Medicinal Chemistry of Annonaceous Acetogenins: Design, Synthesis, and Biological Evaluation of Novel Analogues

被引：73

作者：

Kojima, Naoto ^{[1
]}

Tanaka, Tetsuaki ^{[1
]}

机构：

[1] Osaka Univ, Grad Sch Pharmaceut Sci, Osaka, Japan

来源：

MOLECULES | 2009年 / 14卷 / 09期

关键词：

Annonaceous acetogenins; antitumor activity; analogues; structure-activity relationship; polyketides; MITOCHONDRIAL COMPLEX-I; NADH-UBIQUINONE OXIDOREDUCTASE; DELTA-LAC-ACETOGENINS; BIS-TETRAHYDROFURANIC ACETOGENINS; REMARKABLE SELECTIVE CYTOTOXICITY; ESSENTIAL STRUCTURAL FACTORS; GROWTH-INHIBITORY-ACTIVITY; POTENT ANTITUMOR-ACTIVITY; NATURAL-PRODUCT HYBRIDS; 1ST TOTAL-SYNTHESIS;

D O I：

10.3390/molecules14093621

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：

Most Annonaceous acetogenins are characterized by between one and three THF ring(s) with one or two flanking hydroxyl group(s) in the center of a C32/34 fatty acid, and the terminal carboxylic acid is combined with a 2-propanol unit to form an alpha,beta-unsaturated gamma-lactone. While many studies have addressed the properties and synthesis of natural acetogenins due to their attractive biological activities and unique structural features, a number of analogues have also been described. This review covers the design, synthesis, and biological evaluation of acetogenin analogues.

引用

下载

页码：3621 / 3661

页数：41

共 50 条

[31] Design, Synthesis, and Biological Evaluation of Fluorinated Analogues of Salicylihalamide
Sugimoto, Yoshinori
Konoki, Keiichi
Murata, Michio
Matsushita, Masafumi
Kanazawa, Hiroshi
Oishi, Tohru
JOURNAL OF MEDICINAL CHEMISTRY, 2009, 52 (03) : 798 - 806
[32] Design, synthesis, and biological evaluation of thiophene analogues of chalcones
Romagnoli, Romeo
Baraldi, Pier Giovanni
Carrion, Maria Dora
Cara, Carlota Lopez
Cruz-Lopez, Olga
Preti, Delia
Tolomeo, Manlio
Grimaudo, Stefania
Di Cristina, Antonella
Zonta, Nicola
Balzarini, Jan
Brancale, Andrea
Sarkar, Taradas
Hamel, Ernest
BIOORGANIC & MEDICINAL CHEMISTRY, 2008, 16 (10) : 5367 - 5376
[33] Design, synthesis, and evaluation of novel ethambutol analogues
Yendapally, Raghunandan
Lee, Richard E.
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2008, 18 (05) : 1607 - 1611
[34] Synthesis and biological evaluation of novel isothiazoloquinoline quinone analogues
Chen, Ling
Xie, Yuan-Zhu
Luo, Zhi-Yong
Liu, Li-Jun
Zou, Zi-Zheng
Liu, Hong-Dou
Kong, Fan-Rong
Hao, Ying
Gao, Jin-Lei
Wang, Liu-Liu
Ma, Da-You
Liu, Su-You
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2020, 30 (16)
[35] The synthesis and biological evaluation of novel bridging nucleoside analogues
Marzabadi, CH
Franck, RW
Schinazi, RF
BIOORGANIC & MEDICINAL CHEMISTRY, 2002, 10 (02) : 273 - 281
[36] Synthesis and biological evaluation of novel benzoxazinic analogues of ellipticine
Mousset, Deborah
Rabot, Remi
Bouyssou, Pascal
Coudert, Gerard
Gillaizeau, Isabelle
TETRAHEDRON LETTERS, 2010, 51 (30) : 3987 - 3990
[37] Synthesis and biological evaluation of novel fumagillin and ovalicin analogues
Mazitschek, R
Huwe, A
Giannis, A
ORGANIC & BIOMOLECULAR CHEMISTRY, 2005, 3 (11) : 2150 - 2154
[38] Synthesis, biological evaluation and toxicity of novel tetrandrine analogues
Schuetz, Ramona
Mueller, Martin
Geisslinger, Franz
Vollmar, Angelika
Bartel, Karin
Bracher, Franz
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2020, 207
[39] Synthesis and biological evaluation of novel epibatidine analogues.
Cheng, J
Zhang, CM
Stevens, ED
Izenwasser, S
Wade, D
Chen, SY
Paul, D
Trudell, ML
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2002, 223 : A90 - A90
[40] Synthesis and Biological Evaluation of Novel Gramicidin S Analogues
Tuin, Adriaan Willem
Palachanis, Dimitrios Konstantinos
Buizert, Annelies
Grotenbreg, Gijsbert Marnix
Spalburg, Emile
de Neeling, Albert J.
Mars-Groenendijk, Roos H.
Noort, Daan
van der Marel, Gijsbert A.
Overkleeft, Herman S.
Overhand, Mark
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2009, 2009 (25) : 4231 - 4241

← 1 2 3 4 5 →