Stereoselective total synthesis of (3R,8S)-falcarindiol, a common polyacetylenic compound from umbellifers

Journal of Natural Products

Volumn 62, Issue 4, 1999, Pages 626-628

  Zheng, Guangrong ^a   Lu, Wei ^a   Cai, Junchao ^a  

^a SHANGHAI INSTITUTE OF MATERIA MEDICA   (China)

Author keywords

[No Author keywords available]

Indexed keywords

FALCARINDIOL; NATURAL PRODUCT; POLYACETYLENE; TARTARIC ACID; UNCLASSIFIED DRUG; XYLOSE;

ANTIMICROBIAL ACTIVITY; ARTICLE; DRUG ISOLATION; DRUG STRUCTURE; DRUG SYNTHESIS; NONHUMAN; PHYTOCHEMISTRY; REACTION ANALYSIS; STEREOCHEMISTRY;

EID: 0032901889     PISSN: 01633864     EISSN: None     Source Type: Journal    
DOI: 10.1021/np980418z     Document Type: Article

References (16)

1. (a) Bohlmann, F.; Burkhardt, F.; Zdero, C. Naturally Occurring Acetylenes; Academic Press: London, 1973.
2. (b) Hansen, L.; Boll, P. M. Phytochemistry 1986, 25, 285-293.
3. Muir, A. D.; Cole, A. L. J.; Walker, J. R. L. Planta Med. 1982, 44, 129-133.
4. Matsuura, H.; Saxena, G.; Farmer, S. W.; Hancock, R. E. W.; Towers, G. H. N. Planta Med. 1996, 62, 256-259.
5. Furumi, K; Fujioka,T.; Fujii, H.; Okabe, H.; Nakano, Y.; Matsunaga, H.; Katano, M.; Mori, M.; Mihashi, K. Bioorg. Med. Chem. Lett. 1998, 8, 93-96.
6. Bohlmann, F.; Niedballa, U.; Rode, K. M. Chem. Ber. 1966, 99, 3552-3558.
7. Bentley, R. K; Bhattacharjee, D.; Jones, E.; Thaller, V. J. Chem. Soc. C 1969, 685-688.
8. Lemmich, E. Phytochemistry 1981, 20, 1419-1420.
9. Chodkiczwicz, W. Ann. Chim. Paris 1957, 2, 819-869.
10. (a) Feit, P. W. J. Med. Chem. 1964, 7, 14-17.
11. (b) Murrer, B.; Brown, J. M.; Chaloner, P. A.; Nichiloson, P. N.; Parker, D. Synthesis 1979, 350-352.
12. Horitak, K.; Yoshioka T.; Tanaka, T.; Oikawa, Y.; Yonemitsuo, O. Tetrahedron 1986, 42, 3021-3028.
13. Lee, J. B.; Downie, I. M. Tetrahedron 1967, 23, 359-363.
14. Yadav, J. S.; Chander, M. C.; Rao Sirnivas, C. Tetrahedron Lett. 1989, 30, 5455-5458.
15. Hofmeister, H.; Annen, K.; Laurent, H.; Wiechert, R. Angew. Chem., Int. Ed. Engl. 1984, 23, 727-729.
16. Lu, W.; Zheng, G. R.; Cai, J. C. Synlett 1998, 737-738.