Abstract:
:Covering: up to the end of 2018 Piperazic acid is a cyclic hydrazine and a non-proteinogenic amino acid found in diverse non-ribosomal peptide (NRP) and hybrid NRP-polyketide (PK) structures. Piperazic acid was first identified as a residue in the monamycins in 1959. Since then, the piperazic acid residue has been found in >30 families of natural products, representing >140 compounds. Many of these compounds have potent biological activity, ranging from anti-malarial to anti-apoptotic to anti-bacterial activity, although high toxicity often accompanies this potent biological activity. Recently, we identified a piperazate synthase, responsible for N-N bond formation to give piperazic acid. Here, we review piperazic acid-containing natural products discovered from 1959 to 2018, with an emphasis on the biosynthetic routes to these natural products.
journal_name
Nat Prod Repjournal_title
Natural product reportsauthors
Morgan KD,Andersen RJ,Ryan KSdoi
10.1039/c8np00076jsubject
Has Abstractpub_date
2019-12-11 00:00:00pages
1628-1653issue
12eissn
0265-0568issn
1460-4752journal_volume
36pub_type
杂志文章,评审abstract::Covering: 1989 up to 2019 Ahp-cyclodepsipeptides (also known as Ahp-containing cyclodepsipeptides, cyanopeptolins, micropeptins, microginines, and lyngbyastatins, and by many other names) are a family of non-ribosomal peptide synthesis (NRPS)-derived natural products with potent serine protease inhibitory properties. ...
journal_title:Natural product reports
pub_type: 杂志文章,评审
doi:10.1039/c9np00033j
更新日期:2020-02-26 00:00:00
abstract::This review will detail progress made in the previous decade on the chemistry and bioactivity of birch bark extractive products. Current and future applications of birch bark natural products in pharmaceuticals, cosmetics, and dietary supplements for the prevention and treatment of cancer, HIV,and other human pathogen...
journal_title:Natural product reports
pub_type: 杂志文章,评审
doi:10.1039/b606816b
更新日期:2006-12-01 00:00:00
abstract::Covering: up to the end of 2015.Peptides are naturally occurring compounds that play an important role in all living systems and are responsible for a range of essential functions. Peptide receptors have been implicated in disease states such as oncology, metabolic disorders and cardiovascular disease. Therefore, natu...
journal_title:Natural product reports
pub_type: 杂志文章,评审
doi:10.1039/c5np00083a
更新日期:2016-06-02 00:00:00
abstract::Pantothenate is an essential metabolite for all biological systems, however, the biosynthetic pathway is limited to plants, eubacteria and archaea. This suggests that the pathway is a strong candidate for the discovery of novel antibiotic and herbicidal compounds. The enzymology of this short pathway in both bacteria ...
journal_title:Natural product reports
pub_type: 杂志文章,评审
doi:10.1039/b316419p
更新日期:2004-12-01 00:00:00
abstract::This Highlight describes factors that contribute to an ideal synthesis, including economies (step, time, atom, solvent, energy) and orientations (target, diversity, safety, function), and the role of synthesis-informed design directed at function in advancing synthesis and its impact on science. ...
journal_title:Natural product reports
pub_type: 杂志文章,评审
doi:10.1039/c4np00013g
更新日期:2014-04-01 00:00:00
abstract::Covering: 1958 to June 2018 Phenyl-γ-valerolactones (PVLs) and their related phenylvaleric acids (PVAs) are the main metabolites of flavan-3-ols, the major class of flavonoids in the human diet. Despite their presumed importance, these gut microbiota-derived compounds have, to date, in terms of biological activity, be...
journal_title:Natural product reports
pub_type: 杂志文章,评审
doi:10.1039/c8np00062j
更新日期:2019-05-22 00:00:00
abstract::Contact chemosensation, or tasting, is a complex process governed by nonvolatile phytochemicals that tell host-seeking insects whether they should accept or reject a plant. During this process, insect gustatory receptors (GRs) contribute to deciphering a host plant's metabolic code. GRs recognise many different classe...
journal_title:Natural product reports
pub_type: 杂志文章,评审
doi:10.1039/c7np00002b
更新日期:2017-05-10 00:00:00
abstract::Phytotoxic compounds produced by plant pathogens are often crucial determinants of plant disease. Knowledge of them provides insights into disease syndromes and may be exploited by conventional breeding and biotechnology to obtain resistant crops. ...
journal_title:Natural product reports
pub_type: 杂志文章,评审
doi:10.1039/b513232k
更新日期:2007-02-01 00:00:00
abstract::We compiled a data set of the compounds that terrestrial vertebrates (amniotes) use to send chemical signals, and searched for relationships between signal compound properties and signal function. Overall, relationships were scarce and formed only small-scale patterns. Terrestrial vertebrate signalling compounds are i...
