Chapter 4 Alkyl, Aryl, Alkylarylquinoline, and Related Alkaloids

Alkaloids: Chemistry and Biology

Volumn 64, Issue SUPPL.: COMPLETE, 2007, Pages 139-214

  da Silva, Maria Fátima das Graças Fernandes ^a   Soares, Márcio Santos ^a   Fernandes, João Batista ^a   Vieria, Paulo Cezar ^a  

^a FEDERAL UNIVERSITY OF SÃO CARLOS   (Brazil)

Author keywords

[No Author keywords available]

Indexed keywords

ALKALOID; ANTIINFECTIVE AGENT; ANTIPROTOZOAL AGENT; MOLLUSCACIDE; QUINOLINE DERIVATIVE;

ANIMAL; BIOSYNTHESIS; CHEMICAL STRUCTURE; CHEMISTRY; HUMAN; METABOLISM; REVIEW; STEREOISOMERISM;

ALKALOIDS; ANIMALS; ANTI-INFECTIVE AGENTS; ANTIPROTOZOAL AGENTS; HUMANS; MOLECULAR STRUCTURE; MOLLUSCACIDES; QUINOLINES; STEREOISOMERISM;

EID: 36049032821     PISSN: 10994831     EISSN: None     Source Type: Book Series    
DOI: 10.1016/S1099-4831(07)64004-8     Document Type: Review

References (279)

1. H. T. Openshaw, in "The Alkaloids: Chemistry and Pharmacology" (R. H. F. Manske and H. L. Holmes, eds.), vol. III, p. 65. Academic Press, New York, 1953.
2. H. T. Openshaw, in "The Alkaloids: Chemistry and Pharmacology" (R. H. F. Manske and H. L. Holmes, eds.), vol. VII, p. 229. Academic Press, New York, 1960.
3. H. T. Openshaw, in "The Alkaloids: Chemistry and Pharmacology" (R. H. F. Manske and H. L. Holmes, eds.), vol. IX, p. 223. Academic Press, New York, 1967.
4. V. A. Snieckus, in "The Alkaloids", vol. 2, p. 87, The Chemical Society, London, 1972.
5. V. A. Snieckus, in "The Alkaloids", vol. 3, p. 104, The Chemical Society, London, 1973.
6. V. A. Snieckus, in "The Alkaloids", vol. 4, p. 117, The Chemical Society, London, 1974.
7. V. A. Snieckus, in "The Alkaloids", vol. 5, p. 103, The Chemical Society, London, 1975.
8. M. F. Grundon, in "The Alkaloids", vol. 6, p. 103, The Chemical Society, London, 1976.
9. M. F. Grundon, in "The Alkaloids", vol. 7, p. 81, The Chemical Society, London, 1977.
10. M. F. Grundon, in "The Alkaloids", vol. 8, p. 77, The Chemical Society, London, 1978.
11. M. F. Grundon, in "The Alkaloids: Chemistry and Pharmacology" (R. H. F. Manske and R. G. A Rodrigo, eds.), vol. XVII, p. 105. Academic Press, New York, 1979.
12. M. F. Grundon, in "The Alkaloids", vol. 9, p. 78, The Chemical Society, London, 1979.
13. M. F. Grundon, in "The Alkaloids", vol. 10, p. 74, The Chemical Society, London, 1981.
14. M. F. Grundon, in "The Alkaloids", vol. 11, p. 71, The Chemical Society, London, 1981.
15. M. F. Grundon, in "The Alkaloids", vol. 12, p. 84, The Chemical Society, London, 1982.
16. M. F. Grundon, in "The Alkaloids", vol. 13, p. 99, The Chemical Society, London, 1983.
17. M. F. Grundon, in "The Alkaloids: Chemistry and Pharmacology" (A. Brossi, ed.), vol. 32, p. 341. Academic Press, London, 1988.
18. Grundon M.F. Nat. Prod. Rep. 1 (1984) 195
19. Grundon M.F. Nat. Prod. Rep. 2 (1985) 393
20. Grundon M.F. Nat. Prod. Rep. 4 (1987) 225
21. Grundon M.F. Nat. Prod. Rep. 5 (1988) 293
22. Grundon M.F. Nat. Prod. Rep. 7 (1990) 131
23. Michael J.P. Nat. Prod. Rep. 8 (1991) 53
24. Michael J.P. Nat. Prod. Rep. 9 (1992) 25
25. Michael J.P. Nat. Prod. Rep. 10 (1993) 99
26. Michael J.P. Nat. Prod. Rep. 11 (1994) 163
27. Michael J.P. Nat. Prod. Rep. 12 (1995) 77
28. Michael J.P. Nat. Prod. Rep. 12 (1995) 465
29. Michael J.P. Nat. Prod. Rep. 14 (1997) 11
30. Michael J.P. Nat. Prod. Rep. 14 (1997) 605
31. Michael J.P. Nat. Prod. Rep. 15 (1998) 595
32. Michael J.P. Nat. Prod. Rep. 16 (1999) 697
33. Michael J.P. Nat. Prod. Rep. 17 (2000) 603
34. Michael J.P. Nat. Prod. Rep. 18 (2001) 543
35. Michael J.P. Nat. Prod. Rep. 19 (2002) 742
36. Michael J.P. Nat. Prod. Rep. 20 (2003) 476
37. Michael J.P. Nat. Prod. Rep. 21 (2004) 650
38. Michael J.P. Nat. Prod. Rep. 22 (2005) 627
39. Mester I. Fitoterapia 44 (1973) 123
40. I. Mester, in "Chemistry and Chemical Taxonomy of the Rutales" (P. G. Waterman and M. F. Grundon, eds.), p. 31. Academic Press, London, 1983.
