Toward the ideal synthesis and molecular function through synthesis-informed design.

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_name

Nat Prod Rep

journal_title

Natural product reports

authors

Wender PA

doi

10.1039/c4np00013g

subject

Has Abstract

pub_date

2014-04-01 00:00:00

pages

433-40

issue

4

eissn

0265-0568

issn

1460-4752

journal_volume

31

pub_type

杂志文章,评审
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    abstract::Covering: 1997 to 2010. The angucycline group is the largest group of type II PKS-engineered natural products, rich in biological activities and chemical scaffolds. This stimulated synthetic creativity and biosynthetic inquisitiveness. The synthetic studies used five different strategies, involving Diels-Alder reactio...

    journal_title:Natural product reports

    pub_type: 杂志文章,评审

    doi:10.1039/c1np00068c

    authors: Kharel MK,Pahari P,Shepherd MD,Tibrewal N,Nybo SE,Shaaban KA,Rohr J

    更新日期:2012-02-01 00:00:00

  • The biosynthesis, molecular genetics and enzymology of the polyketide-derived metabolites.

    abstract::This review covers the biosynthesis of aliphatic and aromatic polyketides as well as mixed polyketide/NRPS metabolites, and discusses the molecular genetics and enzymology of the proteins responsible for their formation. ...

    journal_title:Natural product reports

    pub_type: 杂志文章,评审

    doi:10.1039/b301028g

    authors: Hill AM

    更新日期:2006-04-01 00:00:00

  • Bioactive oligosaccharide natural products.

    abstract::Covering up to December 2013. Oligosaccharide natural products target a wide spectrum of biological processes including disruption of cell wall biosynthesis, interference of bacterial translation, and inhibition of human α-amylase. Correspondingly, oligosaccharides possess the potential for development as treatments o...

    journal_title:Natural product reports

    pub_type: 杂志文章,评审

    doi:10.1039/c3np70128j

    authors: McCranie EK,Bachmann BO

    更新日期:2014-08-01 00:00:00

  • Biosynthesis and chemical diversity of β-lactone natural products.

    abstract::Covering: up to 2018 β-Lactones are strained rings that are useful organic synthons and pharmaceutical warheads. Over 30 core scaffolds of β-lactone natural products have been described to date, many with potent bioactivity against bacteria, fungi, or human cancer cell lines. β-Lactone natural products are chemically ...

    journal_title:Natural product reports

    pub_type: 杂志文章,评审

    doi:10.1039/c8np00052b

    authors: Robinson SL,Christenson JK,Wackett LP

    更新日期:2019-03-20 00:00:00

  • Blue flower color development by anthocyanins: from chemical structure to cell physiology.

    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

    authors: Yoshida K,Mori M,Kondo T

    更新日期:2009-07-01 00:00:00

  • Cytochromes P450 for natural product biosynthesis in Streptomyces: sequence, structure, and function.

    abstract::Covering: up to January 2017Cytochrome P450 enzymes (P450s) are some of the most exquisite and versatile biocatalysts found in nature. In addition to their well-known roles in steroid biosynthesis and drug metabolism in humans, P450s are key players in natural product biosynthetic pathways. Natural products, the most ...

    journal_title:Natural product reports

    pub_type: 杂志文章,评审

    doi:10.1039/c7np00034k

    authors: Rudolf JD,Chang CY,Ma M,Shen B

    更新日期:2017-08-30 00:00:00

  • Natural products from true mangrove flora: source, chemistry and bioactivities.

    abstract::The mangrove flora is a diverse group of salt-tolerant plants growing in tropical and subtropical intertidal estuarine zones. This review summarizes the source, chemistry and bioactivities of natural products from true mangrove species worldwide. It includes 349 metabolites and 150 references. The molecular phylogeny ...

    journal_title:Natural product reports

    pub_type: 杂志文章,评审

    doi:10.1039/b807365a

    authors: Wu J,Xiao Q,Xu J,Li MY,Pan JY,Yang MH

    更新日期:2008-10-01 00:00:00

  • Naturally-occurring nitro compounds.

    abstract::Naturally-occurring nitro compounds display great structural diversity, and a wide range of biological activities. This review summarizes current information on the structures of naturally-occurring nitro compounds and on the biosynthesis of the nitro group. ...

    journal_title:Natural product reports

    pub_type: 杂志文章,评审

    doi:10.1039/c0np00024h

    authors: Parry R,Nishino S,Spain J

    更新日期:2011-01-01 00:00:00

  • Ptaquiloside, the major toxin of bracken, and related terpene glycosides: chemistry, biology and ecology.

