Biogenetically patterned synthesis of camptothecin and 20-deoxycamptothecin

被引:31
作者
Brown, RT [1 ]
Liu, JL [1 ]
Santos, CAM [1 ]
机构
[1] Univ Manchester, Dept Chem, Manchester M13 9PL, Lancs, England
关键词
alkaloids; biogenesis; biomimetic; indole; quinoline; terpene;
D O I
10.1016/S0040-4039(99)02210-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A biogenetically patterned synthetic route to the monoterpenoid quinoline alkaloids 20-deoxycamptothecin and (+/-)-camptothecin from secologanin and tryptamine via vincoside/strictosidine lactams has now been realized, and hence afforded likely biosynthetic intermediates for testing in vivo. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:859 / 862
页数:4
相关论文
共 12 条
  • [1] MINOR ALKALOIDS OF CAMPTOTHECA-ACUMINATA
    ADAMOVICS, JA
    CINA, JA
    HUTCHINSON, CR
    [J]. PHYTOCHEMISTRY, 1979, 18 (06) : 1085 - 1086
  • [2] AKHTER L, 1979, THESIS U MANCHESTER
  • [3] ALKALOID BIOSYNTHESIS .15. PARTIAL SYNTHESIS AND ISOLATION OF VINCOSIDE AND ISOVINCOSIDE - BIOSYNTHESIS OF 3 MAJOR CLASSES OF INDOLE ALKALOIDS FROM VINCOSIDE
    BATTERSB.AR
    BURNETT, AR
    PARSONS, PG
    [J]. JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1969, (08): : 1193 - &
  • [4] ROLE OF STRICTOSIDINE IN MONOTERPENOID INDOLE ALKALOID BIOSYNTHESIS
    BROWN, RT
    LEONARD, J
    SLEIGH, SK
    [J]. PHYTOCHEMISTRY, 1978, 17 (05) : 899 - 900
  • [5] ISOLATION AND CHARACTERIZATION OF A PRESUMED BIOSYNTHETIC PRECURSOR OF CAMPTOTHECIN FROM EXTRACTS OF CAMPTOTHECA-ACUMINATA
    CARTE, BK
    DEBROSSE, C
    EGGLESTON, D
    HEMLING, M
    MENTZER, M
    POEHLAND, B
    TROUPE, N
    WESTLEY, JW
    HECHT, SM
    [J]. TETRAHEDRON, 1990, 46 (08) : 2747 - 2760
  • [6] CURLESS D, 1985, THESIS U MANCHESTER
  • [7] FRASER SB, 1975, THESIS U MANCHESTER
  • [8] Hutchinson C.R., 1983, ALKALOIDS, V21, P101, DOI 10.1016/S0099-9598(08)60050-4
  • [9] HUTCHINSON CR, 1974, CHEM COMMUN, P928
  • [10] LASHFORD AG, 1978, THESIS U MANCHESTER