Synthesis of Daumone Derivatives and their Antiangiogenic Activities on Chorioallantoic Membrane

被引:1
|
作者
Ricci, Jeremy [1 ]
Min, Dongguk [1 ]
Oh, Miyeon [1 ]
Lim, Hyenchong [1 ]
Chung, Won-Yoon [2 ]
Park, Kwang-Kyun [2 ]
Jung, Mankil [1 ]
机构
[1] Yonsei Univ, Dept Chem, Seoul 120749, South Korea
[2] Yonsei Univ, Dept Oral Biol, Coll Dent, Seoul 120752, South Korea
基金
新加坡国家研究基金会;
关键词
Daumone; glycolipid; antiangiogenic activity; synthesis; CAENORHABDITIS-ELEGANS; ANTICANCER ACTIVITY; GLYCOLIPID HYBRIDS; LARVAL DEVELOPMENT; PHEROMONE;
D O I
10.2174/1573406411666150514100630
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Daumone, a dauer-inducing pheromone and a series of lipid derivatives were synthesized from daumone to investigate structure-activity trends. Lipid derivatives demonstrated potent in vivo antiangiogenic activity on the chorioallantoic membrane, which exceeded that of fumagillin and thalidomide as reference agents. Among the 11 synthetic compounds tested, new derivatives 3, 11 and 13 showed the most potent antiangiogenic activity, which was twice that of fumagillin and thalidomide, replacing these as the most potent known antiangiogenic agents.
引用
收藏
页码:747 / 752
页数:6
相关论文
共 50 条
  • [31] Synthesis and antiproliferative activities of aminoalkylated polymethoxyflavonoid derivatives
    Li, Xue-Li
    Zhang, Yan-Hua
    Wang, Cai-Fang
    Wang, Qiu-An
    NATURAL PRODUCT RESEARCH, 2019, 33 (06) : 827 - 834
  • [32] Synthesis of andrographolide cyclophosphate derivatives and their antitumor activities
    Xu, HW
    Zhang, JY
    Liu, HM
    Wang, JF
    SYNTHETIC COMMUNICATIONS, 2006, 36 (04) : 407 - 414
  • [33] Synthesis and Antibacterial Activities of Penem Ferrocene Derivatives
    Yang, Yingbin
    He, Chunlian
    Wu, Chao
    Liu, Kaijian
    Xiang, Jiannan
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2010, 30 (12) : 1840 - 1847
  • [34] An Overview of the Pharmacological Activities and Synthesis of Benzothiophene Derivatives
    Pathak, Shilpi
    Singh, Ansh Pratap
    Sharma, Richa
    Pandey, Rahul
    MEDICINAL CHEMISTRY, 2024, 20 (09) : 839 - 854
  • [35] Synthesis of Trichodermin Derivatives and Their Antimicrobial and Cytotoxic Activities
    Barua, Javier E.
    de la Cruz, Mercedes
    de Pedro, Nuria
    Cautain, Bastien
    Hermosa, Rosa
    Cardoza, Rosa E.
    Gutierrez, Santiago
    Monte, Enrique
    Vicente, Francisca
    Collado, Isidro G.
    MOLECULES, 2019, 24 (20):
  • [36] Synthesis and evaluation of cytotoxic activities of artemisinin derivatives
    Sun, Qian
    Wang, Jin
    Li, Yao
    Zhuang, Jingjing
    Zhang, Qian
    Sun, Xiao
    Sun, Dequn
    CHEMICAL BIOLOGY & DRUG DESIGN, 2017, 90 (05) : 1019 - 1028
  • [37] Synthesis and Anticancer Activities of Some Thiazole Derivatives
    Kayagil, Ismail
    Demirayak, Seref
    PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2009, 184 (09) : 2197 - 2207
  • [38] Synthesis and cytotoxic activities of usnic acid derivatives
    Bazin, Marc-Antoine
    Le Lamer, Anne-Cecile
    Delcros, Jean-Guy
    Rouaud, Isabelle
    Uriac, Philippe
    Boustie, Joel
    Corbel, Jean-Charles
    Tomasi, Sophie
    BIOORGANIC & MEDICINAL CHEMISTRY, 2008, 16 (14) : 6860 - 6866
  • [39] Synthesis and Biological Activities of Hydroxytyrosol Ester Derivatives
    Zang, Hao
    Xu, Qian
    Zhang, Luyun
    Xia, Guangqing
    Sun, Jiaming
    Zhu, Junyi
    JOURNAL OF THE CHEMICAL SOCIETY OF PAKISTAN, 2020, 42 (01): : 109 - 119
  • [40] Synthesis of Chalcones Derivatives and Their Biological Activities: A Review
    Elkanzi, Nadia A. A.
    Hrichi, Hajer
    Alolayan, Ruba A.
    Derafa, Wassila
    Zahou, Fatin M.
    Bakr, Rania B.
    ACS OMEGA, 2022, 7 (32): : 27769 - 27786