 455-461.
    97. Blasé F. R.; Banerjee K.; “An ullmann ether reaction involving an alkynyl substrate: a convergent route to a combretastatin intermediate.”; Synth. Commun.; 25; 1995; 3187-3198.
    98. Reisch, J.; Wickramasinghe, A.; Kumar, V.; “Two phenylpropanoids from Flindersia australis stem wood.”; Phytochemistry; 28; 1989; 3242-4243
    99. Nishioka, T.; Watanabe, J.; Kawabata, J.; “Isolation and activity of N-p-coumaroyltyramine, an α-glucosidase inhibitor in Allium fistulosum”; Biosci. Biotech. Biochem.; 61; 1997; 1138-1141.
    100. Bently K.W.; “β-Phenylethylamines and isoquinoline alkaloids.”; 2; Natural Product Report; 1985; 81-96.

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