Chemical Constituents and Some Biological Activities of Plants from the Genus Ceriops
Hui Wang
Key Laboratory of Marine Bio-resources Sustainable Utilization, South China Sea Institute of Oceanology, Chinese Academy of Sciences, Guangzhou 510301, P. R. China, (phone: +8620-84458442; fax: +8620-84451672)
Hubei Key Laboratory of Natural Products Research and Development, College of Chemistry and Life Science, China Three Gorges University, Yichang 443002, P. R. China
Graduate University of Chinese Academy of Sciences, 19 Yuquan Road, Beijing 100049, P. R. China
Search for more papers by this authorMin-Yi Li
Key Laboratory of Marine Bio-resources Sustainable Utilization, South China Sea Institute of Oceanology, Chinese Academy of Sciences, Guangzhou 510301, P. R. China, (phone: +8620-84458442; fax: +8620-84451672)
Graduate University of Chinese Academy of Sciences, 19 Yuquan Road, Beijing 100049, P. R. China
Search for more papers by this authorCorresponding Author
Jun Wu
Key Laboratory of Marine Bio-resources Sustainable Utilization, South China Sea Institute of Oceanology, Chinese Academy of Sciences, Guangzhou 510301, P. R. China, (phone: +8620-84458442; fax: +8620-84451672)
Hubei Key Laboratory of Natural Products Research and Development, College of Chemistry and Life Science, China Three Gorges University, Yichang 443002, P. R. China
Hubei Key Laboratory of Natural Products Research and Development, College of Chemistry and Life Science, China Three Gorges University, Yichang 443002, P. R. ChinaSearch for more papers by this authorHui Wang
Key Laboratory of Marine Bio-resources Sustainable Utilization, South China Sea Institute of Oceanology, Chinese Academy of Sciences, Guangzhou 510301, P. R. China, (phone: +8620-84458442; fax: +8620-84451672)
Hubei Key Laboratory of Natural Products Research and Development, College of Chemistry and Life Science, China Three Gorges University, Yichang 443002, P. R. China
Graduate University of Chinese Academy of Sciences, 19 Yuquan Road, Beijing 100049, P. R. China
Search for more papers by this authorMin-Yi Li
Key Laboratory of Marine Bio-resources Sustainable Utilization, South China Sea Institute of Oceanology, Chinese Academy of Sciences, Guangzhou 510301, P. R. China, (phone: +8620-84458442; fax: +8620-84451672)
Graduate University of Chinese Academy of Sciences, 19 Yuquan Road, Beijing 100049, P. R. China
Search for more papers by this authorCorresponding Author
Jun Wu
Key Laboratory of Marine Bio-resources Sustainable Utilization, South China Sea Institute of Oceanology, Chinese Academy of Sciences, Guangzhou 510301, P. R. China, (phone: +8620-84458442; fax: +8620-84451672)
Hubei Key Laboratory of Natural Products Research and Development, College of Chemistry and Life Science, China Three Gorges University, Yichang 443002, P. R. China
Hubei Key Laboratory of Natural Products Research and Development, College of Chemistry and Life Science, China Three Gorges University, Yichang 443002, P. R. ChinaSearch for more papers by this authorAbstract
In this review, the literature data on phytochemical and biological investigations of the genus Ceriops are compiled. The Ceriops species are mangrove plants widely distributed along the sea coasts of Africa, Madagascar, South Asia, and South Pacific islands. To date, 43 diterpenes and 29 triterpenes have been reported from the embryos, fruits, hypocotyls, roots, stems, and twigs of C. tagal and C. decandra. Diterpenoids and triterpenoids are the main constituents of this genus. The isolated terpenes showed an enormous structural diversity and exhibited various biological properties, such as antitumor, antibacterial, and larvicidal activities.
Graphical Abstract
References
- 1 J. Wu, Q. Xiao, J. Xu, M.-Y. Li, J.-Y. Pan, M.-H. Yang, Nat. Prod. Rep. 2008, 25, 955.
- 2 Y. Huang, F. Tan, G. Su, S. Deng, H. He, S. Shi, Genetica 2008, 133, 47.
