Benzenediol lactones: a class of fungal metabolites with diverse structural features and biological activities.

  title={Benzenediol lactones: a class of fungal metabolites with diverse structural features and biological activities.},
  author={Weiyun Shen and Hongqiang Mao and Qian Huang and Jinyan Dong},
  journal={European journal of medicinal chemistry},

Methylglucosylation of aromatic amino and phenolic moieties of drug-like biosynthons by combinatorial biosynthesis

It is revealed that the founding member of a new glycosyltransferase (GT) family from Beauveria bassiana that is not orthologous to GTs isolated from other fungi is a promiscuous enzyme that efficiently modifies a broad range of drug-like substrates, including polyketides, anthraquinones, flavonoids, and naphthalenes.

Secondary Metabolites of Lasiodiplodia theobromae: Distribution, Chemical Diversity, Bioactivity, and Implications of Their Occurrence

In this review, the existing literature on secondary metabolites of L. theobromae, their bioactivity, and the implications of their occurrence are compiled, the effects of abiotic factors onsecondary metabolites production are highlighted, and possible avenues for future research are presented.

Beta resorcylic acid lactones (RALs) from fungi: chemistry, biology, and biosynthesis

In this review, more than 100 RAL-type of compounds are structurally classified into three groups; 14-membered RALs with 17R configuration, 14- Membered RALS with 17S configuration, and benzopyranones/benzofuranones, and they are reviewed comprehensively in terms of chemistry, biological activities, and biosynthetic pathways.

Polyketides from Marine-Derived Aspergillus porosus: Challenges and Opportunities for Determining Absolute Configuration.

The structure elucidation of porosuphenols A-D is presented as a case study in the challenges and opportunities for determination of absolute configuration.

Combinatorial Biosynthesis of Sulfated Benzenediol Lactones with a Phenolic Sulfotransferase from Fusarium graminearum PH-1

The functionally characterized sulfotransferase superfamily is extended to the kingdom Fungi and total biosynthetic and biocatalytic synthetic biological platforms to produce unnatural natural product (uNP) sulfoconjugates are demonstrated.

Structure modification, antialgal, antiplasmodial, and toxic evaluations of a series of new marine-derived 14-membered resorcylic acid lactone derivatives

Combining evaluation of chemical ecology with pharmacological models will be implemented as a systematic strategy, not only for environmentally friendly antifoulants but also for structurally novel drugs.

Bioactive Resorcylic Acid Lactones with Different Ring Systems from Desert Plant Chaetosphaeronema hispidulum. [corrected].

Five new resorcylic acid lactones (RALs) hispidulactones A-E, a new natural product (2), and four known ones with different ring systems were isolated from the desert plant Chaetosphaeronema hispidulum and displayed strongly biological effects on the seedlings growth with a dose-dependent relationship.

Hyalodendriellins A–F, new 14-membered resorcylic acid lactones from the endophytic fungus Hyalodendriella sp. Ponipodef12

Six new 14-membered resorcylic acid lactones (RALs) were isolated from the culture of the endophytic fungus Hyalodendriella sp.

A Biosynthetic Classification of Fungal and Streptomycete Fused‐Ring Aromatic Polyketides

  • R. Thomas
  • Biology, Chemistry
    Chembiochem : a European journal of chemical biology
  • 2001
A review of [13C2]acetate incorporation data has revealed consistent differences in the reported cyclisation patterns, which require regiospecifically distinct cross‐linking of otherwise identical linear polyketide precursors, which provides the basis for a structural and biosynthetic classification of microbial fused‐ring polyketides.

Chemical and bioactive diversities of the genus Chaetomium secondary metabolites.

This review covers the extraction, structure elucidation, structural diversity, and biological activities of natural products isolated from about 30 fungi associated with marine- and terrestrial- origins, and highlights some bioactive compounds as well as their mechanisms of action and structure-activity relationships.

A Novel Fungal Flavin‐Dependent Halogenase for Natural Product Biosynthesis

  • Jia ZengJ. Zhan
  • Biology, Chemistry
    Chembiochem : a European journal of chemical biology
  • 2010
Considering the biological importance of halogens in natural products, a potent halogenase able to tailor diverse complex structures will be useful for enzymatic synthesis of novel halogenated compounds.

Resorcylic acid lactones as the protein kinase inhibitors , naturally occuring toxins.

This mini-review focuses on the structure and biological effects of the most important RALs, namely zearalenone, hypothemycin, pochonins, lasiodiplodins, cochlicomycins, zaenols, and paecilomycin, and radicicol.

Insights into the Biosynthesis of 12-Membered Resorcylic Acid Lactones from Heterologous Production in Saccharomyces cerevisiae

Clarification of the biogenesis of known resorcylide congeners in the heterologous host helped to disentangle the roles that biosynthetic irregularities and chemical interconversions play in generating chemical diversity.

New Biologically Active Metabolites from Chinese Higher Fungi

A variety of new secondary metabolites associated with diverse structural types of terpenoids, steroids, sphingolipids, perylenequinones, p-terphenyls, pyranones, and heterocyclic compounds, have been discovered.

Rational reprogramming of fungal polyketide first-ring cyclization

It is reported here that the fungal vs. bacterial folding mode difference is portable on creating hybrid enzymes, and structural contributions to regiospecific aldol condensations are unraveled andStructurally characterize the resulting unnatural products.

Recent progress regarding the bioactivities, biosynthesis and synthesis of naturally occurring resorcinolic macrolides

This review summarizes progress in isolation, bioactivity studies, biosynthesis, and representative chemical syntheses of this group of macrolide in recent decades, encompassing 63 naturally occurring macrolides published in 120 articles.

Apralactone A and a New Stereochemical Class of Curvularins from the Marine-Derived Fungus Curvularia sp.

Chemical investigations of the cytotoxic extract of the marine-derived fungus Curvularia sp. (strain no. 768), isolated from the red alga Acanthophora spicifera, yielded the novel macrolide

Insights into Radicicol Biosynthesis via Heterologous Synthesis of Intermediates and Analogs*

The complete reconstitution of Rdc5 and Rdc1 activities both in vitro and in Saccharomyces cerevisiae uncovered the earliest resorcylic acid lactone intermediate of the radicicol biosynthetic pathway, (R)-monocillin II.