The benzophenones: Isolation, structural elucidation and biological activities

Studies in Natural Products Chemistry

Volumn 32, Issue PART L, 2005, Pages 721-771

  Baggett, Scott ^a   Mazzola, Eugene P ^b   Kennelly, Edward J ^a  

^a CITY UNIVERSITY OF NEW YORK   (United States)

^b University of Maryland   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 33745803761     PISSN: 15725995     EISSN: None     Source Type: Book Series    
DOI: 10.1016/S1572-5995(05)80067-5     Document Type: Article

References (126)

1. Bennett G.J., and Lee H.H. Phytochemistry 28 (1989) 967-998
2. Kumar P., and Baslas R.K. Herba Hungarica 19 (1980) 81-91
3. Waterman P.G., and Hussain R.A. Biochem. Syst. Ecol. 11 (1983) 21-28
4. Waterman P.G. Phytochemistry 25 (1986) 3-17
5. Locksley H.D., and Murray I.G. J. Chem. Soc. C 7 (1971) 1332-1340
6. Sultanbawa M.U.S. Tetrahedron 36 (1980) 1465-1506
7. Erdelmeier C.A.J., Koch E., and Hoerr R. Studies in Natural Products Chemistry (2000), Elsevier Science B. V, Amsterdam 643-716
8. Ollis W.D., Redman B.T., Sutherland I.O., and Jewers K. J. Chem. Soc. Chem. Commun. 15 (1969) 879-880
9. Beerhues L. FEBS Lett. 383 (1996) 264-266
10. Atkinson J.E., Gupta P., and Lewis J.R. Tetrahedron 25 (1969) 1507-1511
11. Hu L.-H., and Sim K.-Y. Tetrahedron Lett. 40 (1999) 759-762
12. Hu L.-H., and Sim K.-Y. Tetrahedron Lett. 39 (1998) 7999-8002
13. Hu L.-H., and Sim K.-Y. Tetrahedron 56 (2000) 1379-1386
14. Hu L.-H., and Sim K.-Y. Org. Lett. 1 (1999) 879-882
15. Fuller R.W., Westergaard C.K., Collins J.W., Cardellina J.H., and Boyd M.R. J. Nat. Prod. 62 (1999) 67-69
16. Pallares E.S., and Garza H.M. Arch. I. Cardiol Mex. 17 (1947) 833-849
17. Lin Y.L., and Wu Y.S. Helv. Chim. Acta 86 (2003) 2156-2163
18. Chan S.C., Chang Y.S., Wang J.P., Chen S.C., and Kuo S.C. Planta Med. 64 (1998) 153-158
19. Guimaraes I.S.d.S., Gottlieb O.R., Andrade C.H.S., and Magalhaes M.T. Phytochemistry 14 (1975) 1452-1453
20. Ramesh P., and Yuvarajan C.R. Indian J. Heterocycl Chem. 4 (1995) 315-316
21. Sripathi S.K., Gandhidasan R., Raman P.V., Krishnasamy N.R., and Naduri S. Phytochemistry 37 (1994) 911-912
22. Muangnoicharoen N., and Frahm A.W. Phytochemistry 21 (1982) 767-772
23. Khera U., and Chibber S.S. Indian Chem. B 16B (1978) 78-79
24. Gottlieb O.R., and Mors W.B. Chem. Soc. 80 (1958) 226-2263
25. Karrer P., and Lichtenstein N. Helv. Chim. Acta 11 (1928) 789-795
26. Randriaminahy M., Proksch P., Witte L., and Wray V. Z. Naturforsch., C: Biosci. 7 (1992) 10-16
27. Iinuma M., Tosa H., Ito T., Tanaka T., and Riswan S. Chem. Pharm. Bull. 44 (1996) 1744-1747
28. Donnelly D.M.X., O'Reilly J., and Whalley W.B. Phytochemistry 14 (1975) 2287-2290
29. Chiang Y.M., Kuo Y.H., Oota S., and Fukuyama Y. J. Nat. Prod. 66 (2003) 1070-1073
30. Purev O., Purevsuren C., Narantuya S., Lkhagvasuren S., Mizukami H., and Nagatsu A. Chem. Pharm. Bull. 50 (2002) 1367-1369
31. Dhar K.L., and Kalla A.K. Phytochemistry 13 (1974) 2894
32. Arisawa M., Morita N., Kondo Y., and Takemoto T. Chem. Pharm. Bull. 21 (1973) 2323-2328
33. Spada A., Cameroni R., and Bernabei M.T. Gazz. Chim. Ital. 86 (1956) 46-55
