Recent advances in the identification of biosynthetic genes and gene clusters of the polyketide-derived pathways for anthraquinone biosynthesis and biotechnological applications

Bioactive Marine Xanthones: A Review

(2022) José X. Soares et al.   Marine Drugs

Unprecedented Mushroom Polyketide Synthases Produce the Universal Anthraquinone Precursor

(2022) Nikolai A. Löhr et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Biosynthesis of Rubellins in Ramularia collo-cygni—Genetic Basis and Pathway Proposition

(2022) Francois Dussart et al.   INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES

De Novo Transcriptome Analysis Reveals Putative Genes Involved in Anthraquinone Biosynthesis in Rubia yunnanensis

(2022) Rongfei Zhang et al.   Genes

Plasmid DNA‐Based Bioluminescence‐Activated System for Photodynamic Therapy in Cancer Treatment

(2021) Di Fan et al.   ChemMedChem

Pharmacokinetics of Anthraquinones from Medicinal Plants

(2021) Dongpeng Wang et al.   Frontiers in Pharmacology

Structural Basis for Isomerization Reactions in Fungal Tetrahydroxanthone Biosynthesis and Diversification

(2021) Jiali Yang et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Biotransformation ability of endophytic fungi: from species evolution to industrial applications

(2021) Xi Liu et al.   APPLIED MICROBIOLOGY AND BIOTECHNOLOGY

Challenges of functional expression of complex polyketide biosynthetic gene clusters

(2021) Yaojie Gao et al.   CURRENT OPINION IN BIOTECHNOLOGY

Hypericin-mediated photodynamic therapy inhibits growth of colorectal cancer cells via inducing S phase cell cycle arrest and apoptosis

(2021) Jinhang Hu et al.   EUROPEAN JOURNAL OF PHARMACOLOGY

Intertwined Biosynthesis of Skyrin and Rugulosin A Underlies the Formation of Cage-Structured Bisanthraquinones

(2021) Yun Bin Han et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Enhancement of Emodin Production by Medium Optimization and KH2PO4 Supplementation in Submerged Fermentation of Marine-Derived Aspergillus favipes HN4-13

(2021) Xiaohan Qiu et al.   Marine Drugs

Saccharomyces cerevisiae as host for the recombinant production of polyketides and nonribosomal peptides

(2021) Anna Tippelt et al.   Microbial Cell Factories

Hypericin in photobiological assays: An overview

(2021) Gislaine. Patricia de Andrade et al.   Photodiagnosis and Photodynamic Therapy

Is Emodin with Anticancer Effects Completely Innocent? Two Sides of the Coin

(2021) Esra Küpeli Akkol et al.   Cancers

Regeneration of Phytochemicals by Structure‐Driven Organization of Microbial Biosynthetic Steps

(2021) Xue Ming Wu et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Hypericin-loaded oil-in-water nanoemulsion synthesized by ultrasonication process enhances photodynamic therapy efficiency

(2021) Hui Ling Ma et al.   JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY B-BIOLOGY

Bienzyme-Catalytic and Dioxygenation-Mediated Anthraquinone Ring Opening

(2021) Feifei Qi et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Emodin - A natural anthraquinone derivative with diverse pharmacological activities

(2021) Ruchi Badoni Semwal et al.   PHYTOCHEMISTRY

Pharmacology, Toxicology, and Metabolism of Sennoside A, A Medicinal Plant-Derived Natural Compound

(2021) Jiamei Le et al.   Frontiers in Pharmacology

Tissue-specific transcriptome for Rheum tanguticum reveals candidate genes related to the anthraquinones biosynthesis

(2021) Tao Zhou et al.   PHYSIOLOGY AND MOLECULAR BIOLOGY OF PLANTS

Diverse host-associated fungal systems as a dynamic source of novel bioactive anthraquinones in drug discovery: Current status and future perspectives

(2021) Zeinab T. Shakour et al.   Journal of Advanced Research

Aflatoxin Biosynthesis and Genetic Regulation: A Review

(2020) Isaura Caceres et al.   Toxins

Biosynthesis of aromatic polyketides in microorganisms using type II polyketide synthases

