Absolute Configuration of Stizolicin and Synthesis and Biological Activity of Its Amino Derivatives

被引:0
作者
E. M. Suleimenov
V. A. Raldugin
Yu. V. Gatilov
I. Yu. Bagryanskaya
R. Seidakhmetova
R. M. Aksartov
S. M. Adekenov
机构
[1] Ministry of Education and Science of the Republic of Kazakhstan,Institute of Phytochemistry
[2] Russian Academy of Sciences,N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Division
来源
Chemistry of Natural Compounds | 2005年 / 41卷
关键词
germacranolides; PMR; x-ray structure analysis; antimicrobial activity;
D O I
暂无
中图分类号
学科分类号
摘要
Reaction of the germacranolide stizolicin with secondary amines formed normal products of a Michael reaction at the exomethylene group and simultaneously led to solvolysis with cleavage of the acyl group. The structures of the molecules were established by XSA. Use of the HI salt of one of the resulting amines enabled the proof of its absolute configuration and that of the starting stizolicin, which had previously only been proposed. Stizolicin and the synthesized compounds were screened for antimicrobial and antitrichomonal activity.
引用
收藏
页码:561 / 564
页数:3
相关论文
共 50 条
[1]   Absolute configuration of stizolicin and synthesis and biological activity of its amino derivatives [J].
Suleimenov, EM ;
Raidugin, VA ;
Gatilov, YV ;
Bagryanskaya, IY ;
Seidakhmetova, R ;
Aksartov, RM ;
Adekenov, SM .
CHEMISTRY OF NATURAL COMPOUNDS, 2005, 41 (05) :561-564
[2]   Synthesis and biological activity of amino acid derivatives of avarone and its model compound [J].
Vilipic, Jovana ;
Novakovic, Irena ;
Stanojkovic, Tatjana ;
Matic, Ivana ;
Segan, Dejan ;
Kljajic, Zoran ;
Sladic, Dugan .
BIOORGANIC & MEDICINAL CHEMISTRY, 2015, 23 (21) :6930-6942
[3]   Synthesis of penaresidin derivatives and its biological activity [J].
Ohshita, Kengo ;
Ishiyama, Haruaki ;
Takahashi, Yohei ;
Ito, Junji ;
Mikami, Yuzuru ;
Kobayashi, Jun'ichi .
BIOORGANIC & MEDICINAL CHEMISTRY, 2007, 15 (14) :4910-4916
[4]   Dichlorophosphoryl Isocyanate: Synthesis, Chemical Reactions, and Biological Activity of its Derivatives [J].
Medini, Faten ;
Aroua, Lotfi Mohamed ;
Mekni, Nejib Ben Hussein .
MINI-REVIEWS IN ORGANIC CHEMISTRY, 2024, 21 (08) :833-851
[5]   Synthesis and biological activity of fluorine-containing amino derivatives based on 4-caranethiol [J].
D. V. Sudarikov ;
Yu. V. Krymskaya ;
N. O. Il’chenko ;
P. A. Slepukhin ;
S. A. Rubtsova ;
A. V. Kutchin .
Russian Chemical Bulletin, 2018, 67 :731-742
[6]   Synthesis and biological activity of fluorine-containing amino derivatives based on 4-caranethiol [J].
Sudarikov, D. V. ;
Krymskaya, Yu. V. ;
Il'chenko, N. O. ;
Slepukhin, P. A. ;
Rubtsova, S. A. ;
Kutchin, A. V. .
RUSSIAN CHEMICAL BULLETIN, 2018, 67 (04) :731-742
[7]   Synthesis and characterization of thiazepine derivatives and their biological activity [J].
Kumari, Neetu ;
Kumar, Rajesh ;
Hada, Sonal ;
Joshi, Y. C. .
INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 2017, 56 (12) :1265-1269
[8]   Synthesis and biological activity of new metronidazole derivatives [J].
Al-Masoudi, Najim A. ;
Abbas, Zina A. A. .
MONATSHEFTE FUR CHEMIE, 2016, 147 (02) :383-390
[9]   Synthesis and Biological Activity of Thiazole Dithiocarbamate Derivatives [J].
Gundogdu-Karaburun, Nalan .
LETTERS IN DRUG DESIGN & DISCOVERY, 2014, 11 (06) :814-823
[10]   Synthesis and biological activity studies of furan derivatives [J].
Logoglu, Elif ;
Yilmaz, Mehmet ;
Katircioglu, Hikmet ;
Yakut, Mehtap ;
Mercan, Sercan .
MEDICINAL CHEMISTRY RESEARCH, 2010, 19 (05) :490-497