34. Correa D.d.B., and Gottlieb O.R. Phytochemistry 14 (1975) 271-272
35. Matsuda H., Sato N., Yamazaki M., Naruto S., and Kubo M. Biol. Pharm. Bull. 24 (2001) 586-587
36. Rao A.V.R., Sarma M.R., Venkataraman K., and Yemul S.S. Phytochemistry 13 (1974) 1241-1244
37. Ito C., Itoigawa M., Miyamoto Y., Onoda S., Rao K.S., Mukainaka T., Tokuda H., Nishino H., and Furukawa H. J. Nat. Prod. 66 (2003) 206-209
38. Eyton W.B., Ollis W.D., Fineberg M., Gottlieb O.R., de Sonza Guimaraes I.S., and Magalhaes M.T. Tetrahedron 21 (1965) 2697-2705
39. Kitanov G.M., and Nedialkov P.T. Phytochemistry 57 (2001) 1237-1243
40. Minami H., Hamaguchi K., Kubo M., and Fukuyama Y. Phytochemistry 49 (1998) 1783-1785
41. Minami H., Kinoshita M., Fukuyama Y., Kodama M., Yoshizawa T., Sugiura M., Nakagawa K., and Tago H. Phytochemistry 36 (1994) 501-506
42. Chang B.L., El-Feraly F.S., and Doorenbos N.J. J. Pharm. Sci. 66 (1977) 908-909
43. Rao A.V.R., Sarma M.R., Venkataraman K., and Yemul S.S. Phytochemistry 13 (1974) 1241-1244
44. Olivares E.M., Gonzalez J.G., and Monache F.D. Phytochemistry 36 (1994) 473-475
45. Monache F.D., Monache G.D., and Gacs-Baitz E. Phytochemistry 30 (1991) 2003-2005
46. Gonzalez Gonzalez J., Martinez Olivares E., and Delle Monache F. Phytochemistry 38 (1995) 485-489
47. Hou A., Fukai T., Shimazaki M., Sakagami H., Sun H., and Nomura T. J. Nat. Prod. 64 (2001) 65-70
48. Monache D.G., Gonzalez G.J., Monache D.F., and Bettolo M.G.B. Phytochemistry 19 (1980) 2025-2028
49. Spino C., Lai J., Sotheeswaran S., and Aalbersberg W. Phytochemistry 38 (1995) 233-236
50. Ali S., Goundar R., Sotheeswaran S., Beaulieu C., and Spino C. Phytochemistry 53 (2000) 281-284
51. de P. Dias J.P., Gottlieb O.R., and Lins Mesquita A.A. Phytochemistry 13 (1974) 1953-1955
52. Seo E.K., Wani M.C., Wall M.E., Navarro H., Mukherjee R., Farnsworth N.R., and Kinghorn A.D. Phytochemistry 55 (2000) 35-42
53. Huang Y.-L., Chen C.C., Chen Y.-J., Huang R.-L., and Shieh B.J. J. Nat. Prod. 64 (2001) 903-906
54. Nedialkov P.T., and Kitanov G.M. Phytochemistry 59 (2002) 867-871
55. Ito H., Nishitani E., Konoshima T., Takasaki M., Kozuka M., and Yoshida T. Phytochemistry 54 (2000) 695-700
56. Rancon S., Chaboud A., Darbour N., Comte G., Bayet C., Simon P.N., Raynaud J., Di Pietro A., Cabalion P., and Barron D. Phytochemistry 57 (2001) 553-557
57. Ferrari J., Terreaux C., Sahpaz S., Msonthi J.D., Wolfender J.L., and Hostettmann K. Phytochemistry 54 (2000) 883-889
58. de Oliveira C.M.A., Porto A.M., Bittrich V., Vencato I., and Marsaioli A.J. Tetrahedron Lett. 37 (1996) 6427-6430
59. de Oliveira C.M.A., Porto A.L.M., Bittrich V., and Marsaioli A.J. Phytochemistry 50 (1999) 1073-1079
60. Otsuka H., and Kijima K. Chem. Pharm. Bull. 49 (2001) 699-702
61. Delle Monache F., Delle Monache G.D., Bettolo G.B.M., Lyra D.A., and Lwande W. Gazz. Chun. Ital. 114 (1984) 55-60
62. Seo E.K., Wall M.E., Wani M.C., Navarro H., Mukherjee R., Farnsworth N.R., and Kinghorn A.D. Phytochemistry 52 (1999) 669-674
63. Terreaux C., Wang Q., Ioset J.R., Ndjoko K., Grimminger W., and Hostettmann K. Planta Med. 68 (2002) 349-354
