Practical synthesis of blepharismone, a mating inducing pheromone of Blepharisma japonicum

Tetrahedron Asymmetry

Volumn 17, Issue 16, 2006, Pages 2339-2343

  Takihiro, Hisashi ^a   Uruma, Yoshiyuki ^a   Usuki, Yoshinosuke ^a   Miyake, Akio ^b   Iio, Hideo ^a  

^a Osaka Prefecture University   (Japan)

^b UNIVERSITY OF CAMERINO   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

BLEPHARISMONE; CHLORIDE; MALIC ACID; PHEROMONE; UNCLASSIFIED DRUG;

ARTICLE; BLEPHARISMA JAPONICUM; CILIATE; ENANTIOMER; HORMONE DETERMINATION; MATING; NONHUMAN; PRIORITY JOURNAL; STILLE REACTION;

EID: 33749251780     PISSN: 09574166     EISSN: 1362511X     Source Type: Journal    
DOI: 10.1016/j.tetasy.2006.09.005     Document Type: Article

References (27)

1. Miyake A., and Beyer J. Exp. Cell Res. 76 (1973) 15-24
2. Miyake A. Physiology and biochemistry of conjugation in ciliates. In: Levandowsky M., and Hunter S.H. (Eds). Biochemistry and Physiology of Protozoa (1981), Academic Press, New York 125-198
3. Miyake A. Cell interaction by gamones in Blepharisma. In: O'Day D.H., and Horgen P.A. (Eds). Sexual Interactions in Eukaryotic Microbes (1981), Academic Press, New York 95-129
4. Miyake A. Fertilization and sexuality in ciliates. In: Hausmann K., and Bradbury P.C. (Eds). Ciliates: Cells as Organism (1996), Gustav Fischer, New York 243-290
5. Kubota T., Tokoroyama T., Tsukuda Y., Koyama H., and Miyake A. Science 179 (1973) 400-402
6. Miyake A., and Beyer J. Science 185 (1974) 621-623
7. Honda H., and Miyake A. Nature 257 (1975) 678-680
8. Braun V., and Miyake A. FEBS Lett. 53 (1975) 131-134
9. Sugiura M., and Harumoto T. Proc. Natl. Acad. Sci. U.S.A. 98 (2001) 14446-14451
10. Sugiura M., Kawahara S., Iio H., and Harumoto T. J. Cell Sci. 118 (2005) 2735-2741
11. Tokoroyama T., Horii S., and Kubota T. Proc. Jpn. Acad. 49 (1973) 461-463
12. Tokoroyama T., Kawasaki Y., Nakatani M., and Shibata K. Heterocycles 10 (1978) 159-165
13. Entzeroth M., and Jaenicke L. Z. Naturforsch 36C (1981) 180-182
14. Entzeroth M., Kunczik T., and Jaenicke L. Liebigs Ann. Chem. (1983) 226-230
15. Jaenicke L. Biological activity of blepharismone derivatives. An approach towards biogenesis of the hormone. In: Schlossberger H.G., Kochen W., Linzen B., and Steinhart H. (Eds). Progress in Tryptophan and Serotonin Research (1984), Walter de Gruyter, Berlin 815-826
16. Salituro F.G., and McDonald I.A. J. Org. Chem. 53 (1988) 6138-6139
17. Salituro F.G., Tomlinson R.C., Baron B.M., Palfreyman M.G., and McDonald I.A. J. Med. Chem. 37 (1994) 334-336
18. Stille J.K. Angew. Chem., Int. Ed. Engl. 25 (1986) 508-524
19. Nishikawa T., and Isobe M. Tetrahedron 50 (1994) 5621-5632
20. Go'mez-Bengoa E., and Echavarren A.M. J. Org. Chem. 56 (1991) 3497-3501
21. Matteucci M.D., and von Krosigk U. Tetrahedron Lett. 37 (1996) 5057-5060
22. Maggi R., and Schlosser M. J. Org. Chem. 61 (1996) 5430-5434
23. Sterling J., Slovin E., and Barasch D. Tetrahedron Lett. 28 (1987) 1685-1688
24. Wissner A., and Grudzinskas C.-V. J. Org. Chem. 43 (1978) 3972-3974
25. Wilson N.S., and Keay B.A. Tetrahedron Lett. 38 (1997) 187-190
26. Nicolaou K.C., and Webber S.E. Synthesis (1986) 453-461
27. Ohtani I., Kusumi T., Kashman Y., and Kakisawa H. J. Am. Chem. Soc. 113 (1991) 4092-4096