- 3 P. Lin, Q. Fu, ‘Environmental Ecology and Economic Utilization of Mangroves in China’ (in Chinese), Higher Education Press, Beijing, 1995, pp. 1–95.
- 4 W.-C. Ko, in ‘Flora Reipublicae Popularis Sinicae’, Eds. W.-P. Fang, C.-Y. Chang, Science Press, Beijing, 2009, Vol. 52, pp. 130–132.
- 5 R. P. Rastogi, B. N. Mehrotra, ‘Compendium of Indian Plants’, Publications & Information Directorate, New Delhi, 1991, pp. 1–330.
- 6 Y. Zhang, Z. Deng, T. Gao, P. Proksch, W. Lin, Phytochemistry 2005, 66, 1465.
- 7 H.-K. Fun, C. Pakhathirathien, S. Chantrapromma, C. Karalai, K. Chantrapromma, Acta Crystallogr., Sect. E 2006, 62, o5539.
- 8 S. Chantrapromma, H.-K. Fun, C. Pakhathirathien, C. Karalai, K. Chantrapromma, Acta Crystallogr., Sect. E 2007, 63, o459.
- 9 X.-W. Ouyang, X.-C. Wang, Q.-X Yue, L.-H. Hu, Nat. Prod. Commun. 2010, 5, 9.
- 10 W.-M. Hu, M.-Y. Li, J. Li, Q. Xiao, G. Feng, J. Wu, J. Nat. Prod. 2010, 73, 1701.
- 11 H.-K. Fun, C. Pakhathirathien, C. Karalai, S. Chantrapromma, Acta Crystallogr., Sect. E 2010, 66, o2897.
- 12 A. S. R. Anjaneyulu, V. L. Rao, E. Lobkovsky, J. Clardy, J. Nat. Prod. 2002, 65, 592.
- 13 A. S. R. Anjaneyulu, V. L. Rao, Phytochemistry 2003, 62, 1207.
- 14 A. S. R. Anjaneyulu, V. L. Rao, Phytochemistry 2002, 60, 777.
- 15 J. D. Chen, D. Q. Feng, Z. W. Yang, Z. C. Wang, Y. Qiu, Y. M. Lin, Molecules 2008, 13, 212.
- 16 M. Chacha, R. Mapitse, A. J. Afolayan, R. R. T. Majinda, Nat. Prod. Commun. 2008, 3, 17.
- 17 Y. Zhang, Y. Lu, L. Mao, P. Proksch, W. Lin, Org. Lett. 2005, 7, 3037.
- 18 J.-D. Chen, Y. Qiu, Z.-W. Yang, P. Lin, Y.-M. Lin, Helv. Chim. Acta 2008, 91, 2292.
- 19 C. Ponglimanont, P. Thongdeeying, Aust. J. Chem. 2005, 58, 615.
- 20 C. Pakhathirathien, C. Karalai, C. Ponglimanont, S. Subhadhirasakul, K. Chantrapromma, J. Nat. Prod. 2005, 68, 1787.
- 21 L. He, Y.-S. Wang, Q.-J. Wang, Nat. Prod. Res. 2007, 21, 1228.
- 22 P. Thongdeeying, S. Chantrapromma, H.-K. Fun, S. Anjum, S. Ali, C. Ponglimanont, Acta Crystallogr., Sect. E 2005, 61, 1861.
- 23 C. Pakhathirathien, S. Chantrapromma, H.-K. Fun, S. Anjum, Atta-ur-Rahman, C. Karalaia, Acta Crystallogr., Sect. E 2005, 61, 2942.
- 24 S. J. Uddin, J. A. Shilpi, J. Barua, R. Rouf, Fitoterapia 2005, 76, 261.
- 25 P. Tiwari, A. Kumar Tamrakar, R. Ahmad, M. N. Srivastava, R. Kumar, V. Lakshmi, A. Kumar Srivastava, Med. Chem. Res. 2008, 17, 74.