journal_title:Natural product reports
pub_type: 杂志文章,评审
doi:10.1039/c5np00029g
更新日期:2015-07-01 00:00:00
abstract::Covering: Early 2008 until the end of 2019Microorganisms which survive (extreme-tolerant) or even prefer (extremophilic) living at the limits of pH, temperature, salinity and pressure found on earth have proven to be a rich source of novel structures. In this update we summarise the wide variety of new molecules which...
journal_title:Natural product reports
pub_type: 杂志文章,评审
doi:10.1039/d0np00021c
更新日期:2020-07-16 00:00:00
abstract::Covering: up to September 2015. Meroterpenoids are hybrid natural products that partially originate from the terpenoid pathway. The meroterpenoids derived from fungi display quite diverse structures, with a wide range of biological properties. This review summarizes the molecular bases for their biosyntheses, which we...
journal_title:Natural product reports
pub_type: 杂志文章,评审
doi:10.1039/c5np00090d
更新日期:2016-01-01 00:00:00
abstract::In the recent past, macromolecular crystallography has gone through substantial methodological and technological development. The purpose of this review is to provide a general overview of structural biology and its impact on enzyme structure/function analysis and illustrate how it is modifying the focus of research r...
journal_title:Natural product reports
pub_type: 杂志文章,评审
doi:10.1039/c2np20057k
更新日期:2012-10-01 00:00:00
abstract::Covering: 2000 to 2008. Previous review: D. L. Wright and C. R. Whitehead, Org. Prep. Proced. Int., 2000, 32, 309-330. An overview of synthetic efforts toward cyathane diterpenoid natural products from the year 2000 to present is provided. The emphasis of this review is the various ring-constructing and stereoforming ...
journal_title:Natural product reports
pub_type: 杂志文章,评审
doi:10.1039/b811227b
更新日期:2009-05-01 00:00:00
abstract::Microorganisms and in particular actinomycetes and microfungi are known to produce a vast number of bioactive secondary metabolites. For industrially important fungal genera such as Penicillium and Aspergillus the production of these compounds has been demonstrated to be very consistent at the species level. This mean...
journal_title:Natural product reports
pub_type: 杂志文章,评审
doi:10.1039/b404943h
更新日期:2005-12-01 00:00:00
abstract::Covering: up to February 2019Actinomycetes are Gram positive bacteria of the phylum Actinobacteria. These organisms are one of the most important sources of structurally diverse, clinically used antibiotics and other valuable bioactive products, as well as biotechnologically relevant enzymes. Most strains were discove...
journal_title:Natural product reports
pub_type: 杂志文章,评审
doi:10.1039/c9np00029a
更新日期:2019-09-01 00:00:00
abstract::Bracken (Pteridium spp.) is a ubiquitous fern which has been described as one of the five most common plants on the earth. The toxic effects of bracken on livestock have been recorded since the end of the 19th century, and extensive and intensive investigations for the bracken toxin(s) led to the isolation of ptaquilo...
journal_title:Natural product reports
pub_type: 杂志文章,评审
doi:10.1039/b614160a
更新日期:2007-08-01 00:00:00
abstract::This review summarizes the state of knowledge on D-glucosamine-6P synthesis catalyzed by glucosamine-6P synthase. The mechanisms of L-glutamine hydrolysis, ammonia transfer and fructose-6P conversion into D-glucosamine-6P are analyzed with the E. coli enzyme in light of recent X-ray structures. With 92 references this...
journal_title:Natural product reports
pub_type: 杂志文章,评审
doi:10.1039/b103713g
更新日期:2002-02-01 00:00:00
abstract::Blue flower colors are primarily due to anthocyanin, a flavonoid pigment. Anthocyanin itself is purple in neutral aqueous solutions, ans its color is very unstable and quickly fades. Therefore, the mechanism of blue color development in living flower petals is one of the most intriguing problems in natural product che...
journal_title:Natural product reports
pub_type: 杂志文章,评审
doi:10.1039/b800165k
更新日期:2009-07-01 00:00:00
abstract::Covering: 2011-2017Radical cyclizations have a rich history in organic chemistry and have been particularly generous to the field of natural product synthesis. Owing to their ability to operate in highly congested molecular quarters, and with significant functional group compatibility, these transformations have enabl...
