Synthesis of novel C12-nonmethylated chlorophyll derivatives from methyl pyropheophorbide-a by allomerization and functionalization

Bulletin of the Korean Chemical Society

Volumn 32, Issue 9, 2011, Pages 3473-3476

  Wang, Jin Jun ^a   Wang, Peng ^a   Li, Jia Zhu ^b   Jakus, Judit ^c   Shim, Young Key ^b  

^a YANTAI UNIVERSITY   (China)

^b Inje University   (South Korea)

^c CHEMICAL RESEARCH CENTER   (Hungary)

Author keywords

Allomerization; Chlorin; Chlorophyll; Formylation; Functionalization; Pyropheophorbide a

Indexed keywords

EID: 80053121197     PISSN: 02532964     EISSN: 12295949     Source Type: Journal    
DOI: 10.5012/bkcs.2011.32.9.3473     Document Type: Article

References (20)

1. (a) Dolmans, D. E.; Fukumura, D.; Jain, R. K. Nat. Rev. Cancer 2003, 3, 380-387.
2. (b) Brown, S. B.; Brown, E. A.; Walker, I. Lancet Oncol. 2004, 5, 497-508.
3. (a) Pandey, R. K.; Zheng, G In Porphyrin Handbook; Smith, K. M., Kadish, K., Guilard, R., Eds.; Academic Press: San Diego, 2000; Vol. 6.
4. (b) Mac Donald, I. J.; Dougherty, T. J. J. Porphyrins Phthalocyanines 2001, 5, 105-129.
5. (a) Nyman E. S., Hynninen P. H. J. Photochem. Photobiol. B. 2004; 73: 1-28.
6. (b) Bourre L., Simonneaux G, Farand Y., Thibautt S., Lajat Y., Patrice T. J. Photochem. Photobiol. B 2003; 69: 179-192.
7. (a) Scheer, H. In Light Har Vesting Antennas in Photosynthesis; Green, B. R., Parson, W. W., Eds.; Kluwer Academic Publisher: Dordrecht, The Netherlands, 2003; pp 29-81.
8. (b) Miyashita, H.; Adachi, K.; Kurano, N.; Ikemoto, H.; Chihara, M.; Miyachi, S. Plant Cell Physiol. 1997, 38, 274-281.
9. (c) Chen Y. H., Li G L., Pandey R. K. Curr. Org. Chem. 2004; 8: 1105-1134.
10. Sasaki, S.; Mizutani, K.; Kunieda, M.; Tamiaki, H. Tetrahedron Lett. 2008, 49, 4113-4115.
11. Goswami, L. N.; Ethirajan, M.; Mahabeer, P.; Dobhal, M. P.; Min Zhang, M.; Missert, J. R.; Masayuki Shibata, M.; Karl, M.; Kadish, K. M.; Ravindra, K.; Pandey, R. K. J. Org. Chem. 2009, 74, 568-579.
12. Wang, J. J.; Wu, X. R.; Shim, Y. K. Chin. J. Chem. 2005, 23, 76-80
13. Wang, J. J.; Shim, Y K.; Jiang, G J.; Imafuku, K. J. Heterocyclic. Chem. 2004, 41, 29-35.
14. Tanaka, A.; Tanaka, R. Curr. Opin. Plant Biol. 2006, 9, 248.
15. (a)Zhang, G.; Potter, W. R.; Camacho, S. H.; Misser, J. R.; Wang, G S.; Bellinier, D. A.; Henderson, B. W.; Rodgers, M. A. J.; Dougherty, T. J.; Pandey, R. K. J. Med. Chem. 2001, 44, 1540-1559.
16. (b) Hynninen, P. H.; Leppäkases, T. S.; Mesilaakso, M. Tetrahedron Lett 2006, 47, 1663-1668.
17. (a) Tamiaki H., Kouraba M. Tetrahedron 1997; 53: 10677-10688.
18. (b) Wang J. J., Imafuku K., Shim Y K., Jiang G J. J. Heterocyclic. Chem. 2005; 42: 835-840.
19. (c) Sasaki, S. S.; Omoda, M.; Tamiaki, H. J. Photochem Photobiol (A) 2004, 162, 307-315.
20. Tamiaki, H.; Miyatake, S.; Kureishi, Y.; Yanikaga, R. Tetrahedron 1996, 52, 12421-12432.