41. Kamienska-Trela K., Kania L., Bechcicka M., and Kaczmarek L. J. Mol. Struct. 661-662 (2003) 209
42. Ulubelen A., and Doganca S. Fitoterapia 62 (1991) 279
43. Vieira P.C., and Kubo I. Phytochemistry 29 (1990) 813
44. Fournet A., Hocquemiller R., Roblot F., Cavé A., Richomme P., and Bruneton J. J. Nat. Prod. 56 (1993) 1547
45. Fournet A., Barrios A.A., Muñoz V., Hocquemiller R., Roblot F., Cavé A., Richomme P., and Bruneton J. Phytother. Res. 8 (1994) 174
46. Jacquemond-Collet I., Bessière J.M., Hannedouche S., Bertrand C., Fourasté I., and Moulis C. Phytochem. Anal. 12 (2001) 312
47. C. A. Brieskorn and V. Beck, Pharmazie 6, 177 (1970); Chem. Abstr. 74, 79530 (1971).
48. Werny F., and Scheuer P.J. Tetrahedron 19 (1963) 1293
49. Ulubelen A. J. Nat. Prod. 53 (1990) 207
50. Ahsan M., Gray A.I., Leach G., and Waterman P.G. Phytochemistry 33 (1993) 1507
51. Ahsan M., Gray A.I., Waterman P.G., and Armstrong J.A. J. Nat. Prod. 57 (1994) 670
52. V. I. Akhmedzhanova, I. A. Bessonova, and S. Yu Yunusov, Khim. Prir. Soedin. 1, 84 (1986); Chem. Abstr. 105, 94463 (1986) (CODEN: KPSUAR ISSN: 0023-1150. Journal written in Russian. CAN 105:94463 AN 1986:494463 CAPLUS).
53. Duffield A.M., and Jefferies P.R. Aust. J. Chem. 16 (1963) 292
54. Liu S.L., Wei L.X., Wang D., and Gao C.Y. Yaoxue Xuebao 26 (1991) 836
55. D. Wang, C. Gao, S. Liu, L. Wei, Chem. Res. Chin. Univ. (Chem. Abstr. 117, 167680, 1992), 7, 124, 1991.
56. Kostova I., Ivanova A., Mikhova B., and Klaiber I. Monatsh. Chem. 130 (1999) 703
57. D. M. Razakova, I. A. Bessonova, and S. Yu Yunusov, Khim. Prir. Soedin. 3, 384 (1986), Chem. Abstr. 105, 149739 (1986) (CODEN: KPSUAR ISSN: 0023-1150. Journal written in Russian. CAN 105:149739 AN 1986:549739 CAPLUS).
58. Sheriha G.M., Abouamer K., Elshtaiwi B.Z., Ashour A.S., Abed F.A., and Alhallaq H.H. Phytochemistry 26 (1987) 339
59. Tang Y.-Q., Feng X.-Z., and Huang L. Phytochemistry 43 (1996) 719
60. Chuang W.C., Cheng C.M., Chang H.C., Chen Y.P., and Sheu S.J. Planta Med. 65 (1999) 567
61. Jin H.Z., Lee J.H., Lee D., Lee H.S., Hong Y.S., Kim Y.H., and Lee J.J. Biol. Pharm. Bull. 27 (2004) 926
62. P. L. Trinh, V. S. Tran, G. Adam, Tap Chi Hoa 40, 79 (2002); (Chem. Abstr. 138, 398702, 2003).
63. Biavatti M.W., Vieira P.C., da Silva M.F.d.G.F., Fernandes J.B., Victor S.R., Pagnocca F.C., Albuquerque S., Caracelli I., and Zukerman-Schpector J. J. Braz. Chem. Soc. 13 (2002) 66
64. D. Touati, Atta-ur-Rahman, and A. Ulubelen, Phytochemistry 53, 277 (2000).
65. Kamikado T., Chang C.F., Murakoshi S., and Sakurai A. Agric. Biol. Chem. 40 (1976) 605
66. Sugimoto T., Miyase T., Kuroyanagi M., and Ueno A. Chem. Pharm. Bull. 36 (1988) 4453
67. Shin H.K., Do J.C., Son J.K., Lee C.S., Lee C.H., and Cheong C.J. Planta Med. 64 (1998) 764
68. Ko J.S., Rho M.C., Chung M.Y., Song H.Y., Kang J.S., Kim K., Lee H.S., and Kim Y.K. Planta Med. 68 (2002) 1131
69. Sarker S.D., Armstrong J.A., and Waterman P.G. Phytochemistry 39 (1995) 801
70. Tschesche R., and Werner W. Tetrahedron 23 (1967) 1873
71. Reisch J., Rózsa Zs., Szendrei K., and Körösi J. Phytochemistry 14 (1975) 840
72. D. M. Razakova, I. A. Bessonova, S. Y. Yunusov, Khim. Prir. Soedin., 2, 206, 1973; (Chem. Abstr. 79, 32147, 1973).
73. D. M. Gulyamova, I. A. Bessonova, S. Y. Yunusov, Khim. Prir. Soedin. 7, 850, 1971; (Chem. Abstr. 76, 138169, 1971).
74. Yu D. Sadykov, M. Khodzhimatov, Rastit. Resur. 24, 77, 1988; (Chem. Abstr. 108, 201739, 1988).
75. Kan-Fan C., Das B.C., Boiteau P., and Potier P. Phytochemistry 9 (1970) 1283
76. D. M. Razakova and I. A. Bessonova, Khim. Prir. Soedin. 4, 528 (1981); Chem. Abstr. 96, 100871 (1982) (CODEN: KPSUAR ISSN: 0023-1150. Journal written in Russian. CAN 96:100871 AN 1982:100871 CAPLUS).
