Pericolactines A–C, a New Class of Diterpenoid Alkaloids with Unusual Tetracyclic Skeleton

Fusicoccane diterpenoids usually possess a fused 5-8-5 tricyclic ring system, which are biogenetically generated from geranylgeranyl diphosphate (GGDP). In our report, three novel diterpenoid alkaloids with fusicoccane skeleton, pericolactines A–C (1–3), were isolated from Periconia sp.. Their structures with absolute configurations were determined by spectroscopic analyses and quantum chemical ECD calculation. Pericolactines A–C (1–3) are a new class of diterpenoid alkaloids with an unusual fused 5-5-8-5 tetracyclic ring system, which derive from a geranylgeranyl diphosphate (GGDP) and serine conjugated biosynthesis. They belong to the atypical diterpenoid alkaloids.

• Publication year

  2015

• Venue

  Scientific Reports

• Publication date

  2015-11-27

• Fields of study

  Biology, Medicine, Chemistry

• Identifiers
  DOI 10.1038/srep17082PMID 26611465PMCID 4661464
• External record

  Open on Semantic Scholar

• Source metadata

  Semantic Scholar, PubMed

• No claims are published for this paper.

• No concepts are published for this paper.

• Pericoterpenoid A, a new bioactive cadinane-type sesquiterpene from Periconia sp.

  2015cited by this paper
• Nodulisporisteroids C-L, new 4-methyl-progesteroid derivatives from Nodulisporium sp.

  2015cited by this paper
• 4,5-seco-Probotryenols A–C, a new type of sesquiterpenoids from Stachybotrys bisbyi

  2015cited by this paper
• Nodulisporiviridins A-H, Bioactive Viridins from Nodulisporium sp.

  2015cited by this paper
• Sporormiellin A, the first tetrahydrofuran-fused furochromone with an unprecedented tetracyclic skeleton from Sporormiella minima

  2014cited by this paper
• Xylariterpenoids A–D, four new sesquiterpenoids from the Xylariaceae fungus

  2014cited by this paper
• Roussoellols A and B, tetracyclic fusicoccanes from Roussoella hysterioides.

  2013cited by this paper
• Nodulisporisteriods A and B, the first 3,4-seco-4-methyl-progesteroids from Nodulisporium sp.

  2013cited by this paper
• Exploration of biosynthetic access to the shared precursor of the fusicoccane diterpenoid family.

  2013cited by this paper
• Xanthoquinodins from the endolichenic fungal strain Chaetomium elatum.

  2013cited by this paper
• Xinshengin, the first altenusin with tetracyclic skeleton core from Phialophora spp.☆

  2013cited by this paper
• Bioactive Sesquiterpenoids and Diterpenoids from the Liverwort Bazzania albifolia

  2012cited by this paper
• Fusicoccanes: diterpenes with surprising biological functions.

  2012cited by this paper
• Putative mycobacterial efflux inhibitors from the seeds of Aframomum melegueta.

  2012cited by this paper
• 17-Hydroxycyclooctatin, a fused 5-8-5 ring diterpene, from Streptomyces sp. MTE4a.

  2011cited by this paper
• Diterpenoid alkaloids.

  2010influential reference
• Cloning and heterologous expression of the cyclooctatin biosynthetic gene cluster afford a diterpene cyclase and two p450 hydroxylases.

  2009cited by this paper
• Evidence for biological nitrification inhibition in Brachiaria pastures

  2009cited by this paper
• Biological characterization of periconicins, bioactive secondary metabolites, produced by Periconia sp. OBW-15

  2005cited by this paper
• Periconicins, two new fusicoccane diterpenes produced by an endophytic fungus Periconia sp. with antibacterial activity.

  2004cited by this paper
• Antimicrobial activities of naphthazarins from Arnebia euchroma.

  2002cited by this paper
• C20-diterpenoid alkaloids.

  2002cited by this paper
• Diterpenoid and steroidal alkaloids.

  2000cited by this paper
• Components from the phytotoxic extract of Alternaria brassicicola, a black spot pathogen of canola

  1999cited by this paper
• Diterpenoid and steroidal alkaloids.

  1997cited by this paper
• The structure of cyclooctatin, a new inhibitor of lysophospholipase.

  1992cited by this paper
• Feasibility of drug screening with panels of human tumor cell lines using a microculture tetrazolium assay.

  1988cited by this paper
• Diterpenoid alkaloids.

  1986cited by this paper
• New highly oxidized fusicoccane diterpenoids from the liverwort plagiochila acanthophylla subsp. japonica

  1985cited by this paper
• Rapid colorimetric assay for cellular growth and survival: application to proliferation and cytotoxicity assays.

  1983cited by this paper
• Epoxydictymene, a new diterpene from the brown alga

  1983cited by this paper
• Roseadione, a diterpene ketone from Hypoestes rosea

  1983cited by this paper
• Roseanolone: A New Diterpene from Hypoestes rosea

  1982cited by this paper
• Fusicoccin: A Tool in Plant Physiology

  1979cited by this paper
• Cotylenins, Leaf Growth Substances Produced by a Fungus: Part I. Isolation and Characterization of Cotylenins A and B

  1971cited by this paper
• Fusicoccin: a New Wilting Toxin produced by Fusicoccum amygdali Del.

  1964cited by this paper

• Efficient Mining for Structurally Diverse Fusicoccane-Type Diterpenoids as Novel Antithrombotic Agents and Their Divergent Mechanisms on Platelet Inhibition.

  2026cites this paper
• Two new species of Periconia and a new record of Paramonodictys from Miscanthus sinensis in Guizhou Province, China

  2026cites this paper
• Secalonic acid F1 derived from an endophytic fungus Periconia verrucosa as a potential antimicrobial agent against Staphylococcus aureus.

  2025cites this paper
• Mechanistic characterisation of a fungal fusicoccane-type diterpene synthase involved in the biosynthesis of talaro-7,13-diene.

  2024cites this paper
• Identification of three novel P450 enzymes involved in the oxidative modification of a newly discovered fusicoccane diterpene.

  2024cites this paper
• Three New Periconia Species Isolated from Wurfbainia villosa in Guangdong, China: A Discussion on the Doubtful Taxa Clustering in this Genus

  2024cites this paper
• Macrostines A and B: Tetracyclic fisicoccane from the fungus Periconia macrospinosa WTG-10.

  2023cites this paper
• Diterpenes Specially Produced by Fungi: Structures, Biological Activities, and Biosynthesis (2010–2020)

  2022cites this paper
• The diterpenoid alkaloids.

  2022cites this paper
• Polychlorinated cyclopentenes from a marine derived Periconia sp. (strain G1144).

  2022cites this paper
• Two new lanostane-type triterpenoids from the fungus Periconia sp. TJ403-rc01

  2021cites this paper
• The Chemistry and Pharmacology of Fungal Genus Periconia: A Review

  2021influential citation
• Structural diversity, bioactivities, and biosynthesis of natural diterpenoid alkaloids.

  2020cites this paper
• Endolichenic Fungi from Common Lichens as New Sources for Valuable Bio-active Compounds

  2019cites this paper
• Periconiastone A, an Antibacterial Ergosterol with a Pentacyclo[8.7.0.01,5.02,14.010,15]heptadecane System from Periconia sp. TJ403-rc01.

  2019cites this paper
• Natural Products Research in China From 2015 to 2016

  2018influential citation
• Advanced natural products chemistry research in China between 2015 and 2017.

  2018cites this paper
• Pericocins A–D, New Bioactive Compounds from Periconia sp

  2015cites this paper