Recent Advances in chemistry and pharmacology of 2-methoxyestradiol: An anticancer investigational drug

被引:51
作者
Kumar, B. Sathish [1 ]
Raghuvanshi, Dushyant Singh [1 ]
Hasanain, Mohammad [2 ]
Alam, Sarfaraz [1 ]
Sarkar, Jayanta [2 ]
Mitra, Kalyan [2 ]
Khan, Feroz [1 ]
Negi, Arvind S. [1 ]
机构
[1] Cent Inst Med & Aromat Plants, CSIR, Kukrail Picn Spot Rd,PO CIMAP, Lucknow 226015, Uttar Pradesh, India
[2] Cent Drug Res Inst, CSIR, BS 10-1,Sect 10,Sitapur Rd, Lucknow 226031, Uttar Pradesh, India
关键词
2-Methoxyestradiol; Anticancer; Structure-activity relationship; Synthetic derivatives; Clinical trials; ENDOGENOUS ESTROGEN METABOLITE; CELL-CYCLE PROGRESSION; COLCHICINE-BINDING-SITE; PROSTATE-CANCER CELLS; SMOOTH-MUSCLE-CELLS; BREAST-CANCER; IN-VITRO; TUBULIN POLYMERIZATION; LIQUID-CHROMATOGRAPHY; ANTIMITOTIC ACTIVITY;
D O I
10.1016/j.steroids.2016.03.017
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
2-Methoxyestradiol (2ME(2)), an estrogen hormone metabolite is a potential cancer chemotherapeutic agent. Presently, it is an investigational drug under various phases of clinical trials alone or in combination therapy. Its anticancer activity has been attributed to its antitubulin, antiangiogenic, pro-apoptotic and ROS induction properties. This anticancer drug candidate has been explored extensively in last twenty years for its detailed chemistry and pharmacology. Present review is an update of its chemistry and biological activity. It also extends an assessment of potential of 2ME(2) and its analogues as possible anticancer drug in future. (C) 2016 Elsevier Inc. All rights reserved.
引用
收藏
页码:9 / 34
页数:26
相关论文
共 197 条
  • [1] Synthesis and structure-activity relationships of 16-modified analogs of 2-methoxyestradiol
    Agoston, Gregory E.
    Shah, Jamshed H.
    LaVallee, Theresa M.
    Zhan, Xiaoguo
    Pribluda, Victor S.
    Treston, Anthony M.
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY, 2007, 15 (24) : 7524 - 7537
  • [2] 18F-labelling of A-ring substituted 16α-fluoro-estradiols as potential radiopharmaceuticals for PET imaging
    Ahmed, Naseem
    Garcia, Guillaume
    Ali, Hasrat
    van Lier, Johan E.
    [J]. STEROIDS, 2009, 74 (01) : 42 - 50
  • [3] AIZUYOKOTA E, 1995, CANCER RES, V55, P1863
  • [4] ortho-Formylation of estrogens. Synthesis of the anti-cancer agent 2-methoxyestradiol
    Akselsen, Oyvind W.
    Hansen, Trond Vidar
    [J]. TETRAHEDRON, 2011, 67 (40) : 7738 - 7742
  • [5] QSAR and docking studies on xanthone derivatives for anticancer activity targeting DNA topoisomerase IIα
    Alam, Sarfaraz
    Khan, Feroz
    [J]. DRUG DESIGN DEVELOPMENT AND THERAPY, 2014, 8 : 183 - 195
  • [6] Amorino GP, 2000, RADIAT RES, V153, P384, DOI 10.1667/0033-7587(2000)153[0384:EOREIV]2.0.CO
  • [7] 2
  • [8] ESTRADIOL METABOLISM BY COMPLEMENTARY DEOXYRIBONUCLEIC ACID-EXPRESSED HUMAN CYTOCHROME-P450S
    AOYAMA, T
    KORZEKWA, K
    NAGATA, K
    GILLETTE, J
    GELBOIN, HV
    GONZALEZ, FJ
    [J]. ENDOCRINOLOGY, 1990, 126 (06) : 3101 - 3106
  • [9] 2-methoxyestradiol arrests cells in mitosis without depolymerizing tubulin
    Attalla, H
    Makela, TP
    Adlercreutz, H
    Andersson, LC
    [J]. BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS, 1996, 228 (02) : 467 - 473