77. Arar G., Gözler T., Bashir M., and Shamma M. J. Nat. Prod. 48 (1985) 642
78. Sartor C.F.P., da Silva M.F.d.G.F., Fernandes J.B., Vieira P.C., Rodrigues Fo E., and Cortez D.A.G. Phytochemistry 63 (2003) 185
79. Nakatsu T., Johns T., Kubo I., Milton K., Sakai M., Chatani K., Saito K., Yamagiwa Y., and Kamikawa T. J. Nat. Prod. 53 (1990) 1508
80. Lima M.d.P., Rosas L.V., da Silva M.F.d.G.F., Ferreira A.G., Fernandes J.B., and Vieira P.C. Phytochemistry 66 (2005) 1560
81. Guilhon G.M.S.P., Baetas A.C.S., Maia J.G.S., and Conserva L.M. Phytochemistry 37 (1994) 1193
82. delle Monache F., delle Monache G., De Moraes e Souza M.A., Cavalcanti M.d.S., and Chiappeta A. Gazz. Chim. Ital. 119 (1989) 435
83. delle Monache F., di Benedetto R., De Moraes e Souza M.A., and Sandor P. Gazz. Chim. Ital. 120 (1990) 387
84. Mitaku S., Skaltsounis A.L., Tillequin F., Koch M., Pusset J., and Sévenet T. Nat. Prod. Lett. 7 (1995) 219
85. Fokialakis N., Magiatis P., Skaltsounis A.L., Tillequin F., and Sévenet T. J. Nat. Prod. 63 (2000) 1004
86. Fokialakis N., Magiatis P., Mitaku S., Tillequin F., and Sévenet T. Chem. Pharm. Bull. 48 (2000) 2009
87. Fokialakis N., Magiatis P., Skaltsounis A.L., Tillequin F., and Sévenet T. Z. Naturforsch. C 55 (2000) 874
88. Chosson E., Vérité P., Blanckaert A., Seguin E., Litaudon M., and Sévenet T. Biochem. Syst. Ecol. 31 (2003) 1185
89. Fokialakis N., Magiatis P., Terzis A., Tillequin F., and Skaltsounis A.L. Tetrahedron Lett. 42 (2001) 5323
90. Lavaud C., Massiot G., Vasquez C., Moretti C., Sauvain M., and Balderrama L. Phytochemistry 40 (1995) 317
91. Rapoport H., and Holden K.G. J. Am. Chem. Soc. 82 (1960) 4395
92. Dreyer D.L. J. Org. Chem. 33 (1968) 3577
93. Koyama J., Toyokuni I., and Tagahara K. Chem. Pharm. Bull. 47 (1999) 1038
94. Rizvi S.H., Kapil R.S., and Shoeb A. J. Nat. Prod. 48 (1985) 146
95. D. Kurbanov, I. A. Bessonova, S. Y. Yunusov, Khim. Prir. Soedin. 4, 58, 1968; (Chem. Abstr. 68, 112176, 1968).
96. D. M. Razakova, I. A. Bessonova, S. Y. Yunusov, Khim. Prir. Soedin. 5, 682, 1976; (Chem. Abstr. 86, 136315, 1977).
97. Tillequin F., Koch M., and Sévenet T. Planta Med. 39 (1980) 383
98. Wu T.S. Phytochemistry 26 (1987) 873
99. D. M. Razakova, I. A. Bessonova, S. Y. Yunusov, Khim. Prir. Soedin. 6, 755, 1972; (Chem. Abstr. 78, 84605, 1973).
100. D. M. Razakova, I. A. Bessonova, S. Y. Yunusov, Khim. Prir. Soedin. 6, 810, 1979; (Chem. Abstr. 93, 22586, 1980).
101. V. I. Akhmedzhanova and I. A. Bessonova, Khim. Prir. Soedin. 5, 613 (1981); Chem. Abstr. 96, 31670 (1982) (CODEN: KPSUAR ISSN: 0023-1150. Journal written in Russian. CAN 96:31670 AN 1982:31670 CAPLUS).
102. Arthur H.R., and Cheung H.T. Aust. J. Chem. 13 (1960) 510
103. H. R. Arthur and L. Y. S. Loh, J. Chem. Soc. 4360 (1961) (CODEN: JCSOA9 ISSN: 0368-1769. Journal language unavailable. CAN 56:25197 AN 1962:25197 CAPLUS).
104. A. Z Gulubov, Il. Z. Bozhkova, T. O. Sunguryan, Nauchni Trudove na Visshiya Pedagogicheski Institut, Plovdiv, Matematika, Fizika, Khimiya, Biologiya 8, 125, 1970; (Chem. Abstr. 74, 61600, 1971).
105. A. G. Gonzalez, R. E. Reyes, E. Diaz Chico, Anal. Quim. 70, 281, 1974; (Chem. Abstr. 81, 117048, 1974).
106. Del Castillo J.B., Rodriguez Luis F., and Secundino M. Phytochemistry 23 (1984) 2095
107. Ulubelen A., and Guner H. J. Nat. Prod. 51 (1988) 1012
108. V. I. Akhmedzhanova, I. A. Bessonova, S. Y. Yunusov, Khim. Prir. Soedin. 6, 803, 1980; (Chem. Abstr. 94, 136157, 1981).