    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

    authors: Yamada K,Ojika M,Kigoshi H

    更新日期:2007-08-01 00:00:00

  • Expanding the roles for 2-oxoglutarate-dependent oxygenases in plant metabolism.

    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

    authors: Hagel JM,Facchini PJ

    更新日期:2018-08-15 00:00:00

  • Natural products and Pharma 2011: strategic changes spur new opportunities.

    abstract::Although natural products have been marginalized by major pharmaceutical companies over the last 20-30 years, the changing landscape of drug discovery now favors a greatly enhanced role for Nature's privileged structures. Screening for drug leads in phenotypic screens provides the best opportunity to realize the value...

    journal_title:Natural product reports

    pub_type: 杂志文章,评审

    doi:10.1039/c1np00033k

    authors: Carter GT

    更新日期:2011-10-01 00:00:00

  • Birch bark research and development.

    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

    authors: Krasutsky PA

    更新日期:2006-12-01 00:00:00

  • Meroterpenoids produced by fungi.

    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

    authors: Geris R,Simpson TJ

    更新日期:2009-08-01 00:00:00

  • Nature and nurture: confluence of pathway determinism with metabolic and chemical serendipity diversifies Monascus azaphilone pigments.

    abstract::Covering: up to June 2018 Understanding the biosynthetic mechanisms that generate the astounding structural complexity and variety of fungal secondary metabolites (FSMs) remains a challenge. As an example, the biogenesis of the Monascus azaphilone pigments (MonAzPs) has remained obscure until recently despite the sign...

    journal_title:Natural product reports

    pub_type: 杂志文章,评审

    doi:10.1039/c8np00060c

    authors: Chen W,Feng Y,Molnár I,Chen F

    更新日期:2019-04-17 00:00:00

  • Biosynthesis of fungal meroterpenoids.

    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

    authors: Matsuda Y,Abe I

    更新日期:2016-01-01 00:00:00

  • Contact chemosensation of phytochemicals by insect herbivores.

    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

    authors: Pentzold S,Burse A,Boland W

    更新日期:2017-05-10 00:00:00

  • Steroids: reactions and partial synthesis.

    abstract::The article reviews the progress in the chemistry of the steroids that was published between January and December, 2001. The reactions and partial syntheses of estrogens, androgens, pregnanes, cholic acid derivatives, cholestanes and vitamin D analogues are covered. There are 184 references. ...

    journal_title:Natural product reports

    pub_type: 杂志文章,评审

    doi:10.1039/b212061p

    authors: Hanson JR

    更新日期:2003-06-01 00:00:00

  • Indolizidine and quinolizidine alkaloids.

    abstract::This review covers the isolation, structure determination, synthesis, chemical transformations and biological activity of indolizidine and quinolizidine alkaloids. Included in the review are the hydroxylated indolizidines lentiginosine, swainsonine, castanospermine and their analogues; alkaloids from animal sources, i...

    journal_title:Natural product reports

    pub_type: 杂志文章,评审

    doi:10.1039/b612166g

    authors: Michael JP

    更新日期:2008-02-01 00:00:00

  • A global approach to analysis and interpretation of metabolic data for plant natural product discovery.

    abstract::Discovering molecular components and their functionality is key to the development of hypotheses concerning the organization and regulation of metabolic networks. The iterative experimental testing of such hypotheses is the trajectory that can ultimately enable accurate computational modelling and prediction of metabo...

    journal_title:Natural product reports

    pub_type: 杂志文章,评审

    doi:10.1039/c3np20111b

    authors: Hur M,Campbell AA,Almeida-de-Macedo M,Li L,Ransom N,Jose A,Crispin M,Nikolau BJ,Wurtele ES

