메뉴 건너뛰기




Volumn 120, Issue 32, 1998, Pages 8026-8034

Selective entry to the dimeric or oligomeric pyridinium sponge macrocycles via aminopentadienal derivatives. Possible biogenetic relevance with manzamine alkaloids

Author keywords

[No Author keywords available]

Indexed keywords

ALKALOID; CYCLOSTELLETTAMINE B; MACROCYCLIC COMPOUND; MANYGEEN; PYRIDINIUM DERIVATIVE; UNCLASSIFIED DRUG;

EID: 0032547244     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja9805369     Document Type: Article
Times cited : (87)

References (36)
  • 1
    • 77957088240 scopus 로고    scopus 로고
    • Pelletier, S. W., Ed.; Pergamon Press, Eisevier Science: Oxford, U.K.
    • (1) For recent comprehensive reviews, see: (a) Andersen, R. J.; Van Soest, R. W. M.; Kong, F. Alkaloids: Chemical and Biological Perspectives; Pelletier, S. W., Ed.; Pergamon Press, Eisevier Science: Oxford, U.K., 1996; pp 301-355. See also: (b) Tsuda, M.; Kobayashi, J. Heterocycles 1997, 46, 765-794.
    • (1996) Alkaloids: Chemical and Biological Perspectives , pp. 301-355
    • Andersen, R.J.1    Van Soest, R.W.M.2    Kong, F.3
  • 2
    • 0000602866 scopus 로고    scopus 로고
    • For recent comprehensive reviews, see: (a) Andersen, R. J.; Van Soest, R. W. M.; Kong, F. Alkaloids: Chemical and Biological Perspectives; Pelletier, S. W., Ed.; Pergamon Press, Eisevier Science: Oxford, U.K., 1996; pp 301-355. See also: (b) Tsuda, M.; Kobayashi, J. Heterocycles 1997, 46, 765-794.
    • (1997) Heterocycles , vol.46 , pp. 765-794
    • Tsuda, M.1    Kobayashi, J.2
  • 3
    • 3543015079 scopus 로고    scopus 로고
    • note
    • 5-8
  • 8
    • 0028365944 scopus 로고
    • Fusetani, N.; Asai, N., Matsunaga, S.; Honda, K.; Yasumoro, K. Tetrahedron Lett. 1994, 35, 3967-3970. Reduced analogues of dimeric salts 2 such as haliclamines have also been reported: Fusetani, N.; Yasumuro, K.; Matsunaga, S.; Hirota, H. Tetrahedron Lett. 1989, 6891-6894.
    • (1994) Tetrahedron Lett. , vol.35 , pp. 3967-3970
    • Fusetani, N.1    Asai, N.2    Matsunaga, S.3    Honda, K.4    Yasumoro, K.5
  • 9
    • 0024787607 scopus 로고
    • Fusetani, N.; Asai, N., Matsunaga, S.; Honda, K.; Yasumoro, K. Tetrahedron Lett. 1994, 35, 3967-3970. Reduced analogues of dimeric salts 2 such as haliclamines have also been reported: Fusetani, N.; Yasumuro, K.; Matsunaga, S.; Hirota, H. Tetrahedron Lett. 1989, 6891-6894.
    • (1989) Tetrahedron Lett. , pp. 6891-6894
    • Fusetani, N.1    Yasumuro, K.2    Matsunaga, S.3    Hirota, H.4
  • 11
    • 3543026961 scopus 로고    scopus 로고
    • For a presentation of all of these contributions to date, see ref 1
    • For a presentation of all of these contributions to date, see ref 1.
  • 16
    • 0030581344 scopus 로고    scopus 로고
    • synthesis of cyclostellettamine C
    • (9) For recent approaches to such macrocycles, see: (a) Anan, H.; Seki, N.; Noshiro, O.; Honda, K.; Yasumuro, K.; Ozasa, T.; Fusetani, N. Tetrahedron 1996, 52, 10849-10860 (synthesis of cyclostellettamine C). (b) Morimoto, Y.; Chiho Yokoe Tetrahedron Lett. 1997, 38, 8981-8984 (synthesis of haliclamine A).
    • (1996) Tetrahedron , vol.52 , pp. 10849-10860
    • Anan, H.1    Seki, N.2    Noshiro, O.3    Honda, K.4    Yasumuro, K.5    Ozasa, T.6    Fusetani, N.7
  • 17
    • 0030830478 scopus 로고    scopus 로고
    • synthesis of haliclamine A
    • For recent approaches to such macrocycles, see: (a) Anan, H.; Seki, N.; Noshiro, O.; Honda, K.; Yasumuro, K.; Ozasa, T.; Fusetani, N. Tetrahedron 1996, 52, 10849-10860 (synthesis of cyclostellettamine C). (b) Morimoto, Y.; Chiho Yokoe Tetrahedron Lett. 1997, 38, 8981-8984 (synthesis of haliclamine A).
    • (1997) Tetrahedron Lett. , vol.38 , pp. 8981-8984
    • Morimoto, Y.1    Yokoe, C.2
  • 25
    • 3543011477 scopus 로고    scopus 로고
    • note
    • The high retention time of cyclostellettamine B compared to dimer 11 suggests that the reverse phase phenomena are also operating.
  • 26
    • 0027483365 scopus 로고
    • Malondialdehyde is a natural product resulting, in particular, from the degradation of fatty acids. For references and details of the chemistry of this very reactive intermediate, see: Gomez-Sanchez, A.; Hermosin, I.; Lassaleta, J.-M.; Maya I. Tetrahedron 1993, 49, 1237-1250.
    • (1993) Tetrahedron , vol.49 , pp. 1237-1250
    • Gomez-Sanchez, A.1    Hermosin, I.2    Lassaleta, J.-M.3    Maya, I.4
  • 28
    • 3543001167 scopus 로고    scopus 로고
    • Ph.D. Thesis in preparation
    • Jakubowicz, K. Ph.D. Thesis in preparation.
    • Jakubowicz, K.1
  • 34
    • 0026693851 scopus 로고
    • (19) Polycationic cyclophanes have been reported to interact with DNA: Schneider, H.-J.; Blatter, T. Angew. Chem., Int. Ed. Engl. 1992, 31, 1207-1208. For related example (interaction of a dicationic amino steroid with DNA), see: Patel, D. J.; Canuel, L. L. Proc. Natl. Acad. Sci. U.S.A. 1979, 76, 24-28.
    • (1992) Angew. Chem., Int. Ed. Engl. , vol.31 , pp. 1207-1208
    • Schneider, H.-J.1    Blatter, T.2
  • 35
    • 0005868055 scopus 로고
    • Polycationic cyclophanes have been reported to interact with DNA: Schneider, H.-J.; Blatter, T. Angew. Chem., Int. Ed. Engl. 1992, 31, 1207-1208. For related example (interaction of a dicationic amino steroid with DNA), see: Patel, D. J.; Canuel, L. L. Proc. Natl. Acad. Sci. U.S.A. 1979, 76, 24-28.
    • (1979) Proc. Natl. Acad. Sci. U.S.A. , vol.76 , pp. 24-28
    • Patel, D.J.1    Canuel, L.L.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.