- 26 A. Kumar Tamrakar, R. Kumar, R. Sharma, A. Kumar Balapure, V. Lakshmi, A. Kumar Srivastava, Nat. Prod. Res. 2008, 22, 592.
- 27 A. Kijjoa, M. A. Polónia, M. M. M. Pinto, T. Kitiratakarn, T. E. Gedris, W. Herz, Phytochemistry 1994, 37, 197.
- 28 A. Kijjoa, M. M. M. Pinto, C. Anantachoke, T. E. Gedris, W. Herz, Phytochemistry 1995, 40, 191.
- 29 L. Fang, A. Ito, H.-B. Chai, Q. Mi, W. P. Jones, D. R. Madulid, M. B. Oliveros, Q. Gao, J. Orjala, N. R. Farnsworth, D. D. Soejarto, G. A. Cordell, S. M. Swanson, J. M. Pezzuto, A. D. Kinghorn, J. Nat. Prod. 2006, 69, 332.
- 30 S. R. Gedara, O. B. Abdel-Halim, S. H. El-Sharkawy, O. M. Salama, T. W. Shier, A. F. Halim, Z. Naturforsch., C 2003, 58, 23.
- 31 S. M. Ansell, K. H. Pegel, D. A. H. Taylor, Phytochemistry 1993, 32, 945.
- 32 M. S. Abdel-Kader, A. A. Omar, N. A. Abdel-Salam, F. R. Stermitz, Phytochemistry 1993, 33, 718.
- 33 M. S. Abdel-Kader, A. A. Omar, N. A. Abdel-Salam, F. R. Stermitz, Phytochemistry 1994, 36, 1431.
- 34 S. M. Ansell, K. H. Pegel, D. A. H. Taylor, Phytochemistry 1993, 32, 937.
- 35 S. M. Ansell, K. H. Pegel, D. A. H. Taylor, Phytochemistry 1993, 32, 953.
- 36 F. Bohlmann, L. Hartono, J. Jakupovic, Phytochemistry 1985, 24, 611.
- 37 J. J. Brophy, R. J. Goldsack, M. Z. Wu, C. J. R. Fookes, P. I. Forster, Biochem. Syst. Ecol. 2000, 28, 563.
- 38 X.-F. Cheng, Z. Chen, M. Zeng-Mu, J. Asian Nat. Prod. Res. 1999, 1, 163.
- 39 X.-F. Cheng, Z.-L. Chen, J. Asian Nat. Prod. Res. 1999, 1, 319.
- 40
J. D. Connolly, R. McCrindle, R. D. H. Murray, K. H. Overton, A. Melera, Tetrahedron Lett. 1964, 5, 1859.
10.1016/S0040-4039(00)75118-5 Google Scholar
- 41 M. H. Grace, Y. Jin, G. R. Wilson, R. M. Coates, Phytochemistry 2006, 67, 1708.
- 42 H. C. Krebs, H. Duddeck, S. Malik, W. Beil, P. Rasoanaivo, M. Andrianarijaona, Z. Naturforsch., B 2004, 59, 58.
- 43
Y. Kitahara, A. Yoshikoshi, Tetrahedron Lett. 1964, 5, 1755.
10.1016/S0040-4039(01)89504-6 Google Scholar
- 44 K. Koike, G. A. Cordell, N. R. Farnsworth, A. A. Freer, C. J. Gilmore, G. A. Sim, Tetrahedron 1980, 36, 1167.
- 45 J. Mafezoli, R. H. A. Santos, M. T. P. Gambardela, E. R. Silveira, J. Braz. Chem. Soc. 2003, 14, 406.
- 46 S. Nagahama, M. Tajima, Biochem. Syst. Ecol. 1996, 24, 49.
- 47
R. Soman, S. Dev, R. Misra, R. C. Pandey, Tetrahedron Lett. 1964, 5, 3767.
10.1016/S0040-4039(01)89375-8 Google Scholar
- 48 J. C. Fuentes, V. Castro, J. Jakupovic, R. Murillo, Rev. Biol. Trop. 2004, 52, 269.
- 49 F. Nagashima, M. Tori, Y. Asakawa, Phytochemistry 1991, 30, 849.