109. Ulubelen A., Terem B., Tuzlaci E., Cheng K.F., and Kong Y.C. Phytochemistry 25 (1986) 2692
110. F. M. Oliveira, A. E. G. Santana, L. M. Conserva, J. G. S. Maia, G. M. P. Guilhon, Phytochemistry 41, 647 (1996) (CODEN: PYTCAS ISSN: 0031-9422. Journal written in English. CAN 124:112473 AN 1996:81186 CAPLUS).
111. Goodwin S., Smith A.F., Velasquez A.A., and Horning E.C. J. Am. Chem. Soc. 81 (1959) 6209
112. Johnstone R., Price J.R., and Todd A.R. Aust. J. Chem. 11 (1958) 562
113. Sondheimer F., and Meisels A. J. Org. Chem. 23 (1958) 762
114. Venturella P., Bellino A., Marino M.L., and Piozzi F. Gazz. Chim. Ital. 100 (1970) 678
115. F. A. Kincl, J. Romo, G. Rosenkranz, and F. Sondheimer, J. Chem. Soc. 4163 (1956) (CODEN: JCSOA9 ISSN: 0368-1769. Journal language unavailable. CAN 51:21784 AN 1957:21784 CAPLUS).
116. H. C. Beyerman, R. W. Rooda, Koninkl. Ned. Akad. Wetenschap. Proc., Ser. B 63, 432, 1960; (Chem. Abstr. 55, 54399, 1961).
117. R. D. Boyd and M. F. Grundon, J. Chem. Soc., Sec. C, 4, 556 (1970) (CODEN: JSOOAX ISSN: 0022-4952. Journal written in English. CAN 72:100949 AN 1970:100949 CAPLUS).
118. Funayama S., Tanaka R., Kumekawa Y., Noshita T., Mori T., Kashiwagura T., and Murata K. Biol. Pharm. Bull. 24 (2001) 100
119. Simpson D.S., and Jacobs H. Biochem. Syst. Ecol. 33 (2005) 841
120. H. C. Beyerman, R. W. Rooda, Koninkl. Ned. Akad. Wetenschap. Proc. Ser. B 62, 187, 1959; (Chem. Abstr. 54, 11610, 1960).
121. H. C. Beyerman, R. W. Rooda, Koninkl. Ned. Akad. Wetenschap. Proc. Ser. B 63, 427, 1960; (Chem. Abstr. 55, 54398, 1961).
122. Hart N.K., Johns S.R., Lamberton J.A., and Price J.R. Aust. J. Chem. 21 (1968) 1389
123. M. F. Grundon, D. M. Harrison, and C. G. Spyropoulos, J. Chem. Soc. Perkin Trans. I, 19, 2181 (1974) (CODEN: JCPRB4 ISSN: 0300-922X. Journal written in English. CAN 82:83068 AN 1975:83068 CAPLUS).
124. Ito A., Shamon L.A., Yu B., Mata-Greenwood E., Lee S.K., van Breemen R.B., Farnsworth N.R., Fong H.H.S., Pezzuto J.M., and Kinghorn A.D. J. Agric. Food Chem. 46 (1998) 3509
125. Ha-Huy-Ke, M. Luckner, and J. Reisch, Phytochemistry 9, 2199 (1970) (CODEN: PYTCAS ISSN: 0031-9422. Journal written in German. CAN 74:20370 AN 1971:20370 CAPLUS).
126. Donnelly W.J., and Grundon M.F. J. Chem. Soc., Perkin Trans. I 16 (1972) 2116
127. Khaleel A.E.M. Monatsh. Chem. 133 (2002) 183
128. Fournet A., Vagneur B., Richomme P., and Bruneton J. Can. J. Chem. 67 (1989) 2116
129. Goodwin S., Smith A.F., and Horning E.C. J. Am. Chem. Soc. 79 (1957) 2239
130. S. Yunusov, G. P. Sidyakin, Zhur. Obshch. Khim. 22, 1055, 1952; (Chem. Abstr. 47, 47827, 1953).
131. S. Yunusov, G. P. Sidyakin, Zhur. Obshch. Khim. 25, 2009, 1955; (Chem. Abstr. 50, 48813, 1956).
132. G. P. Sidyakin, V. I. Pastukhov, S. Yunusov, Uzbek. Khim. Zhur. 6, 56, 1962; (Chem. Abstr. 58, 27465, 1963).
133. E. F. Nesmelova, G. P. Sidyakin, Khim. Prir. Soedin. 9, 548, 1973; (Chem. Abstr. 80, 105845, 1974).
134. A. Chatterjee and A. Deb, Chem. Ind. 1982 (1962) (CODEN: CHINAG ISSN: 0009-3068. Journal language unavailable. CAN 58:40189 AN 1963:40189 CAPLUS).
135. Gonzalez A.G., Diaz Chico E., Lopez Dorta H., Luis J.R., and Rodrigues Luis F. Anal. Quim. 73 (1977) 430
136. Ulubelen A., and Tan N. Phytochemistry 29 (1990) 3991
137. Rakotoson J.H., Fabre N., Jacquemond-Collet I., Hannedouche S., Fourasté I., and Moulis C. Planta Med. 64 (1998) 762
138. Sayed K.E., Al-Said M.S., El-Feraly F.S., and Ross S.A. J. Nat. Prod. 63 (2000) 995
139. Oliva A., Meepagala K.M., Wedge D.E., Harries D., Hale A.L., Aliotta G., and Duke S.O. J. Agric. Food Chem. 51 (2003) 890
140. Reisch J., Novak I., Szendrei K., and Minker E. Naturwissenschaften 54 (1967) 517
141. B. Kh. Zharekeev, K. N. Khashimov, M. V. Telezhenetskaya, S. Y. Yunusov, Khim. Prir. Soedin. 10, 264, 1974; (Chem. Abstr. 81, 13681, 1974).