    更新日期:2013-04-01 00:00:00

  • α-Haloaldehydes: versatile building blocks for natural product synthesis.

    abstract::The diastereoselective addition of organometallic reagents to α-chloroaldehydes was first reported in 1959 and occupies a historically significant role as the prototypical reaction for Cornforth's model of stereoinduction. Despite clear synthetic potential for these reagents, difficulties associated with producing ena...

    journal_title:Natural product reports

    pub_type: 杂志文章,评审

    doi:10.1039/c2np20108a

    authors: Britton R,Kang B

    更新日期:2013-02-01 00:00:00

  • Are highly morphed peptide frameworks lurking silently in microbial genomes valuable as next generation antibiotic scaffolds?

    abstract::Antibiotics are a therapeutic class that, once deployed, select for resistant bacterial pathogens and so shorten their useful life cycles. As a consequence new versions of antibiotics are constantly needed. Among the antibiotic natural products, morphed peptide scaffolds, converting conformationally mobile, short-live...

    journal_title:Natural product reports

    pub_type: 杂志文章,评审

    doi:10.1039/c7np00011a

    authors: Walsh CT

    更新日期:2017-07-01 00:00:00

  • Chemical signals in terrestrial vertebrates: search for design features.

    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

    authors: Apps PJ,Weldon PJ,Kramer M

    更新日期:2015-07-01 00:00:00

  • The iboga enigma: the chemistry and neuropharmacology of iboga alkaloids and related analogs.

    abstract::Covering: 2000 up to 2020 Few classes of natural products have inspired as many chemists and biologists as have the iboga alkaloids. This family of monoterpenoid indole alkaloids includes the anti-addictive compound ibogaine as well as catharanthine, a precursor to the chemotherapeutic vinblastine. Despite being known...

    journal_title:Natural product reports

    pub_type: 杂志文章,评审

    doi:10.1039/d0np00033g

    authors: Iyer RN,Favela D,Zhang G,Olson DE

    更新日期:2020-08-14 00:00:00

  • From dolastatin 13 to cyanopeptolins, micropeptins, and lyngbyastatins: the chemical biology of Ahp-cyclodepsipeptides.

    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

    authors: Köcher S,Resch S,Kessenbrock T,Schrapp L,Ehrmann M,Kaiser M

    更新日期:2020-02-26 00:00:00

  • Phenotypic taxonomy and metabolite profiling in microbial drug discovery.

    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

    authors: Larsen TO,Smedsgaard J,Nielsen KF,Hansen ME,Frisvad JC

    更新日期:2005-12-01 00:00:00

  • Peptaibols of trichoderma.

    abstract::The fungal genus Trichoderma has various applications in industry and in medicine, and several species have economic importance as sources of enzymes, antibiotics, plant growth promoters, decomposers of xenobiotics, and as commercial biofungicides. Peptaibiotics and peptaibols are a class of linear peptides synthesize...

    journal_title:Natural product reports

    pub_type: 杂志文章,评审

    doi:10.1039/b618086h

    authors: Daniel JF,Filho ER

    更新日期:2007-10-01 00:00:00

  • The impact of structural biology on alkaloid biosynthesis research.

    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

    authors: Panjikar S,Stoeckigt J,O'Connor S,Warzecha H

    更新日期:2012-10-01 00:00:00

  • Naturally diverse: highlights in versatile synthetic methods enabling target- and diversity-oriented synthesis.

    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

    authors: Shaw JT

    更新日期:2009-01-01 00:00:00

  • Fungal polyketide biosynthesis - a personal perspective.

    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

    authors: Simpson TJ

    更新日期:2014-10-01 00:00:00

  • Molecular recognition in copper trafficking.

    abstract::From the basic export of unwanted metal ions in simple organisms to the complex orchestration of metal handling and usage in higher eukaryotes, cellular systems are based on a variety of molecular mechanisms that constrain the right metal to bind to the right protein partner at the right time when needed. A failure to...

    journal_title:Natural product reports

    pub_type: 杂志文章,评审

    doi:10.1039/b906678k

    authors: Banci L,Bertini I,McGreevy KS,Rosato A

    更新日期:2010-05-01 00:00:00