scholarly journals The Curtius rearrangement: mechanistic insight and recent applications in natural product syntheses

2018 ◽  
Vol 16 (12) ◽  
pp. 2006-2027 ◽  
Author(s):  
Arun K. Ghosh ◽  
Anindya Sarkar ◽  
Margherita Brindisi

An extensive review on the Curtius reaction and its recent applications in the synthesis of bioactive natural products are reported.

2015 ◽  
Vol 13 (44) ◽  
pp. 10774-10796 ◽  
Author(s):  
Nadeem S. Sheikh

Recent most illustrative examples dealing with 4π electrocyclisation in domino reactions, along with a precise mechanistic insight and its synthetic utility towards bioactive natural products are concisely reviewed.


RSC Advances ◽  
2016 ◽  
Vol 6 (112) ◽  
pp. 111564-111598 ◽  
Author(s):  
Arun K. Ghosh ◽  
Margherita Brindisi

An extensive review of the Achmatowicz reaction and its application in the synthesis of bioactive natural products is reported.


Marine Drugs ◽  
2019 ◽  
Vol 17 (5) ◽  
pp. 249 ◽  
Author(s):  
Subramani ◽  
Sipkema

Rare actinomycetes are prolific in the marine environment; however, knowledge about their diversity, distribution and biochemistry is limited. Marine rare actinomycetes represent a rather untapped source of chemically diverse secondary metabolites and novel bioactive compounds. In this review, we aim to summarize the present knowledge on the isolation, diversity, distribution and natural product discovery of marine rare actinomycetes reported from mid-2013 to 2017. A total of 97 new species, representing 9 novel genera and belonging to 27 families of marine rare actinomycetes have been reported, with the highest numbers of novel isolates from the families Pseudonocardiaceae, Demequinaceae, Micromonosporaceae and Nocardioidaceae. Additionally, this study reviewed 167 new bioactive compounds produced by 58 different rare actinomycete species representing 24 genera. Most of the compounds produced by the marine rare actinomycetes present antibacterial, antifungal, antiparasitic, anticancer or antimalarial activities. The highest numbers of natural products were derived from the genera Nocardiopsis, Micromonospora, Salinispora and Pseudonocardia. Members of the genus Micromonospora were revealed to be the richest source of chemically diverse and unique bioactive natural products.


Medicines ◽  
2019 ◽  
Vol 6 (2) ◽  
pp. 61 ◽  
Author(s):  
Arjun Pitchai ◽  
Rajesh Kannan Rajaretinam ◽  
Jennifer L. Freeman

Most neurodegenerative diseases are currently incurable, with large social and economic impacts. Recently, there has been renewed interest in investigating natural products in the modern drug discovery paradigm as novel, bioactive small molecules. Moreover, the discovery of potential therapies for neurological disorders is challenging and involves developing optimized animal models for drug screening. In contemporary biomedicine, the growing need to develop experimental models to obtain a detailed understanding of malady conditions and to portray pioneering treatments has resulted in the application of zebrafish to close the gap between in vitro and in vivo assays. Zebrafish in pharmacogenetics and neuropharmacology are rapidly becoming a widely used organism. Brain function, dysfunction, genetic, and pharmacological modulation considerations are enhanced by both larval and adult zebrafish. Bioassay-guided identification of natural products using zebrafish presents as an attractive strategy for generating new lead compounds. Here, we see evidence that the zebrafish’s central nervous system is suitable for modeling human neurological disease and we review and evaluate natural product research using zebrafish as a vertebrate model platform to systematically identify bioactive natural products. Finally, we review recently developed zebrafish models of neurological disorders that have the potential to be applied in this field of research.


2015 ◽  
Vol 32 (4) ◽  
pp. 605-632 ◽  
Author(s):  
Michail Tsakos ◽  
Eva S. Schaffert ◽  
Lise L. Clement ◽  
Nikolaj L. Villadsen ◽  
Thomas B. Poulsen

In this review we investigate the use of complex ester fragment couplings within natural product total syntheses. Using examples from the literature up to 2014 we illustrate the state-of-the-art as well as the challenges within this area of organic synthesis.


2018 ◽  
Author(s):  
Nataliia Machushynets ◽  
Changsheng Wu ◽  
Somayah S. Elsayed ◽  
Thomas Hankemeier ◽  
Gilles P. van Wezel

AbstractActinobacteria are a major source of novel bioactive natural products. A challenge in the screening of these microorganisms lies in finding the favorable growth conditions for secondary metabolite production and dereplication of known molecules. Here, we report that Streptomyces sp. MBT27 produces 4-quinazolinone alkaloids in response to elevated levels of glycerol, whereby quinazolinones A (1) and B (2) form a new sub-class of this interesting family of natural products. Global Natural Product Social molecular networking (GNPS) resulted in a quinazolinone-related network that included anthranilic acid (3), anthranilamide (4), 4(3H)-quinazolinone (5) and 2,2-dimethyl-1,2-dihydroquinazolin-4(3H)-one (6). Actinomycins D (7) and X2 (8) were also identified in the extracts of Streptomyces sp. MBT27. The induction of quinazolinone production by glycerol combined with biosynthetic insights provide evidence that glycerol is integrated into the chemical scaffold. The unprecedented 1,4-dioxepane ring that is spiro-fused into the quinazolinone backbone, is most likely formed by intermolecular etherification of two units of glycerol. Our work underlines the importance of varying the growth conditions for the discovery of novel natural products and for understanding their biosynthesis.


Sign in / Sign up

Export Citation Format

Share Document