142. D. Zhao, S. Zheng, F. Xuebao, Ziran Kexueban 35, 177, 1996; (Chem. Abstr. 125, 163236, 1996).
143. Starratt A.N., and Caveney S. Phytochemistry 42 (1996) 1477
144. K. Drieu, Presse Med. 15, 1455, 1986; (Chem. Abstr. 105, 197012, 1986).
145. Macnicol P.K. Biochem. J. 107 (1968) 473
146. Mendez J., and Masa A. Phytochemistry 14 (1975) 1136
147. Mendez J. Planta Med. 34 (1978) 218
148. Caveney S., and Starratt A. Nature 372 (1994) 509
149. Wulff P., Carle J.S., and Christophersen C. Comp. Biochem. Physiol. B 71 (1982) 525
150. A. A. L. Gunatilaka, J.S.H. Quintus Perera, M. U. S. Sultanbawa, P. M. Brown, and R. H. Thomson, J. Chem. Res. 2, 61 (1979) (CODEN: JRPSDC ISSN: 0308-2342. Journal written in English. CAN 91:108120 AN 1979:508120 CAPLUS).
151. Gunatilaka A.A.L., Sultanbawa M.U.S., Surendrakumar S., and Somanathan R. Phytochemistry 12 (1983) 2847
152. E. V. Dehmlow and H. J. Schulz, Liebigs Ann. Chem.12, 1123 (1987) (CODEN: LACHDL ISSN: 0170-2041. Journal written in German. CAN 108:22125 AN 1988:22125 CAPLUS).
153. Dehmlow E.V., Sleegers A., Risch N., Trowizsch-Kienast W., Wray V., and Gunatilaka A.A. Phytochemistry 29 (1990) 3993
154. Ma Z.Z., Hano Y., Nomura T., and Chen Y.J. Heterocycles 51 (1999) 1883
155. Ma Z.Z., Hano Y., Nomura T., and Chen Y.J. Phytochemistry 53 (2000) 1075
156. Mai A., Rotili D., Tarantino D., Ornaghi P., Tosi F., Vicidomini C., Sbardella G., Nebbioso A., Miceli M., Altucci L., and Filetici P. J. Med. Chem. 49 (2006) 6897
157. S. Sang, S. Mao, A. Lao, Z. Chen, Tianran Chanwu Yanju Yu Kaifa 12, 1, 2000; (Chem. Abstr. 133, 360801, 2000).
158. Y. N. Han, M. S. Chung, T. H. Kim, B. H. Han, Arch. Pharmacol Res. 13, 101, 1990; (Chem. Abstr. 113, 227 984, 1990).
159. Cacchi S., Fabrizi G., Marinelii F., Moro L., and Pace P. Tetrahedron 52 (1996) 10225
160. Gibbons S., Craven L., Dunlop C., Gray A.I., Hartley T.G., and Waterman P.G. Phytochemistry 44 (1997) 1109
161. Al-Khalil S., Alkofahi A., El-Eisawi D., and Al-Shibib A. J. Nat. Prod. 61 (1998) 262
162. Nawwar M.A.M., Barakat H.H., Buddrus J., and Limscheid M. Phytochemistry 24 (1985) 878
163. Buske A., Schmidt J., and Hoffmann P. Phytochemistry 60 (2002) 489
164. Tinto W.F., Blyden G., Reynolds W.F., and MacLean S. J. Nat. Prod. 54 (1991) 1309
165. Buske A., Busemann S., Mühlbacher J., Schmidt J., Porzel A., Bringmann G., and Adam G. Tetrahedron 55 (1999) 1079
166. Bringmann G., Schlauer J., Rischer H., Wohlfarth M., Mühlbacher J., Bruske A., Porzel A., Schmidt J., and Adam G. Tetrahedron 56 (2000) 3691
167. A. Buske, J. Schmidt, A. Porzel, and G. Adam, European J. Org. Chem., 18, 3537 (2001) (CODEN: EJOCFK ISSN: 1434-193X. Journal written in English. CAN 136:2974 AN 2001:714303 CAPLUS).
168. Kapadia G.J., Shukla Y.N., and Basak S.P. Phytochemistry 17 (1978) 1443
169. Kapadia G.J., Paul B.D., Silverton J.V., Fales M.H., and Sokoloski E.A. J. Am. Chem. Soc. 97 (1975) 6814
170. Hoelzel S.C.M., Vieira E.R., Giacomelli S.R., Dalcol I.I., Zanatta N., and Morel A.F. Phytochemistry 66 (2005) 1163
171. Wratten S.J., Wolfe M.S., Andersen R.J., and Faulkner D.J. Antimicrob. Agents Chemother. 11 (1977) 411
172. Long R.A., Qureshi A., Faulkner D.J., and Azam F. Appl. Environ. Microbiol. 69 (2003) 568
173. Machan Z.A., Taylor G.W., Pitt T.L., Cole P.J., and Wilson R. J. Antimicrob. Chemother. 30 (1992) 615
174. Breiding-Mack S., and Zeeck A. J. Antibiot. 40 (1987) 953
175. Asolkar R.N., Schöder D., Heckmann R., Lang S., Wagner-Döbler I., and Laatsch H. J. Antibiot. 57 (2004) 17
176. Matthijs S., Baysse C., Koedam N., Tehrani K.A., Verheyden L., Budzikiewicz H., Schäfer M., Hoorelbeke B., Meyer J.-M., De Greve H., and Cornelis P. Mol. Microbiol. 52 (2004) 371
177. de Silva E.D., Miao S., Andersen R.J., Schultz L.W., and Clardy J. Tetrahedron Lett. 33 (1992) 2917
178. Mossialos D., Meyer J.M., Budzikiewicz H., Wolff U., Koedam N., Baysse C., Anjaiah V., and Cornelis P. Appl. Environ. Microbiol. 66 (2000) 487
179. Kunze B., Höfle G., and Reichenbach H. J. Antibiot. 40 (1987) 258
180. H. Augustiniak, K. Gerth, G. Hoefle, H. Irschik, R. Jansen, B. Kunze, H. Reichenbach, H. Steinmetz, W. Trowitzch-Kienast, Ger. Offen. DE 3, 520229, 1986; (Chem. Abstr. 110, 73858, 1989).
