Semisynthesis and cytotoxicity of amino acetogenins and derivatives

被引:18
作者
Duret, P
Hocquemiller, R
Gantier, JC
Figadère, B [1 ]
机构
[1] Univ Paris Sud, Fac Pharm, CNRS, Lab Pharmacognosie,BIOCIS, F-92296 Chatenay Malabry, France
[2] Univ Paris Sud, Fac Pharm, Parasitol Lab, F-92296 Chatenay Malabry, France
关键词
annonaceous acetogenins; semisynthesis; amino-derivatives; cytotoxicity;
D O I
10.1016/S0968-0896(99)00135-2
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
Semisynthetic derivatives were prepared from two natural annonaceous acetogenins, rolliniastatin-1 and squamocin, and their cytotoxicity was evaluated. Amino derivatives show decreased bioactivity. Isorolliniastatin-1 was found to be much less toxic than rolliniastatin-1 after intraperitoneal administration to mice, although the in vitro cytotoxicity of both compounds was comparable (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:1821 / 1826
页数:6
相关论文
共 39 条
[1]   MODE OF ACTION OF BULLATACIN - A POTENT ANTITUMOR AND PESTICIDAL ANNONACEOUS ACETOGENIN [J].
AHAMMADSAHIB, KI ;
HOLLINGWORTH, RM ;
MCGOVREN, JP ;
HUI, YH ;
MCLAUGHLIN, JL .
LIFE SCIENCES, 1993, 53 (14) :1113-1120
[2]   Annonaceous acetogenins as natural pesticides:: Potent toxicity against insecticide-susceptible and -resistant German cockroaches (Dictyoptera: Blattellidae) [J].
Alali, FQ ;
Kaakeh, W ;
Bennett, GW ;
McLaughlin, JL .
JOURNAL OF ECONOMIC ENTOMOLOGY, 1998, 91 (03) :641-649
[3]  
[Anonymous], NAT PROD LETT
[4]  
BERKALOFF A, 1978, BIOL PHYSL CELLULAIR, V2, P73
[5]   Study of the structure-activity relationships of the acetogenin of annonaceae, muricatacin and analogues [J].
Cave, A ;
Chaboche, C ;
Figadere, B ;
Harmange, JC ;
Laurens, A ;
Peyrat, JF ;
Pichon, M ;
Szlosek, M ;
CotteLafitte, J ;
Quero, AM .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 1997, 32 (7-8) :617-623
[6]  
Cave A, 1997, Fortschr Chem Org Naturst, V70, P81
[7]  
CAVE A, 1993, RECENT ADV PHYTOCHEM, V27, P167
[8]   ACETOGENINS OF THE ANNONACEAE .21. BIS-TETRAHYDROFURAN ACETOGENINS FROM ANNONACEAE [J].
CORTES, D ;
FIGADERE, B ;
CAVE, A .
PHYTOCHEMISTRY, 1993, 32 (06) :1467-1473
[9]  
Decaudin D, 1998, INT J ONCOL, V12, P141
[10]   Epimerization of annonaceous acetogenins under basic conditions [J].
Duret, P ;
Figadere, B ;
Hocquemiller, R ;
Cave, A .
TETRAHEDRON LETTERS, 1997, 38 (51) :8849-8852