Two bioactive mono-tetrahydrofuran acetogenins, annoglacins A and B, from Annona glabra

被引:38
作者
Liu, XX
Alali, FQ
Pilarinou, E
McLaughlin, JL
机构
[1] Walker Canc Res Inst, Tallahassee, FL 32308 USA
[2] Purdue Univ, Sch Pharm & Pharm Sci, Dept Med Chem & Mol Pharmacol, W Lafayette, IN 47907 USA
关键词
Annona glabra; annonaceae; acetogenins; annoglacin A; annoglacin B; cytotoxicities; brine shrimp;
D O I
10.1016/S0031-9422(98)00466-X
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Two new bioactive mono-THF Annonaceous acetogenins, annoglacins A and B, have been isolated from the fractionated ethanolic extracts of the leaves of Annona glabra, directing the fractionation with the brine shrimp lethality test (BST). Their structures were elucidated based on spectroscopic and chemical methods and the absolute stereochemistries were determined by the advanced Mosher ester method. Annoglacins A and B were selectively 1000 and 10,000 times, respectively, more potent than adriamycin against the human breast carcinoma (MCF-7) and pancreatic carcinoma (PACA-2) cell lines in our panel of six human solid tumor cell lines. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:815 / 821
页数:7
相关论文
共 34 条
  • [1] Annonaceous acetogenins as natural pesticides:: Potent toxicity against insecticide-susceptible and -resistant German cockroaches (Dictyoptera: Blattellidae)
    Alali, FQ
    Kaakeh, W
    Bennett, GW
    McLaughlin, JL
    [J]. JOURNAL OF ECONOMIC ENTOMOLOGY, 1998, 91 (03) : 641 - 649
  • [2] Alfonso Dorothee, 1996, Natural Toxins, V4, P181, DOI 10.1002/19960404NT6
  • [3] GONIOTHALAMICIN AND ANNONACIN - BIOACTIVE ACETOGENINS FROM GONIOTHALAMUS-GIGANTEUS (ANNONACEAE)
    ALKOFAHI, A
    RUPPRECHT, JK
    SMITH, DL
    CHANG, CJ
    MCLAUGHLIN, JL
    [J]. EXPERIENTIA, 1988, 44 (01): : 83 - 85
  • [4] Cave A, 1997, Fortschr Chem Org Naturst, V70, P81
  • [5] BIOACTIVE ANNONACEOUS ACETOGENINS FROM THE BARK OF XYLOPIA-AROMATICA
    COLMANSAIZARBITORIA, T
    ZAMBRANO, J
    FERRIGNI, NR
    GU, ZM
    NG, JH
    SMITH, DL
    MCLAUGHLIN, JL
    [J]. JOURNAL OF NATURAL PRODUCTS, 1994, 57 (04): : 486 - 493
  • [6] ACETOGENINS OF ANNONACEAE .13. A NEW TYPE OF CYTOTOXIC ACETOGENINS - THE TETRAHYDROFURANIC BETA-HYDROXY METHYL GAMMA-LACTONES
    CORTES, D
    MYINT, SH
    LEBOEUF, M
    CAVE, A
    [J]. TETRAHEDRON LETTERS, 1991, 32 (43) : 6133 - 6134
  • [7] *FLOR N AM ED COMM, 1993, FLOR N AM, V3, P11
  • [8] Fogh J., 1975, HUMAN TUMOR CELLS IN, P115, DOI DOI 10.1007/978-1-4757-1647-4_5
  • [9] FUJIMOTO Y, 1994, CHEM PHARM BULL, V42, P1175, DOI 10.1248/cpb.42.1175
  • [10] IN-VITRO CULTIVATION OF HUMAN TUMORS - ESTABLISHMENT OF CELL LINES DERIVED FROM A SERIES OF SOLID TUMORS
    GIARD, DJ
    AARONSON, SA
    TODARO, GJ
    ARNSTEIN, P
    KERSEY, JH
    DOSIK, H
    PARKS, WP
    [J]. JOURNAL OF THE NATIONAL CANCER INSTITUTE, 1973, 51 (05) : 1417 - 1423