64. Iinuma M., Tosa H., Ito T., Tanaka T., and Riswan S. Heterocycles 43 (1996) 535-538
65. Henry G.E., Jacobs H., Carrington C.M.S., McLean S., and Reynolds W.F. Tetrahedron Lett. 37 (1996) 8663-8666
66. Christian O.E., Henry G.E., Jacobs H., McLean S., and Reynolds W.F. J. Nat. Prod. 64 (2001) 23-25
67. Henry G.E., Jacobs H., Carrington C.M.S., McLean S., and Reynolds W.F. Tetrahedron 55 (1999) 1581-1596
68. Porto A.L.M., Machado S.M.F., de Oliveira C.M.A., Bittrich V., Amaral M.d.C.E., and Marsaioli A.J. Phytochemistry 55 (2000) 755-768
69. Dos Santos M.H., Nagem T.J., de Oliveira T.T., and Braz-Filho R. Quim. Nova 22 (1999) 654-660
70. Dos Santos M.H., Nagem T.J., Braz-Filho R., Lula I.S., and Speziali N.L. Magn. Reson. Chem. 39 (2001) 155-159
71. Dos Santos M.H., Speziali N.L., Nagem T.J., and de Oliveira T.T. Acta Crystallogr. C 54 (1998) 1990-1992
72. Hussain R.A., Owegby A.G., Parimoo P., and Waterman P.G. Planta Med. 44 (1982) 78-81
73. Cuesta-Rubio O., Velez-Castro H., Frontana-Uribe B.A., and Cardenas J. Phytochemistry 57 (2001) 279-283
74. Lokvam J., Braddock J.F., Reichardt P.B., and Clausen T.P. Phytochemistry 55 (2000) 29-34
75. Delle Monache F., Delle Monache G., Pinheiro R.M., and Radics L. Phytochemistry 27 (1988) 2305-2308
76. Cerrini S., Lamba D., Monache F.D., and Pinherio R.M. Phytochemistry 32 (1993) 1023-1028
77. Rubio O.C., Cuellar Cuellar A., Rojas N., Castro H.V., Rastrelli L., and Aquino R. J. Nat. Prod. 62 (1999) 1013-1015
78. Chaturvedula V.S., Schilling J.K., and Kingston D.G. J. Nat. Prod. 65 (2002) 965-972
79. Henry G.E., Jacobs H., McLean S., Reynolds W.F., and Ji-Ping Y. Tetrahedron Lett. 36 (1995) 4575-4578
80. Monache F.D., Monache G.D., and Gacs-Baitz E. Phytochemistry 30 (1991) 703-705
81. Cuesta-Rubio O., Padron A., Castro H.V., Pizza C., and Rastrelli L. J. Nat. Prod. 64 (2001) 973-975
82. Matsumoto K., Akao Y., Kobayashi E., Ito T., Ohguchi K., Tanaka T., Iinuma M., and Nozawa Y. Biol. Pharm. Bull. 26 (2003) 569-571
83. Sahu A., Das B., and Chatterjee A. Phytochemistry 28 (1989) 1233-1235
84. Baslas R., and Pradeep K. Acta. Cienc. India. 7 (1981) 31-34
85. Zhong J., Wang W., Tao G., and Li K. Zhiwu Xuebao 28 (1986) 533-537
86. Waterman P.G., and Crichton E.G. Planta Med. 40 (1980) 351-355
87. Lakshmi C., Kumar K.A., and Dennis T.J. Indian Chem. Soc. 79 (2002) 968-969
88. Gustafson K.R., Blunt J.W., Munro M.H.G., Fuller R.W., McKee T.C., Cardellina J.H., McMahon J.B., Cragg G.M., and Boyd M.R. Tetrahedron 48 (1992) 10093-10102
89. Iinuma M., Tosa H., Tanaka T., Kanamaru S., Asai F., Kobayashi Y., Miyauchi K., and Shimano R. Biol. Pharm. Bull. 19 (1996) 311-314
90. Roux D., Hadi H.A., Thoret S., Guenard D., Thoison O., Pais M., and Sevenet T. J. Nat. Prod. 63 (2000) 1070-1076
91. Rama Rao A.V., Venkatswamy G., and Pendse A.D. Tetrahedron Lett. 21 (1980) 1975-1978
92. Abe F., Nagafuji S., Okabe H., Akahane H., Estrada-Muniz E., Huerta-Reyes M., and Reyes-Chilpa R. Biol. Pharm. Bull. 27 (2004) 141-143
93. Williams R.B., Hoch J., Glass T.E., Evans R., Miller J.S., Wisse J.H., and Kingston D.G. Planta Med. 69 (2003) 864-866
