The natural and synthetic indole weaponry against bacteria

被引:54
作者
Ciulla, Maria Gessica [1 ]
Kumar, Kamal [1 ]
机构
[1] Max Planck Inst Mol Physiol, Abt Chem Biol, Otto Hahn Str 11, D-44227 Dortmund, Germany
关键词
lndole alkaloids; Antibacterial compounds; Drug resistant bacteria; Natural products; lndole polycycles; STAPHYLOCOCCUS-AUREUS MRSA; RNA-POLYMERASE; ANTIBACTERIAL ACTIVITY; BIS(INDOLE) ALKALOIDS; BISINDOLE ALKALOIDS; PYRUVATE-KINASE; ANTIMICROBIAL ACTIVITY; BIOLOGICAL-ACTIVITY; CRYSTAL-STRUCTURE; TURBOMYCIN-B;
D O I
10.1016/j.tetlet.2018.07.045
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The emergence of drug resistant bacterial infections leading to high mortality rates has posed a formidable challenge to organic synthesis and medicinal chemists to deliver potent and novel antibacterial drug candidates. In particular, antibacterial agents based on novel chemotypes and first-in-class drug candidates with novel mode of actions are highly desired. Indole scaffold has found a consistent presence in the bioactive molecules of synthetic and natural origin. The potential of indole based small molecules as antibacterial agents has not been as much explored as in other areas of medicine, like cancer therapy. In this review, we present a brief account of indole based antibacterial small molecules which have been either synthesized in the laboratory or isolated from natural sources and provide intriguing potential leads in the antibiotic drug discovery research. (C) 2018 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3223 / 3233
页数:11
相关论文
共 103 条
[1]   Synthesis of de novo designed small-molecule inhibitors of bacterial RNA polymerase [J].
Agarwal, Anil K. ;
Johnson, A. Peter ;
Fishwick, Colin W. G. .
TETRAHEDRON, 2008, 64 (43) :10049-10054
[2]   Novel synthetic molecules targeting the bacterial RNA polymerase assembly [J].
André, E ;
Bastide, L ;
Michaux-Charachon, S ;
Gouby, A ;
Villain-Guillot, P ;
Latouche, J ;
Bouchet, A ;
Gualtiéri, M ;
Leonetti, JP .
JOURNAL OF ANTIMICROBIAL CHEMOTHERAPY, 2006, 57 (02) :245-251
[3]   Iron(II) Chloride-1,1′-Binaphthyl-2,2′-diamine (FeCl2-BINAM) Complex Catalyzed Domino Synthesis of Bisindolylmethanes from Indoles and Primary Alcohols [J].
Badigenchala, Sindhura ;
Ganapathy, Dhandapani ;
Das, Ankita ;
Singh, Rahul ;
Sekar, Govindasamy .
SYNTHESIS-STUTTGART, 2014, 46 (01) :101-109
[4]   Exploration of Aberrant Behaviour of Grignard Reagents with Indole-3-carboxaldehyde: Application to the Synthesis of Turbomycin B and Vibrindole A Derivatives [J].
Bahuguna, A. ;
Sharma, R. ;
Sagara, P. S. ;
Ravikumar, P. C. .
SYNLETT, 2017, 28 (01) :117-121
[5]   Bisindole alkaloids of the topsentin and hamacanthin classes from a marine sponge Spongosorites sp. [J].
Bao, Baoquan ;
Sun, Qishi ;
Yao, Xinsheng ;
Hong, Jongki ;
Lee, Chong-O. ;
Cho, Hee Young ;
Jung, Jee H. .
JOURNAL OF NATURAL PRODUCTS, 2007, 70 (01) :2-8
[6]   Cytotoxic bisindole alkaloids from a marine sponge Spongosorites sp. [J].
Bao, BQ ;
Sun, QS ;
Yao, XS ;
Hong, JK ;
Lee, CO ;
Sim, CJ ;
Im, KS ;
Jung, JH .
JOURNAL OF NATURAL PRODUCTS, 2005, 68 (05) :711-715
[7]   New spiro-oxindole constructed with pyrrolidine/thioxothiazolidin-4-one derivatives: Regioselective synthesis, X-ray crystal structures, Hirshfeld surface analysis, DFT, docking and antimicrobial studies [J].
Barakat, Assem ;
Soliman, Saied M. ;
Al-Majid, Abdullah Mohammed ;
Ali, M. ;
Islam, Mohammad Shahidul ;
Elshaier, Yaseen A. M. M. ;
Ghabbour, Hazem A. .
JOURNAL OF MOLECULAR STRUCTURE, 2018, 1152 :101-114
[8]   Solvent-free indoles addition to carbonyl compounds promoted by CeCl3•7H2O-NaI-SiO2:: An efficient method for the synthesis of streptindole [J].
Bartoli, G ;
Bosco, M ;
Foglia, G ;
Giuliani, A ;
Marcantoni, E ;
Sambri, L .
SYNTHESIS-STUTTGART, 2004, (06) :895-900
[9]   A new approach for the synthesis of bisindoles through AgOTf as catalyst [J].
Beltra, Jorge ;
Concepcion Gimeno, M. ;
Herrera, Raquel P. .
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2014, 10 :2206-2214
[10]   The Joint European Compound Library: boosting precompetitive research [J].
Besnard, Jeremy ;
Jones, Philip S. ;
Hopkins, Andrew L. ;
Pannifer, Andrew D. .
DRUG DISCOVERY TODAY, 2015, 20 (02) :181-186