Stereoselective approaches for the total synthesis of polyacetylenic (3R,8S)-falcarindiol

Synthesis

Volumn , Issue 1, 2008, Pages 115-121

  Sabitha, Gowravaram ^a   Bhaskar, Vangala ^a   Reddy, Ch Srinivas ^a   Yadav, Jhillu S ^a  

^a INDIAN INSTITUTE OF CHEMICAL TECHNOLOGY   (India)

Author keywords

Alkynes; Anticancer activity; Falcarindiol; Natural products; Total synthesis

Indexed keywords

DRUG PRODUCTS; STEREOSELECTIVITY; SYNTHESIS (CHEMICAL); TUMORS;

ALKYNES; ANTICANCER ACTIVITY; FALCARINDIOL; NATURAL PRODUCTS;

ORGANIC COMPOUNDS;

FALCARINDIOL;

ANTINEOPLASTIC ACTIVITY; ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; DRUG STRUCTURE; DRUG SYNTHESIS; PROTON NUCLEAR MAGNETIC RESONANCE; STEREOCHEMISTRY;

EID: 38349149048     PISSN: 00397881     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2007-990944     Document Type: Article

References (18)

1. (a) Bohlmann, F.; Burkhardt, T.; Zdero, C. Naturally Occurring Acetylenes; Academic Press: London, 1973.
2. (b) Muir, A. D.; Cole, A. L. J.; Walker, J. R. L. Planta Med. 1982, 44, 129.
3. Kemp, M. S. Phytochemistry 1978, 17, 1002.
4. (a) Miyazawa, M.; Shimamura, H.; Bhuva, R. C.; Nakamura, S.-I.; Kameoka, H. J. Agric Food Chem. 1996, 44, 3444.
5. (b) Lee, G.; Park, H.-G.; Choi, M.-L.; Young, H. K.; Yong, B. P.; Song, K.-S.; Cheong, C.; Bae, Y.-S. J. Microbiol. Biotechnol. 2000, 10, 394.
6. Bernart, M. W.; Cardellina, J. H. II; Balaschak, M. S.; Alexander, M. R.; Shoemaker, R. H.; Boyd, M. R. J. Nat. Prod. 1996, 59, 748.
7. Baranska, M.; Schulz, H. Analyst 2005, 130, 855.
8. Chou, S.-H.; Everngam, M. C.; Sturtz, G.; Beck, J. J. Phytotherapy Res. 2006, 20, 153.
9. Furumi, K.; Fujioka, T.; Fujii, H.; Okabe, H.; Nakano, Y.; Matsunaga, H.; Katano, M.; Mori, M.; Mihashi, K. Bioorg. Med. Chem. 1998, 8, 93.
10. Shiao, Y.-J.; Lin, Y.-L.; Sun, Y.-H.; Chi, C.-W.; Chen, C.-F.; Wang, C.-N. Br. J. Pharmacol. 2005, 144, 42.
11. Garrod, B.; Lea, E. J. A.; Lewis, B. G. New Phytologist 1979, 83, 463.
12. Lemmich, E. Phytochemistry 1981, 20, 1419.
13. Zheng, G.; Lu, W.; Cai, J. J. Nat. Prod. 1999, 62, 626.
14. Sabitha, G.; Reddy, C. S.; Yadav, J. S. Tetrahedron Lett. 2006, 47, 4513.
15. Hofmeister, H.; Annen, K.; Laurent, H.; Wiechert, R. Angew. Chem., Int. Ed. Engl. 1984, 23, 727.
16. (a) Scott, M. S.; Luckhurst, C. A.; Dixon, D. J. Org. Lett. 2005, 7, 5813.
17. (b) Fiandanese, V.; Bottalico, D.; Cardellicchio, C.; Marchese, G.; Punzi, A. Tetrahedron 2005, 61, 4551.
18. Feit, P. W. J. Med. Chem. 1964, 7, 14.