Alkaloids from Cephalotaxus lanceolata and Their Cytotoxicities
Yi-Ren He
Department of Phytochemistry, School of Pharmacy, Second Military Medical University, Shanghai 200433, P. R. China (phone/fax: +86-21-81871244 ( W.-D. Z. ); phone/fax: +86-21-81871245 ( Y.-H. S. ))
Search for more papers by this authorCorresponding Author
Yun-Heng Shen
Department of Phytochemistry, School of Pharmacy, Second Military Medical University, Shanghai 200433, P. R. China (phone/fax: +86-21-81871244 ( W.-D. Z. ); phone/fax: +86-21-81871245 ( Y.-H. S. ))
Yun-Heng Shen, Department of Phytochemistry, School of Pharmacy, Second Military Medical University, Shanghai 200433, P. R. China (phone/fax: +86-21-81871244 (W.-D. Z.); phone/fax: +86-21-81871245 (Y.-H. S.))
Wei-Dong Zhang, School of Pharmacy, Shanghai Jiao Tong University, Shanghai 200030, P. R. China
Search for more papers by this authorBo Li
Shanghai Institute of Pharmaceutical Industry, China State Institute of Pharmaceutical Industry, Shanghai 200040, P. R. China
Search for more papers by this authorBo Li
Department of Phytochemistry, School of Pharmacy, Second Military Medical University, Shanghai 200433, P. R. China (phone/fax: +86-21-81871244 ( W.-D. Z. ); phone/fax: +86-21-81871245 ( Y.-H. S. ))
Search for more papers by this authorLu Lu
Department of Phytochemistry, School of Pharmacy, Second Military Medical University, Shanghai 200433, P. R. China (phone/fax: +86-21-81871244 ( W.-D. Z. ); phone/fax: +86-21-81871245 ( Y.-H. S. ))
Search for more papers by this authorJun-Mian Tian
Department of Phytochemistry, School of Pharmacy, Second Military Medical University, Shanghai 200433, P. R. China (phone/fax: +86-21-81871244 ( W.-D. Z. ); phone/fax: +86-21-81871245 ( Y.-H. S. ))
Search for more papers by this authorCorresponding Author
Wei-Dong Zhang
Department of Phytochemistry, School of Pharmacy, Second Military Medical University, Shanghai 200433, P. R. China (phone/fax: +86-21-81871244 ( W.-D. Z. ); phone/fax: +86-21-81871245 ( Y.-H. S. ))
School of Pharmacy, Shanghai Jiao Tong University, Shanghai 200030, P. R. China
Yun-Heng Shen, Department of Phytochemistry, School of Pharmacy, Second Military Medical University, Shanghai 200433, P. R. China (phone/fax: +86-21-81871244 (W.-D. Z.); phone/fax: +86-21-81871245 (Y.-H. S.))
Wei-Dong Zhang, School of Pharmacy, Shanghai Jiao Tong University, Shanghai 200030, P. R. China
Search for more papers by this authorYi-Ren He
Department of Phytochemistry, School of Pharmacy, Second Military Medical University, Shanghai 200433, P. R. China (phone/fax: +86-21-81871244 ( W.-D. Z. ); phone/fax: +86-21-81871245 ( Y.-H. S. ))
Search for more papers by this authorCorresponding Author
Yun-Heng Shen
Department of Phytochemistry, School of Pharmacy, Second Military Medical University, Shanghai 200433, P. R. China (phone/fax: +86-21-81871244 ( W.-D. Z. ); phone/fax: +86-21-81871245 ( Y.-H. S. ))
Yun-Heng Shen, Department of Phytochemistry, School of Pharmacy, Second Military Medical University, Shanghai 200433, P. R. China (phone/fax: +86-21-81871244 (W.-D. Z.); phone/fax: +86-21-81871245 (Y.-H. S.))