(2020) Jia Wang et al.   Microbial Cell Factories

De novo transcriptome sequence of Senna tora provides insights into anthraquinone biosynthesis

(2020) Sang-Ho Kang et al.   PLoS One

MALDI-HRMS Imaging Maps the Localization of Skyrin, the Precursor of Hypericin, and Pathway Intermediates in Leaves of Hypericum Species

(2020) Bharadwaj Revuru et al.   MOLECULES

Whole‐genome sequence data of Hypericum perforatum and functional characterization of melatonin biosynthesis by N‐acetylserotonin O‐methyltransferase

(2020) Wen Zhou et al.   JOURNAL OF PINEAL RESEARCH

Biophysical Characterization and Anticancer Activities of Photosensitive Phytoanthraquinones Represented by Hypericin and Its Model Compounds

(2020) Valéria Verebová et al.   MOLECULES

Pathway engineering in yeast for synthesizing the complex polyketide bikaverin

(2020) Meng Zhao et al.   Nature Communications

Genome-enabled discovery of anthraquinone biosynthesis in Senna tora

(2020) Sang-Ho Kang et al.   Nature Communications

Identification and quantification of target metabolites combined with transcriptome of two rheum species focused on anthraquinone and flavonoids biosynthesis

(2020) Jing Liu et al.   Scientific Reports

Octaketide synthase from polygonum cuspidatum implements emodin biosynthesis in Arabidopsis thaliana

(2020) Yanwu Guo et al.   PLANT AND CELL PHYSIOLOGY

Synthetic biology and metabolic engineering of actinomycetes for natural product discovery

(2019) Emilia Palazzotto et al.   BIOTECHNOLOGY ADVANCES

Metabolic engineering of Saccharomyces cerevisiae for efficient production of endocrocin and emodin

(2019) Lei Sun et al.   METABOLIC ENGINEERING

Improved lovastatin production by inhibiting (+)-geodin biosynthesis in Aspergillus terreus

(2019) Hanan Hasan et al.   New Biotechnology

Polyketide Cyclizations for the Synthesis of Polyaromatics

(2019) Vincent C. Fäseke et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Activation of anthraquinone biosynthesis in long-cultured callus culture of Rubia cordifolia transformed with the rolA plant oncogene

(2019) G.N. Veremeichik et al.   JOURNAL OF BIOTECHNOLOGY

Hypericin-functionalized graphene oxide for enhanced mitochondria-targeting and synergistic anticancer effect

(2018) Chao Han et al.   Acta Biomaterialia

Recent advances in reconstructing microbial secondary metabolites biosynthesis in Aspergillus spp.

(2018) Yi He et al.   BIOTECHNOLOGY ADVANCES

Genome-Based Discovery of Polyketide-Derived Secondary Metabolism Pathways in the Barley Pathogen Ramularia collo-cygni

(2018) F. Dussart et al.   MOLECULAR PLANT-MICROBE INTERACTIONS

Secondary Metabolites of Actinomycetes and their Antibacterial, Antifungal and Antiviral Properties

(2018) KATARZYNA JAKUBIEC-KRZESNIAK et al.   Polish Journal of Microbiology

Phenotyping the genus Hypericum by secondary metabolite profiling: emodin vs. skyrin, two possible key intermediates in hypericin biosynthesis

(2018) Katarína Kimáková et al.   ANALYTICAL AND BIOANALYTICAL CHEMISTRY

Genetic Characterization of Neosartorin Biosynthesis Provides Insight into Heterodimeric Natural Product Generation

(2018) Yudai Matsuda et al.   ORGANIC LETTERS

Linking secondary metabolites to biosynthesis genes in the fungal endophyte Cyanodermella asteris : The anti-cancer bisanthraquinone skyrin

(2017) Linda Jahn et al.   JOURNAL OF BIOTECHNOLOGY

Advances in bio-active constituents, pharmacology and clinical applications of rhubarb

(2017) Yu-Jie Cao et al.   Chinese Medicine

Polyketides in Aspergillus terreus: biosynthesis pathway discovery and application

(2016) Ying Yin et al.   APPLIED MICROBIOLOGY AND BIOTECHNOLOGY

Type III Polyketide Synthases: Functional Classification and Phylogenomics

(2016) Yugo Shimizu et al.   CHEMBIOCHEM

Saccharomyces cerevisiae as a tool for mining, studying and engineering fungal polyketide synthases