94. Abe F., Nagafuji S., Okabe H., Akahane H., Estrada-Muniz E., Huerta-Reyes M., and Reyes-Chilpa R. Biol. Pharm. Bull. 27 (2004) 141-143
95. Bakana P., Claeys M., Totte J., Pieters L.A., Van Hoof L., Van den Berghe D.A., and Vlietinck A.J. J. Ethnopharmacol. 21 (1987) 75-84
96. Fuller R.W., Blunt J.W., Boswell J.L., Cardellina J.H., and Boyd M.R. J. Nat. Prod. 62 (1999) 130-132
97. Botta B., Marquina McQuhae M., Delle Monache G., Delle Monache F., and De Mello J.F. J. Nat. Prod. 47 (1984) 1053
98. Hussain R.A., and Waterman P.G. Phytochemistry 21 (1982) 1393-1396
99. Waterman P.G., and Hussain R.A. Phytochemistry 21 (1982) 2099-2101
100. Dreyer D.L. Phytochemistry (1974) 2883-2884
101. Rao A.V.R., Venkataraman K., and Yemul S.S. Tetrahedron Lett. (1974) 4981-4982
102. Cuesta-Rubio O., Frontana-Uribe B.A., Ramirez-Apan T., and Cardenas J. Z. Naturforsch., C: Biosci. 57 (2002) 372-378
103. Grossman R.B., and Jacobs H. Tetrahedron Lett. 41 (2000) 5165-5169
104. Krishnamurthy N., Ravindranath B., Row T.N.G., and Venkatesan K. Tetrahedron Lett. 23 (1982) 2233-2236
105. Rao A.V.R., and Venkatswamy G. Indian J. Chem. B 20B (1981) 983-984
106. Krishnamurthy N., Lewis Y.S., and Ravindranath B. Tetrahedron Lett. 22 (1981) 793-796
107. Karanjgoakar C., Rao A., Venkataraman K., Yemul S., and Palmer K. Tetrahedron Lett. 3 (1981) 4977-4980
108. Rama Rao A.V., Venkatswamy G., and Yemul S.S. Chem. Ind. 3 (1979) 92
109. Basa S.C., Mahanty P., and Das D.P. Chem. Ind. 5 (1978) 166-167
110. Rao A.V.R., Venkatswamy G., and Yemul S.S. Indian J. Chem. B 19B (1980) 627-633
111. Baslas R., and Kumar P. Curr. Set. 48 (1979) 814-815
112. Baggett, S.; Protiva, P.; Mazzola, E.P.; Yang, H.; Ressler, E.T.; Basile, M.J.; Weinstein, I.B.; Kennelly, E.J.; J. Nat. Prod. Submitted.
113. Blount J.F., and Williams T.H. Tetrahedron Lett. (1976) 2921-2924
114. Rogers D., McConway J.C., Pai B.R., Rao U.R., and Rao N.N. Indian Chem. B 20B (1981) 915-916
115. Yamaguchi F., Ariga T., Yoshimura Y., and Nakazawa H. J. Agric. Food Chem. 48 (2000) 180-185
116. Sang S., Pan M.H., Cheng X., Bai N., Stark R.E., Rosen R.T., Lin-Shiau S.Y., Lin J.K., and Ho C.T. Tetrahedron 57 (2001) 9931-9938
117. Krishnamurthy N., and Sampathu S.R. J. Fd Sci. Technol. 25 (1988) 44-45
118. Yamaguchi F., Saito M., Ariga T., Yoshimura Y., and Nakazawa H. J. Agric. Food Chem. 48 (2000) 2320-2325
119. Chatterjee A., Yasmin T., Bagchi D., and Stohs S.J. Mol. Cell Biochem. 243 (2003) 29-35
120. Tandon R.N., Srivastava O.P., Baslas R.K., and Kumar P. Curr. Sci. 49 (1980) 472-473
121. Alves T.M.d.A., Alves R.d.O., Romanha A.J., Dos Santos M.H., Nagem T.J., and Zani C.L. J. Nat. Prod. 62 (1999) 369-371
122. Pan M.-H., Chang W.-L., Lin-Shiau S.-Y., Ho C.-T., and Lin J.-K. J. Agric. Food Chem. 49 (2001) 1464-1474
123. Tanaka T., Kohno H., Shimada R., Kagami S., Yamaguchi F., Kataoka S., Ariga T., Murakami A., Koshimizu K., and Ohigashi H. Carcinogenesis 21 (2000) 1183-1189
124. Mahendran P., Vanisree A.J., and Shyamala Devi C.S. Phytother. Res. 16 (2002) 80-83
125. Pittler M.H., and Ernst E. Am. J. Clin. Nutr. 79 (2002) 529-536
126. Gustafsson M.H.G., Bittrich V., and Stevens P.F. Int. J. Plant Sci. 163 (2002) 1045-1054