Wei-Dong Zhang, School of Pharmacy, Shanghai Jiao Tong University, Shanghai 200030, P. R. China
Search for more papers by this authorBo Li
Shanghai Institute of Pharmaceutical Industry, China State Institute of Pharmaceutical Industry, Shanghai 200040, P. R. China
Search for more papers by this authorBo Li
Department of Phytochemistry, School of Pharmacy, Second Military Medical University, Shanghai 200433, P. R. China (phone/fax: +86-21-81871244 ( W.-D. Z. ); phone/fax: +86-21-81871245 ( Y.-H. S. ))
Search for more papers by this authorLu Lu
Department of Phytochemistry, School of Pharmacy, Second Military Medical University, Shanghai 200433, P. R. China (phone/fax: +86-21-81871244 ( W.-D. Z. ); phone/fax: +86-21-81871245 ( Y.-H. S. ))
Search for more papers by this authorJun-Mian Tian
Department of Phytochemistry, School of Pharmacy, Second Military Medical University, Shanghai 200433, P. R. China (phone/fax: +86-21-81871244 ( W.-D. Z. ); phone/fax: +86-21-81871245 ( Y.-H. S. ))
Search for more papers by this authorCorresponding Author
Wei-Dong Zhang
Department of Phytochemistry, School of Pharmacy, Second Military Medical University, Shanghai 200433, P. R. China (phone/fax: +86-21-81871244 ( W.-D. Z. ); phone/fax: +86-21-81871245 ( Y.-H. S. ))
School of Pharmacy, Shanghai Jiao Tong University, Shanghai 200030, P. R. China
Yun-Heng Shen, Department of Phytochemistry, School of Pharmacy, Second Military Medical University, Shanghai 200433, P. R. China (phone/fax: +86-21-81871244 (W.-D. Z.); phone/fax: +86-21-81871245 (Y.-H. S.))
Wei-Dong Zhang, School of Pharmacy, Shanghai Jiao Tong University, Shanghai 200030, P. R. China
Search for more papers by this authorAbstract
A phytochemical investigation of the branches and leaves of Cephalotaxus lanceolata resulted in the isolation of three new cephalotaxus alkaloids, cephalancetines A, B, and D (1, 2, and 4, resp.), together with ten known alkaloids, 3 and 5–13. The structures of the alkaloids were elucidated on the basis of spectroscopic analyses, including 1D- and 2D-NMR, and HR-ESI-MS, and single-crystal X-ray diffraction. All isolated compounds were tested for their cytotoxicities against four human tumor cell lines, A549, HCT116, SK-BR-3, and HepG2. Compounds 12 and 13 showed remarkable activities against A549, HCT116, and HepG2 cell lines.
Graphical Abstract
References
- 1 H. Abdelkafi, B. Nay, Nat. Prod. Rep. 2012, 29, 845.
- 2 I. Takano, I. Yasuda, M. Nishijima, Y. Hitotsuyanagi, K. Takeya, H. Itokawa, Tetrahedron Lett. 1996, 37, 7053.
- 3 M. Yoshinaga, H. Morita, T. Dota, J. Kobayashi, Tetrahedron 2004, 60, 7861.
- 4 R. G. Powell, D. Weisleder, C. R. Smith Jr., W. K. Rohwedder, Tetrahedron Lett. 1970, 11, 815.
- 5 I. Takano, I. Yasuda, M. Nishijima, Y. Hitotsuyanagi, K. Takeya, H. Itokawa, Bioorg. Med. Chem. Lett. 1996, 6, 1689.
- 6 L. Huang, Z. Xue, in ‘The Alkaloids’, Ed. A. Brossi, Academic Press, New York, 1984, p. 157.
- 7 M. A. J. Miah, T. Hudlicky, J. W. Reed, in ‘The Alkaloids’, Ed. G. A. Cordell, Academic Press, New York, 1998, p. 199.
- 8 W. J. Zheng, ‘Flora of China’, Ed. Editorial Committee of the Flora of China of Chinese Academy of Science, Science Press, Beijing, 1978, p. 424.
- 9 M. Bocar, A. Jossang, B. Bodo, J. Nat. Prod. 2003, 66, 152.
- 10 W. W. Paudler, G. I. Kerley, J. McKay, J. Org. Chem. 1963, 28, 2194.
- 11 Z. Xue, L. Z. Xu, D. H. Chen, L. Huang, Acta. Pham. Sin. 1981, 16, 752.
- 12 I. Takano, I. Yasuda, M. Nishijima, Y. Hitotsuyanagi, K. Takeya, H. Itokawa, Tetrahedron Lett. 1996, 37, 7053.
- 13 R. G. Powell, R. V. Madrigal, C. R. Smith Jr., K. L. Mikolajczak, J. Org. Chem. 1974, 39, 677.
- 14 W. W. Paudler, J. McKay, J. Org. Chem. 1973, 38, 2110.
- 15 G. E. Ma, G. Q. Sun, M. A. Ejsohly, G. E. Turner, J. Nat. Prod. 1982, 45, 585.
- 16 G. E. Ma, C. Y. Shen, Acta Chim. Sin. 1990, 48, 185.
- 17 K. L. Mikolajczak, R. G. Powell, C. R. Smith Jr., Tetrahedron 1972, 28, 1995.