(2016) Carly Bond et al.   FUNGAL GENETICS AND BIOLOGY

Research advances for the extraction, analysis and uses of anthraquinones: A review

(2016) Johanna Duval et al.   INDUSTRIAL CROPS AND PRODUCTS

Anthraquinones and Derivatives from Marine-Derived Fungi: Structural Diversity and Selected Biological Activities

(2016) Mireille Fouillaud et al.   Marine Drugs

Interspecific variation in localization of hypericins and phloroglucinols in the genusHypericumas revealed by desorption electrospray ionization mass spectrometry imaging

(2016) Andrea Kucharíková et al.   PHYSIOLOGIA PLANTARUM

Emodin: A Review of its Pharmacology, Toxicity and Pharmacokinetics

(2016) Xiaoxv Dong et al.   PHYTOTHERAPY RESEARCH

Differentially Expressed Genes in Hypericin-Containing Hypericum perforatum Leaf Tissues as Revealed by De Novo Assembly of RNA-Seq

(2016) Miroslav Soták et al.   PLANT MOLECULAR BIOLOGY REPORTER

Elucidation of cladofulvin biosynthesis reveals a cytochrome P450 monooxygenase required for anthraquinone dimerization

(2016) Scott Griffiths et al.   PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA

Comparative Transcriptome Reconstruction of Four Hypericum Species Focused on Hypericin Biosynthesis

(2016) Miroslav Soták et al.   Frontiers in Plant Science

Crystal Structure of Hyp-1, a Hypericum perforatum PR-10 Protein, in Complex with Melatonin

(2016) Joanna Sliwiak et al.   Frontiers in Plant Science

Hypericin in the Light and in the Dark: Two Sides of the Same Coin

(2016) Zuzana Jendželovská et al.   Frontiers in Plant Science

Redundant synthesis of a conidial polyketide by two distinct secondary metabolite clusters inAspergillus fumigatus

(2015) Kurt Throckmorton et al.   ENVIRONMENTAL MICROBIOLOGY

Naturally Occurring Anthraquinones: Chemistry and Therapeutic Potential in Autoimmune Diabetes

(2015) Shih-Chang Chien et al.   Evidence-based Complementary and Alternative Medicine

Hypericin-bearing magnetic iron oxide nanoparticles for selective drug delivery in photodynamic therapy

(2015) Harald Unterweger et al.   International Journal of Nanomedicine

Hypericin-photodynamic therapy induces human umbilical vein endothelial cell apoptosis

(2015) Qian Zhang et al.   Scientific Reports

Bioinformatical Analysis of the Sequences, Structures and Functions of Fungal Polyketide Synthase Product Template Domains

(2015) Lu Liu et al.   Scientific Reports

Hypericin biosynthesis in Hypericum hookerianum Wight and Arn: Investigation on biochemical pathways using metabolite inhibitors and suppression subtractive hybridization

(2014) Padmesh P. Pillai et al.   COMPTES RENDUS BIOLOGIES

Rheinanthrone, a metabolite of sennoside A, triggers macrophage activation to decrease aquaporin-3 expression in the colon, causing the laxative effect of rhubarb extract

(2014) Risako Kon et al.   JOURNAL OF ETHNOPHARMACOLOGY

Systematic Domain Swaps of Iterative, Nonreducing Polyketide Synthases Provide a Mechanistic Understanding and Rationale For Catalytic Reprogramming

(2014) Adam G. Newman et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Structure of a modular polyketide synthase

(2014) Somnath Dutta et al.   NATURE

Recent advances in genome mining of secondary metabolites in Aspergillus terreus

(2014) Chun-Jun Guo et al.   Frontiers in Microbiology

Comprehensive annotation of secondary metabolite biosynthetic genes and gene clusters of Aspergillus nidulans, A. fumigatus, A. niger and A. oryzae

(2013) Diane O Inglis et al.   BMC MICROBIOLOGY

Genome-Based Cluster Deletion Reveals an Endocrocin Biosynthetic Pathway in Aspergillus fumigatus

