Two new vinblastine-type N -oxide alkaloids from Catharanthus roseus

Natural Product Research

Volumn 27, Issue 20, 2013, Pages 1911-1916

  Zhang, Wei Ku ^a   Xu, Jie Kun ^b   Tian, Hai Yan ^c   Wang, Lei ^c   Zhang, Xiao Qi ^c   Xiao, Xu Zhi ^c   Li, Ping ^a   Ye, Wen Cai ^c  

^a CHINA JAPAN FRIENDSHIP HOSPITAL   (China)

^b BEIJING UNIVERSITY OF CHINESE MEDICINE   (China)

^c JINAN UNIVERSITY   (China)

Author keywords

Catharanthus roseus; cytotoxicity; vinblastine type N oxide alkaloids

Indexed keywords

17 DESACETOXYVINBLASTINE N'B OXIDE; 20' DEOXYVINBLASTINE N'B OXIDE; ANTINEOPLASTIC ALKALOID; PLANT EXTRACT; UNCLASSIFIED DRUG; VINBLASTINE DERIVATIVE;

ANTINEOPLASTIC ACTIVITY; ARTICLE; BREAST CARCINOMA; CANCER CELL CULTURE; CATHARANTHUS ROSEUS; COLORECTAL CARCINOMA; CYTOTOXICITY; DRUG ISOLATION; DRUG STRUCTURE; HUMAN; HUMAN CELL; LIVER CELL CARCINOMA; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PLANT LEAF;

CATHARANTHUS; CELL PROLIFERATION; HEP G2 CELLS; HUMANS; MAGNETIC RESONANCE SPECTROSCOPY; MASS SPECTROMETRY; MCF-7 CELLS; MOLECULAR STRUCTURE; PLANT LEAVES; TETRAZOLIUM SALTS; THIAZOLES; VINBLASTINE;

EID: 84887533068     PISSN: 14786419     EISSN: 14786427     Source Type: Journal    
DOI: 10.1080/14786419.2013.790029     Document Type: Article

References (18)

1. Akino J, Pierre F, Bernard B. 1998. A new structural class of bisindole alkaloids from the seeds of Catharanthus roseus: vingramine and methylvingramine. J Org Chem. 63:7162-7167.
2. Brossi A. 1990. The alkaloids. New York: Academic Press. p. 1-240.
3. Chuang TH, Lee SJ, Yang C-W, Wu P-L. 2006. Expedient synthesis and structure-activity relationships of phenanthroindolizidine and phenanthroquinolizidine alkaloids. Org Biomol Chem. 4:860-867.
4. Cordell GA. 1983. Intoduction to alkaloids: a biogenic approach. New York: Wiley-Interscience. p. 1-3.
5. Dorman DE, Paschal JW. 1976. Carbon-13 NMR spectroscopy. Comparison of the spectra of some dimeric Catharanthus alkaloids and their derivatives. Org Magn Res. 8:413-418.
6. El-Sayed A, Handy GA, Cordell GA. 1983. Catharanthus alkaloids, XXXVIII. Confirming structural evidence and antineoplastic activity of the bisindole alkaloids leurosine-N0 b-oxide (pleurosine), roseadine and vindolicine from Catharanthus roseus. J Nat Prod. 46:517-527.
7. Kuehne ME, Bornmann WG. 1989. Syntheses of 200-deoxyvinblastine, 200-deoxyleurosidine, 200-deoxyvincovaline, 200-epi-200-deoxyvincovaline, and 200-deoxyvincristine and its 200-epimer through racemic and enantioselectively generated intermediates. New syntheses of D/E-cis-and-trans-c-vincadifformines and D/E-cis-and-trans-20-epi-c-vincadifformine. J Org Chem. 54:3407-3420.
8. Manske RHF, Rodrigo RGA. 1981. The alkaloids: chemistry and physiology. New York: Academic Press. p. 1-296.
9. Mauri L, András N. 1982. The synthesis of bis-indole alkaloids and their derivatives. Tetrahedron. 38:223-243.
10. Mukhopadhyay S, Cordell GA. 1981. Catharanthus alkaloids. XXXV. Isolation of leurosidine N(-oxide from Catharanthus roseus. J Nat Prod. 44:611-613.
11. Sápi J, Matasiot G. 1995. The alkaloids: noniridoid bisindole alkaloids. London: Academic Press. p. 173-226.
12. Taylor WI, Farnsworth NR. 1975. The Catharanthus alkaloids. New York: Dekker. p. 9-236.
13. Van der Heijden R, Jacobs DI, Snoeijer W, Hallard D, Verpoorte R. 2004. The Catharanthus alkaloids: pharmacognosy and biotechnology. Curr Med Chem. 11:607-628.
14. Wang C-H, Wang G-C, Wang Y, Zhang X-Q, Huang X-J, Ye W-C. 2012. Three new monomeric indole alkaloids from the roots of Catharanthus roseus. J Asian Nat Prod Res. 14:249-255.
15. Wang C-H, Wang G-C, Wang Y, Zhang X-Q, Huang X-J, Zhang D-M, Chen M-F, Ye W-C. 2012. Cytotoxic dimeric indole alkaloids from Catharanthus roseus. Fitoterapia. 83:765-769.
16. Wang G-C, Zhong X-Z, Zhang D-M, Wang Y, Zhang X-Q, Jiang R-W, Li Y-L, Wang J, Yao X-S, Ye W-C. 2011. Two pairs of epimeric indole alkaloids from Catharanthus roseus. Planta Med. 77:1739-1741.
17. Zhang W-K, Xu J-K, Tian H-Y, Wang L, Zhang X-Q, Xiao X-Z, Li P, Ye W-C. 2013. Further bisindole alkaloids from Catharanthus roseus and their cytotoxicity. Heterocycles. 87:627-636.
18. Zhong X-Z, Wang G-C, Wang Y, Zhang X-Q, Ye W-C. 2010. Monomeric indole alkaloids from the aerial parts of Catharanthus roseus. Yao Xue Xue Bao. 45:471-474.