journal_title:Natural product reports
pub_type: 杂志文章,评审
doi:10.1039/c7np00065k
更新日期:2018-02-21 00:00:00
abstract::This Highlight describes synthetic methods that have enabled new strategic approaches to the synthesis of natural product targets as well as libraries of compounds for unbiased screening experiments. The structural differences of the compounds produced by both efforts are illustrated. ...
journal_title:Natural product reports
pub_type: 杂志文章,评审
doi:10.1039/b814468k
更新日期:2009-01-01 00:00:00
abstract::Venomous marine cone snails harbour a variety of small disulfide-rich peptides called conotoxins, which target a broad range of ion channels, membrane receptors, and transporters. More than 700 species of Conus are thought to exist, each expressing a wide array of different peptides. Within this large repertoire of to...
journal_title:Natural product reports
pub_type: 杂志文章,评审
doi:10.1039/b819311h
更新日期:2009-04-01 00:00:00
abstract::Covering: 1972 to 2011. This review covers the literature of prenylated quinone, hydroquinone and naphthoquinone marine natural products with reported cytotoxic and/or antioxidant properties. The structures, biological activity and, where applicable, the syntheses of 159 cytotoxic/antioxidant compounds, isolated from ...
journal_title:Natural product reports
pub_type: 杂志文章,评审
doi:10.1039/c2np00086e
更新日期:2012-05-01 00:00:00
abstract::Covering: up to 2018 2-Oxoglutarate-dependent oxygenases (2ODOs) comprise a large enzyme superfamily in plant genomes, second in size only to the cytochromes P450 monooxygenase (CYP) superfamily. 2ODOs participate in both primary and specialized plant pathways, and their occurrence across all life kingdoms points to a...
journal_title:Natural product reports
pub_type: 杂志文章,评审
doi:10.1039/c7np00060j
更新日期:2018-08-15 00:00:00
abstract::Aristolactams, having a phenanthrene chromophore are a small group of compounds mainly found in the Aristolochiaceae together with the aristolochic acids and 4,5-dioxoaporphines. In this report, these three important classes of natural products are reviewed and classified on the basis of their oxygenation pattern. In ...
journal_title:Natural product reports
pub_type: 杂志文章,评审
doi:10.1039/b303648k
更新日期:2003-12-01 00:00:00
abstract::A detailed overview is presented of recent total synthesis approaches to four different diterpenoids--the ginkgolides, tonantzitlolone, ingenol and eleutherobin. Due to their structural complexity, all pose major challenges for total synthesis, guaranteeing diverse strategic tours de force and a rich synthetic chemist...
journal_title:Natural product reports
pub_type: 杂志文章,评审
doi:10.1039/b705652b
更新日期:2008-04-01 00:00:00
abstract::This review article provides an overview on the current state of research in the area of microtubule-stabilizing agents from natural sources, with a primary focus on the biochemistry, biology, and pharmacology associated with these compounds. A variety of natural products have been discovered over the last decade to i...
journal_title:Natural product reports
pub_type: 杂志文章,评审
doi:10.1039/b515619j
更新日期:2007-04-01 00:00:00
abstract::Heterologous expression of biosynthetic pathways is an indispensable tool in the discovery, production, engineering, and characterization of bacterial polyketides and the complex enzymology involved in their biosynthesis. Ensuring transcription of polyketide biosynthetic gene clusters in heterologous hosts is a pressi...
journal_title:Natural product reports
pub_type: 杂志文章,评审
doi:10.1039/c3np70060g
更新日期:2013-10-11 00:00:00
abstract::Novel organic reactions drive the advance of chemical synthesis in the same way that enabling technologies drive new scientific discoveries. One area of organic methodology that has undergone significant growth during the last decade is that of homogeneous gold-catalyzed transformations. This trend has been further en...
journal_title:Natural product reports
pub_type: 杂志文章,评审
doi:10.1039/c3np70075e
更新日期:2014-04-01 00:00:00
abstract::This review deals with the isolation and structure elucidation of meroterpenoids (natural products of mixed biosynthetic origin which are partially derived from terpenoids) from higher and lower fungi, and discusses biosynthetic studies and biological activities as appropriate. It describes 333 fungal meroterpenoids a...
journal_title:Natural product reports
pub_type: 杂志文章,评审
doi:10.1039/b820413f
更新日期:2009-08-01 00:00:00
abstract::This Viewpoint article provides a personal viewpoint of research in the area of fungal polyketide biosynthesis. It spans the period from the first applications and subsequent development of modern stable-isotope labelling methods, the isolation, sequencing and expression of PKS genes, biochemical and structural charac...
journal_title:Natural product reports
pub_type: 杂志文章,评审
doi:10.1039/c4np00065j
更新日期:2014-10-01 00:00:00