181. Bultel-Poncé V., Berge J.P., Debitus C., Nicolas J.L., and Guyot M. Marine Biotechnol. 1 (1999) 384
182. Böhlendorf B., Forche E., Bedorf N., Gerth K., Irschik H., Jansen R., Kunze B., Trowizsch-Kienast W., Reichenbach H., and Höfle G. Liebigs Ann. 78 (1996) 49
183. Abraham W.R., and Spassov G. Phytochemistry 30 (1991) 371
184. Orjala J., and Gerwick W.H. Phytochemistry 45 (1997) 1087
185. Nogle L.M., and Gerwick W.H. J. Nat. Prod. 66 (2003) 217
186. Kozlovsky A.G., Zhelifonova V.P., Antipova T.V., Adanin V.M., Ozerskaya S.M., and Kochkina G.A. J. Antibiot. 56 (2003) 488
187. McKay M.J., Carroll A.R., and Quinn R. J. Nat. Prod. 68 (2005) 1776
188. Bredenbruch F., Nimtz M., Wray V., Morr M., Müller R., and Häussler S. J. Bacteriol. 187 (2005) 3630
189. A. G. Kozlovski, M. U. Arinbasarov, G. I. Yakovlev, A. M. Zyakau, and V. M. Adanin, Ser. Khim., 5, 1146 (1976); Chem. Abstr. 86, 29964 (1977) (CODEN: IASKA6 ISSN: 0002-3353. Journal written in Russian. CAN 86:29964 AN 1977:29964 CAPLUS).
190. Budzikiewicz H., Schaller U., Korth H., and Pulverer G. Monatsh. Chem. 110 (1979) 947
191. Moon S.S., Kang P.M., Park K.S., and Kim C.H. Phytochemistry 42 (1996) 365
192. Homma Y., Sato Z., Hirayama F., Konno K., Shirahama H., and Suzui T. Soil. Biol. Biochem. 21 (1989) 723
193. Roitman J.N., Mahoney N.E., Janisiewicz W.J., and Benson M. J. Agric. Food Chem. 38 (1990) 538
194. Hashimoto M., and Hattori K. Chem. Pharm. Bull. 15 (1967) 718
195. Kamigiri K., Tokunaga T., Shibazaki M., Setiawan B., Rantiatmodjo R.M., Morioka M., and Suzuki K.I. J. Antibiot. 49 (1996) 823
196. Dekker K.A., Inagaki T., Gootz T.D., Huang L.H., Kojima Y., Kohlbrenner W.E., Matsunaga Y., McGuirk P.R., Nomura E., Sakakibara T., Sakemi S., Suzuki Y., Yamauchi Y., and Kojima N. J. Antibiot. 51 (1998) 145
197. Takahashi S., Kakinuma N., Iwai H., Yanagisawa T., Nagai K., Suzuki K., Tokunaga T., and Nakagawa A. J. Antibiot. 53 (2000) 1252
198. Kakinuma N., Iwai H., Takahashi S., Hamano K., Yanagisawa T., Nagai K., Tanaka K., Suzuki K., Kirikae F., Kirikae T., and Nakagawa A. J. Antibiot. 53 (2000) 1247
199. Kim W.G., Song N.K., and Yoo I.D. J. Antibiot. 54 (2001) 831
200. Abe M., Imai T., Ishii N., Usui M., Okuda T., and Oki T. Biosci. Biotechnol. Biochem. 6 (2005) 1202
201. Zhang X., Jiang W., and Sui Z. J. Org. Chem. 68 (2003) 4523
202. Zhang S., Lin M., Wenyuan G., Wei J., and Hongquan D. Zhongcaoyao 36 (2005) 490
203. Gallagher L.A., McKnight S.L., Kuznetsova M.S., Pesci E.C., and Manoil C. J. Bacteriol. 184 (2002) 6472
204. Deziel E., Lepine F., Milot S., He J., Mindrinos M.N., Tompkins R.G., and Rahme L.G. Proc. Natl. Acad. Sci. USA 101 (2004) 1339
205. Bredenbruch F., Nimtz M., Wray V., Morr M., Müller R., and Häussler S. J. Bacteriol. 187 (2005) 3630
206. Ritler C., and Luckner M. Eur. J. Biochem. 18 (1971) 391
207. Calfee M.W., Coleman J.P., and Pesci E.C. Proc. Natl. Acad. Sci. USA 98 (2001) 11633
208. Diggle S.P., Lumjiaktase P., Dipilato F., Winzer K., Kunakorn M., Barrett D.A., Chhabra S.R., Cámara M., and Williams P. Chem. Biol. 13 (2006) 701
209. Ward R.S. Nat. Prod. Rep. 12 (1995) 183
210. Gunatilaka A.A.L., Surendrakumar S., and Thomson R.H. Phytochemistry 23 (1984) 929
211. Dewick P.M. Medicinal Natural Products: A Biosynthetic Approach (2001), Wiley, New York
212. Blaschke-Cobet M., and Luckner M. Phytochemistry 12 (1973) 2393
213. Mphahlele M.J., and El-Nahas A.M. J. Mol. Struct. 688 (2004) 129
214. Waterman P.G. Biochem. Syst. Ecol. 3 (1975) 149
215. Tatsuta K., Misawa H., and Chikauchi K. J. Antibiot. 54 (2001) 109
216. Bringmann G., Rischer H., Wohlfarth M., and Schlauer J. J. Am. Chem. Soc. 122 (2000) 9905
217. E. Medina and G. Spiteller, Liebigs Ann. Chem. 3, 538 (1981) (CODEN: LACHDL ISSN: 0170-2041. Journal written in German. CAN 95:3363 AN 1981:403363 CAPLUS).
