A short synthetic route to biologically active (±)-daurichromenic acid as highly potent anti-HIV agent

Organic and Biomolecular Chemistry

Volumn 3, Issue 21, 2005, Pages 3955-3957

  Lee, Yong Rok ^a   Wang, Xue ^a  

^a Yeungnam University   (South Korea)

Author keywords

[No Author keywords available]

Indexed keywords

2,4-DIHYDROXY-6-METHYLBENZALDEHYDE; SYNTHETIC ROUTE;

CARBOXYLIC ACIDS; SYNTHESIS (CHEMICAL);

BIOCHEMISTRY;

ANTI HUMAN IMMUNODEFICIENCY VIRUS AGENT; BENZALDEHYDE DERIVATIVE; BENZOIC ACID DERIVATIVE; CHROMAN DERIVATIVE; DAURICHROMENIC ACID;

ARTICLE; CHEMISTRY; SYNTHESIS;

ANTI-HIV AGENTS; BENZALDEHYDES; BENZOIC ACIDS; CHROMANS;

HUMAN IMMUNODEFICIENCY VIRUS;

EID: 27844516997     PISSN: 14770520     EISSN: None     Source Type: Journal    
DOI: 10.1039/b508577b     Document Type: Article

References (26)

1. Y. Kashiwada, K. Yamazaki, Y. Ikeshiro, T. Yamasisbi, T. Fujioka, K. Milashi, K. Mizuki, L. M. Cosentino, K. Fowke, S. L. Morris-Natschke and K.-H. Lee, Tetrahedron, 2001, 57, 1559.
2. (a) Chinese Materia Medico, Jiangsu New Medical College, Shanghai People's Publishing House, Shanghai, 1977, p. 2506;
3. (b) M. Yasuda, H. Igarashi, Y. Kano and M. Konoshima, Shoyakugaku Zasshi, 1984, 38, 346.
4. Japanese Patent, Jpn. Kokai Tokkyo Koho, JP 82-28,080, 1982.
5. A. V. Kurdyumov, R. P. Hsung, K. Ihlen and J. Wang, Org. Lett., 2003, 5, 3935.
6. Y. Kang, Y. Mei, Y. Du and Z. Jin, Org. Lett., 2003, 5, 4481.
7. Y. Hu, T. J. Harrison and P. D. Wilson, J. Org. Chem., 2004, 69, 3782.
8. L. Xie, Y. Takeuchi, L. M. Cosentino, A. T. McPhail and K.-H. Lee, J. Med. Chem., 2001, 44, 664.
9. (a) G. E. Henry and H. Jacobs, Tetrahedron, 2001, 57, 5335;
10. (b) S. Chang and R. H. Grubbs, J. Org. Chem., 1998, 63, 864;
11. (c) H. Saimoto, K. Yoshida, T. Murakami, M. Morimoto, H. Sashiwa and Y. Shigemasa, J. Org. Chem., 1996, 61, 6768;
12. (d) J. T. North, D. R. Kronenthal, A. J. Pullockaran, S. D. Real and H. Y. Chen, J. Org. Chem., 1995, 60, 3397;
13. (e) C. D. Gabbut, D. J. Hartley, J. D. Hepworth, B. M. Heron, M. Kanjia and M. M. Rahman, Tetrahedron, 1994, 50, 2507;
14. (f) M. Tiabi and H. Zamarlik, Tetrahedron Lett., 1991, 32, 7251;
15. (g) J. Cossy, H. Rakotoarisoa, P. Kahn and J.-P. Desmurs, Tetrahedron Lett., 1998, 39, 9671;
16. (h) J. L. Portscheller and H. C. Malinakova, Org. Lett., 2002, 4, 3679;
17. (i) R. P. Hsung, H. C. Shen, C. J. Douglas, C. D. Morgan, S. J. Degen and L. J. Yao, J. Org. Chem., 1999, 64, 690;
18. (j) C. D. Gabbutt, J. D. Hepworth, B. M. Heron, M. M. Rahman, S. J. Coles and M. B. Hursthouse, Tetrahedron, 1999, 55, 10467;
19. (k) J. S. Yadav, B. V. S. Reddy and T. P. Rao, Tetrahedron Lett., 2003, 41, 7943;
20. (l) V. T. H. Nguyen and P. Langer, Tetrahedron Lett., 2005, 46, 815.
21. L. F. Tietze and U. Beifuss, Angew. Chem., Int. Ed. Engl., 1993, 32, 131.
22. A. E. Lurain and P. J. Walsh, J. Am. Chem. Soc., 2003, 125, 10699.
23. A. B. Pepperman, J. Org. Chem., 1981, 46, 5039.
24. B. R. Travis, M. Sivakumar, G. O. Hollist and B. Borhan, Org. Lett., 2003, 5, 1031.
25. L. A. Paquette and I. Efremov, J. Org. Chem., 2005, 70, 510.
26. K. C. Nicolaou, R. M. Rodríguez, H. J. Mitchell, H. Suzuki, K. C. Fylaktakidou, O. Baudoin and F. L. van Delft, Chem.-Eur. J., 2000, 6, 3095.