Pyrrolizines: Promising scaffolds for anticancer drugs

被引:56
作者
Belal, Amany [1 ,2 ]
El-Gendy, Bahaa El-Dien M. [3 ]
机构
[1] Beni Suef Univ, Dept Med Chem, Fac Pharm, Bani Suwayf 62514, Egypt
[2] Taif Univ, Dept Pharmaceut Chem, Fac Pharm, At Taif 21974, Saudi Arabia
[3] Benha Univ, Dept Chem, Fac Sci, Banha 13518, Egypt
关键词
Pyrrolizines; Pyrimido pyrrolizines; Thieno pyrrolizines; Pyrrolo pyrrolizine; Indolo pyrrolizine; Perhydropyrrolizines; Anticancer drugs; SAR; CARBINOLAMINE TUMOR INHIBITORS; MITOMYCIN-C; BIOLOGICAL EVALUATION; ANTITUMOR-ACTIVITY; ALKYLATING-AGENTS; CHEMICAL-REACTIVITY; ANTITUBULIN AGENTS; DUAL INHIBITORS; CROSS-LINKING; CANCER CELLS;
D O I
10.1016/j.bmc.2013.11.040
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
Pyrrolizine derivatives constitute a class of heterocyclic compounds which can serve as promising scaffolds for anticancer drugs. The unique antitumor properties of mitomycin C inspired chemists to develop different pyrrolizine systems and assess their potential antitumor activities against a wide variety of cancer types. Here we review the different classes of pyrrolizines that possess anticancer potency, with an emphasis on their structure activity relationships, in an effort to pave the way for further development in this promising area of research. (C) 2013 Elsevier Ltd. All rights reserved.
引用
收藏
页码:46 / 53
页数:8
相关论文
共 62 条
[1]   Novel substituted and fused pyrrolizine derivatives: Synthesis, anti-inflammatory and ulcerogenecity studies [J].
Abbas, Safinaz E. ;
Awadallah, Fadi M. ;
Ibrahim, Nashwa A. ;
Gouda, Ahmed M. .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2010, 45 (02) :482-491
[2]   UCS1025A and B, new antitumor antibiotics from the fungus Acremonium species [J].
Agatsuma, T ;
Akama, T ;
Nara, S ;
Matsumiya, S ;
Nakai, R ;
Ogawa, H ;
Otaki, S ;
Ikeda, S ;
Saitoh, Y ;
Kanda, Y .
ORGANIC LETTERS, 2002, 4 (25) :4387-4390
[3]  
ANDERSON WK, 1980, ARZNEIMITTEL-FORSCH, V30-1, P765
[4]   SYNTHESIS AND CHEMICAL-REACTIVITY OF C-5 SUBSTITUTED 6,7-BIS-(HYDROXYMETHYL)-1H-PYRROLIZINE BISCARBAMATE TUMOR INHIBITORS [J].
ANDERSON, WK ;
MACH, RH .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1990, 27 (04) :1025-1030
[5]   VINYLOGOUS CARBINOLAMINE TUMOR INHIBITORS .24. SYNTHESIS, CHEMISTRY, AND ANTINEOPLASTIC ACTIVITY OF ALPHA-HALOPYRIDINIUM SALTS - POTENTIAL PYRIDONE PRODRUGS OF ACYLATED VINYLOGOUS CARBINOLAMINE TUMOR INHIBITORS [J].
ANDERSON, WK ;
DEAN, DC ;
ENDO, T .
JOURNAL OF MEDICINAL CHEMISTRY, 1990, 33 (06) :1667-1675
[6]   DNA-directed alkylating agents. 7. Synthesis, DNA interaction, and antitumor activity of bis(hydroxymethyl)- and bis(carbamate)-substituted pyrrolizines and imidazoles [J].
Atwell, GJ ;
Fan, JY ;
Tan, K ;
Denny, WA .
JOURNAL OF MEDICINAL CHEMISTRY, 1998, 41 (24) :4744-4754
[7]   Organocatalytic Asymmetric Synthesis of Chiral Pyrrolizines by Cascade Conjugate Addition-Aldol Reactions [J].
Bae, Ju-Yeon ;
Lee, Hyo-Jun ;
Youn, Seok-Ho ;
Kwon, Su-Hyun ;
Cho, Chang-Woo .
ORGANIC LETTERS, 2010, 12 (19) :4352-4355
[8]   Synthesis and Molecular Modeling Studies of Anti-inflammatory Active 1H-Pyrrolizine-5-carboxamides [J].
Barsoum, Flora F. .
ARCHIV DER PHARMAZIE, 2011, 344 (01) :56-65
[9]   Mitomycin C: a clinical update [J].
Bradner, WT .
CANCER TREATMENT REVIEWS, 2001, 27 (01) :35-50
[10]   STUDIES ON THE PYRROLIZIDINE ANTITUMOR AGENT, CLAZAMYCIN - INTERCONVERSION OF CLAZAMYCIN-A AND CLAZAMYCIN-B [J].
BUECHTER, DD ;
THURSTON, DE .
JOURNAL OF NATURAL PRODUCTS, 1987, 50 (03) :360-367