218. G. Spiteller, Liebigs Ann. Chem. 11, 2096 (1981) (CODEN: LACHDL ISSN: 0170-2041. Journal written in German. CAN 96:69259 AN 1982:69259 CAPLUS).
219. Hill M.L., and Raphael R.A. Tetrahedron 46 (1990) 4587
220. C. M. Pearce and J. K. M. Sanders, J. Chem. Soc., Perkin Trans. I, 2, 409 (1990) (CODEN: JCPRB4 ISSN: 0300-922X. Journal written in English. CAN 113:77979 AN 1990:477979 CAPLUS).
221. Morimoto Y., Matsuda F., and Shirahama H. Tetrahedron Lett. 31 (1990) 6031
222. Y. Morimoto, F. Matsuda, and H. Shirahama, SYNLETT, 3, 201 (1991) (CODEN: SYNLES ISSN: 0936-5214. Journal written in English. CAN 115:50040 AN 1991:450040 CAPLUS).
223. Kim W.G., Kim J.P., Kim C.J., Lee K.H., and Yoo I.D. J. Antibiot. 49 (1996) 20
224. Kim W.G., Kim J.P., and Yoo I.D. J. Antibiot. 49 (1996) 26
225. Chan-Bacab M.J., and Peña-Rodríguez L.M. Nat. Prod. Rep. 18 (2001) 674
226. Pirani J.R. Bot. J. Linn. Soc. 144 (2004) 365
227. Fournet A., Barrios A.A., Muñoz V., Hocquemiller R., Cavé A., and Bruneton J. Antimicrob. Agents Chemother. 37 (1993) 859
228. Fournet A., Gantier J.C., Gautheret A., Leysalles L., Munos M.H., Mayrargue J., Moskowitz H., Cavé A., and Hocquemiller R. J. Antimicrob. Chemother. 33 (1994) 537
229. Fournet A., Ferreira M.E., de Arias A.R., de Ortiz S.T., Fuentes S., Nakayama H., Schinini A., and Hocquemiller R. Antimicrob. Agents Chemother. 40 (1996) 2447
230. A. Fournet, V. Munoz, Top. Med. Chem. 2, 1215, 2002; (Chem. Abstr. 138, 292502, 2003).
231. Fakhfakh M.A., Fournet A., Prina E., Mouscadet J.F., Franck X., Hocquemiller R., and Figadere B. Bioorg. Med. Chem. 11 (2003) 5013
232. Belliard A.M., Leroy C., Banide H., Farinotti R., and Lacour B. Exp. Parasitol. 103 (2003) 51
233. A. Engler, in "Die Natürlichen Pflanzenfamilien, Edn. 2", vol. 19a, p. 187. W. Engelmann, Leipzig (1931).
234. Brener Z., Andrade Z.A., and Barral-Netto M. Trypanosoma cruzi e doença de Chagas (2000), Editora Guanabara Koogan SA, Riode Janeiro, Brazil
235. Nakayama H., Ferreira M.E., de Arias A.R., de Bilbao N.V., Torres S., Schinini A., and Fournet A. Phytother. Res. 15 (2001) 630
236. Wahlgren M., and Perlmann P. Malaria: Molecular and Clinical Aspects (1999), Harwood Academic Publishers, Canada
237. Gantier J.C., Fournet A., Munos M.H., and Hocquemiller R. Planta Med. 62 (1996) 285
238. Jacquemond-Collet I., B-V Mustofa F., Valentin A., Stanislas E., Mallié M., and Fourasté I. Planta Med. 68 (2002) 68
239. de Souza C.P. Mem. Instit. Oswaldo Cruz 90 (1995) 165
240. Wakana D., Hosoe T., Itabashi T., Okada K., Takaki G.M.C., Yaguchi T., Fukushima K., and Kawai K. J. Nat. Med. 60 (2006) 279
241. Rho T.C., Bae E.A., Kim D.H., Oh V.K., Kim B.Y., Ahn J.S., and Lee H.S. Biol. Pharm. Bull. 22 (1999) 1141
242. Hamasaki N., Ishii E., Tominaga K., Tezuka Y., Nagaoka T., Kadota S., Kuroki T., and Yano I. Microbiol. Immunol. 44 (2000) 9
243. Tominaga K., Higuchi K., Hamasaki N., Hamaguchi M., Takashima T., Tanigawa T., Watanabe T., Fijiwara Y., Tezuka Y., Nagaoka T., Kadota S., Ishii E., Kobayashi K., and Arakawa T. J. Antimicrob. Chemother. 50 (2002) 547
244. Islam S.K.N., Gray A.I., Waterman P.G., and Ahasan M. Phytother. Res. 16 (2002) 672
245. Chatzipanagiotou S., Ioannidou V., Ioannidis A., Nicolaou C., Papavasileiou E., Chaniotaki S., Vatopoulos A., Tzouvelekis L., and Legakis N.J. Int. J. Antimicrob. Agts. 26 (2005) 261