(2012) Fang Yun Lim et al.   APPLIED AND ENVIRONMENTAL MICROBIOLOGY

Genetic and Biosynthetic Studies of the Fungal Prenylated Xanthone Shamixanthone and Related Metabolites in Aspergillus spp. Revisited

(2012) Thomas J. Simpson   CHEMBIOCHEM

Aflatoxin Biosynthesis: Current Frontiers

(2012) Ludmila V. Roze et al.   Annual Review of Food Science and Technology

Structural and Biochemical Characterization of ZhuI Aromatase/Cyclase from the R1128 Polyketide Pathway

(2011) Brian D. Ames et al.   BIOCHEMISTRY

Genome-Based Deletion Analysis Reveals the Prenyl Xanthone Biosynthesis Pathway inAspergillus nidulans

(2011) James F. Sanchez et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Comparative Characterization of Fungal Anthracenone and Naphthacenedione Biosynthetic Pathways Reveals an α-Hydroxylation-Dependent Claisen-like Cyclization Catalyzed by a Dimanganese Thioesterase

(2011) Yanran Li et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Role of reactive oxygen species and proline cycle in anthraquinone accumulation in Rubia tinctorum cell suspension cultures subjected to methyl jasmonate elicitation

(2011) María Perassolo et al.   PLANT PHYSIOLOGY AND BIOCHEMISTRY

HypC, the Anthrone Oxidase Involved in Aflatoxin Biosynthesis

(2010) K. C. Ehrlich et al.   APPLIED AND ENVIRONMENTAL MICROBIOLOGY

Characterization of the Aspergillus nidulans Monodictyphenone Gene Cluster

(2010) Y.-M. Chiang et al.   APPLIED AND ENVIRONMENTAL MICROBIOLOGY

Thehyp-1gene is not a limiting factor for hypericin biosynthesis in the genusHypericum

(2010) Ján Košuth et al.   FUNCTIONAL PLANT BIOLOGY

Hypericins as Potential Leads for New Therapeutics

(2010) Anastasia Karioti et al.   INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES

Classification, Prediction, and Verification of the Regioselectivity of Fungal Polyketide Synthase Product Template Domains

(2010) Yanran Li et al.   JOURNAL OF BIOLOGICAL CHEMISTRY

New insights into the formation of fungal aromatic polyketides

(2010) Jason M. Crawford et al.   NATURE REVIEWS MICROBIOLOGY

Structure and function of an iterative polyketide synthase thioesterase domain catalyzing Claisen cyclization in aflatoxin biosynthesis

(2010) T. P. Korman et al.   PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA

Emodin Triggers DNA Double-Strand Breaks by Stabilizing Topoisomerase II-DNA Cleavage Complexes and by Inhibiting ATP Hydrolysis of Topoisomerase II

(2010) Yan Li et al.   TOXICOLOGICAL SCIENCES

Genetics of Dothistromin Biosynthesis of Dothistroma septosporum: An Update

(2010) Arne Schwelm et al.   Toxins

Physically Discrete β-Lactamase-Type Thioesterase Catalyzes Product Release in Atrochrysone Synthesis by Iterative Type I Polyketide Synthase

(2009) Takayoshi Awakawa et al.   CHEMISTRY & BIOLOGY

Novel type III polyketide synthases fromAloe arborescens

(2009) Yuusuke Mizuuchi et al.   FEBS Journal

Light-Independent Metabolomics of EndophyticThielavia subthermophilaProvides Insight into Microbial Hypericin Biosynthesis

(2009) Souvik Kusari et al.   JOURNAL OF NATURAL PRODUCTS

Crystal structure of Hyp-1, a St. John’s wort protein implicated in the biosynthesis of hypericin

(2009) Karolina Michalska et al.   JOURNAL OF STRUCTURAL BIOLOGY

Identification and Characterization of the Asperthecin Gene Cluster of Aspergillus nidulans

(2008) E. Szewczyk et al.   APPLIED AND ENVIRONMENTAL MICROBIOLOGY

Octaketide-producing type III polyketide synthase from Hypericum perforatum is expressed in dark glands accumulating hypericins

(2008) Katja Karppinen et al.   FEBS Journal