Canataxpyran A, a novel 3,8-secotaxane with a 13,17-ether bridge from needles of Taxus canadensis

Heterocyclic Communications

Volumn 18, Issue 2, 2012, Pages 57-60

  Li, Yong ^a   Zhang, Man Li ^a   Wang, Yu Fang ^a   Dong, Mei ^a   Sauriol, Françoise ^b   Shi, Qing Wen ^a   Kiyota, Hiromasa ^c   Gu, Yu Cheng ^d   Cong, Bin ^a  

^a HEBEI MEDICAL UNIVERSITY   (China)

^b QUEEN S UNIVERSITY   (Canada)

^c TOHOKU UNIVERSITY   (Japan)

^d JEALOTT S HILL INTERNATIONAL RESEARCH CENTRE   (United Kingdom)

Author keywords

3,8 secotaxane; Isolation; Needle; Taxaceae; Taxus Canadensis

Indexed keywords

EID: 84862534659     PISSN: 07930283     EISSN: None     Source Type: Journal    
DOI: 10.1515/hc-2012-0035     Document Type: Article

References (13)

1. Baloglu, E.; Kingston, D. G. I. The taxane diterpenoids. J. Nat. Prod. 1999 , 62 , 1448-1472.
2. Dong, M.; Zhang, M.-L.; Shi, Q.-W.; Gu, Y.-C.; Kiyota, H. Chemical constituents in Taxus canadensis. In Natural Products: Chemistry, Biochemistry and Pharmacology ; Brahmachari, G. Ed. Narosa: New Delhi, India, 2008, pp. 247-269.
3. Morita, H.; Machida, I.; Hirasawa, Y.; Kobayashi, J. Taxezopidines M and N, taxoids from the Japanese yew, Taxus cuspidata. J. Nat. Prod. 2005 , 68 , 935-937.
4. Ni, Z.-Y.; Wu, Y.-B.; Zhang, M.-L.; Wang, Y.-F.; Dong, M.; Sauriol, F.; Huo, C.-H.; Shi, Q.-W.; Gu, Y.-C.; Kiyota, H.; Cong, B. Novel taxa-4(20), 12-diene and 2(3 ? 20) abeo taxane from needles of Taxus canadensis. Biosci. Biotechnol. Biochem. 2011 , 75 , 1698-1701.
5. Parmer, V. S.; Jha, A.; Bish, K. S.; Taneja, P.; Sight, S. K.; Kumar, A.; Poonam, J. R.; Olsen, C. E. Constituents of the yew trees. Phytochemistry 1999 , 50 , 1267-1304.
6. Shi, Q. W.; Oritani, T.; Horiguchi, T.; Sugiyama, T.; Cheng, Q. Three novel bicyclic taxoids from the needles of the Chinese yew, Taxus chinesis var. mairei. Chin. Chem. Lett. 1999 , 10 , 481-484.
7. Shi, Q. W.; Oritani, T.; Zhao, D.; Murakami, R.; Yamada, T. Three new taxoids from the seeds of Japanese yew, Taxus cuspidata. Planta Med. 2000 , 66 , 294-299.
8. Shigemori, H.; Sakurai, C. A.; Hosoyama, H.; Kobayashi, A.; Kajiyama, S.; Kobayashi, J. Taxezopidines J, K, and L, new taxoids from Taxus cuspidata inhibiting Ca 2 +-induced depolymerization of microtubules. Tetrahedron 1999 , 55 , 2553-2558.
9. Wang, X. X.; Shigemori, H.; Kobayashi, J. Taxezopidine A, a novel taxoid from seeds of Japanese yew Taxus cuspidata. Tetrahedron Lett. 1997 , 38 , 7587-7588.
10. Wang, Y.-F.; Shi, Q.-W.; Dong, M.; Kiyota, H.; Gu, Y.-C.; Cong, B. Natural taxanes: developments since 1828. Chem. Rev. 2011 , 111 , 7652-7709.
11. Zhang, M.-L.; Dong, M.; Huo, C.-H.; Li, L.-G.; Sauriol, F.; Shi, Q.-W.; Gu, Y.-C.; Makabe, H.; Kiyota, H. Taxpropellane, a novel taxane with an unprecedented polycyclic skeleton from the needles of Taxus canadensis. Eur. J. Org. Chem. 2008 , 5414-5417.
12. Zhang, M.-L.; Zhang, J.; Dong, M.; Feng, S.-H.; Huo, C.-H.; Sauriol, F.; Shi, Q.-W.; Gu, Y.-C.; Kiyota, H.; Cong, B. Two new 11(15 - 1) abeo taxanes with a 2, 20-epoxy ring from the needles of Taxus canadensis. Z. Naturforsch. 2009 , 64c , 43-49.
13. Zhang, M.-L.; Wang, Y.-F.; Dong, M.; Huo, C.-H.; Sauriol, F.; Shi, Q.-W.; Kiyota, H. The first taxane peroxide from the rooted cuttings of Taxus canadensis. Heterocycl. Commun. 2011 , 17 , 87-91.