246. Kim Y.C., Kim N.Y., Jeong S.J., Sohn D.H., Miyamoto T., and Higuchi R. Planta Med. 64 (1998) 490
247. Alves T.M.A., and Zani C.L. Tetrahedron Lett. 40 (1999) 205
248. Hale A.L., Meepagala K.M., Oliva A., Aliotta G., and Duke S.O. J. Agric. Food Chem. 52 (2004) 3345
249. Meunier B., Madgwick S.A., Reil E., Oettmeier W., and Rich P.R. Biochemistry 34 (1995) 1076
250. Wells J.C. J. Biol. Chem. 196 (1952) 331
251. Lee H.S., Oh W.K., Choi H.C., Lee J.W., Kang D.O., Park C.S., Mheen T.I., and Ahn J.S. Phytother. Res. 12 (1998) 212
252. Lee M.K., Hwang B.Y., Lee S.A., Oh G.J., Choi W.H., Hong S.S., Lee K.S., and Ro J.S. Chem. Pharm. Bull. 51 (2003) 409
253. Adams M., Kunert O., Haslinger E., and Bauer R. Planta Med. 70 (2004) 904
254. T. S. Wu, L. S. Shi, J. J. Wang, S. C. Iou, H. C. Chang, Y. P. Chen, Y. K. Kuo, Y. L. Chang, C. M. Teng, J. Chin. Chem. Soc. 50, 171, 2003; (Chem. Abstr. 139, 194382, 2003).
255. Fournet A., Mahieux R., Fakhfakh M.A., Franck X., Hocquemiller R., and Figadère B. Bioorg. Med. Chem. Lett. 13 (2003) 891
256. Xu M.L., Li G., Moon D.C., Lee C.S., Woo M.H., Lee E.S., Jahng Y., Chang H.W., Lee S.H., and Son J.K. Arch. Pharm. Res. 29 (2006) 541
257. Huang L.J., Hsieh M.C., Teng C.M., Lee K.H., and Kuo S.C. Bioorg. Med. Chem. 6 (1998) 1657
258. Ko T.-C., Hour M.-J., Lien J.-C., Teng C.-M., Lee K.-H., Kuo S.-C., and Huang L.-J. Bioorg. Med. Chem. Lett. 11 (2001) 279
259. Nazrullaev S.S., Bessonova I.A., and Akhmedkhodzdzhaeva K.S. Chem. Nat. Compd. 37 (2001) 551
260. H. Scholz, in "A. Engler's Syllabus der Pflanzenfamilien, 12th edn." (H. Melchior and E. Wedermann, eds.), vol. 1.2, p. 262. Bornträger, Berlin.
261. de Saint-Hilaire A. Bull. Sci. Soc. Philom. Paris, Sér. 3 10 (1823) 129
262. de Saint-Hilaire A. Mém. Mus. Hist. Nat. Paris 10 (1824) 274
263. A. de Saint-Hilaire, Flora Brasiliae Meridionales, vol. 1. A. Berlin, Paris (1825).
264. A. P. de Candolle, "Prodomus Systematis Naturalis Regni Vegetabilis. Part 1". Treuttel & Würtz, Paris, 1824.
265. de Jussieu A. Mém. Mus. Hist. Nat. Paris 12 (1825) 384
266. G. Bentham and J. D. Hooker, "Genera Plantarum. vol. 1, part 1", A. Black, London, 1862.
267. A. Engler, in "Flora Brasiliensis" (C. F. P. von Martius, ed.), vol. 12(2), p. 77. R. Oldenbourg, Munich & Leipzig, 1874.
268. A. Engler, in "Die Natürlichen Pflanzenfamilie" (A. Engler and K. Prantl, eds.), vol. 3(4), p. 95. W. Engelmann, Leipzig, 1896.
269. Kallunki J.A., and Pirani J.R. Kew Bull 53 (1998) 257
270. P. G. Waterman, in "Chemistry and Chemical Taxonomy of the Rutales" (P. G. Waterman and M. F. Grundon, eds.), p. 377. Academic Press, London, 1983.
271. Chase M.W., Morton C.M., and Kallunki J.A. Am. J. Bot. 86 (1999) 1191
272. Scott K.D., McIntyre C.L., and Playford J. Plant Syst. Evol. 223 (2000) 15
273. Dahlgren R.M.T. Bot. J. Linn. Soc. 80 (1980) 91
274. Wenzhao T., and Xingbao D.X. Yaoxue Xuebao 39 (2004) 531
275. Tindall B.J., Kämpfer P., Euzéby J.P., and Oren A. Int. J. Syst. Evol. Microbiol. 56 (2006) 2715
276. Komárek J. Hydrobiologia 502 (2003) 367
277. P. Kirk, P. F. Cannon, J. C. David, and J. A. Stalpers. "Ainsworth & Bisby's Dictionary of the Fungi, 9th ed.", Wallingford, England, 2001.
278. Systema Naturae 2000/Classification http://sn2000.taxonomy.nl/
279. da Silva M.F.d.G.F., Gottlieb O.R., and Ehrendorfer F. Plant. Syst. Evol. 161 (1988) 97