Two new meroterpenoids, penisimplicin A and B, isolated from Penicillium simplicissimum.

  title={Two new meroterpenoids, penisimplicin A and B, isolated from Penicillium simplicissimum.},
  author={Shin-ichirou Komai and Tomoo Hosoe and Takeshi Itabashi and Koohei Nozawa and Kaoru Okada and Galba Maria Campos Takaki and Takashi Yaguchi and Kayoko Takizawa and Kazutaka Fukushima and Ken-ichi Kawai},
  journal={Chemical \& pharmaceutical bulletin},
  volume={53 9},
In the course of our research for new antifungal agents, two new meroterpenoids, penisimplicin A (1) and B (2), were isolated from Penicillium simplicissimum. The absolute structures of 1 and 2 were established by spectroscopic and chemical investigation. Penisimplicin A (1) and B (2) are rare examples of D-ring seco-meroterpenoids. Since compounds 1 and 2 showed no antifungal activities, the isolation of the compounds with antifungal activity will be attempted. 

Figures and Tables from this paper

New penicillide derivatives isolated from Penicillium simplicissimum

Two new penicillide derivatives, secopenicillides A and B, were isolated from the extract of Penicillium simplicissimum IFM 53375, the antifungal substances of this fungus, by spectroscopic investigation and chemical correlation.

Terretonin N: A New Meroterpenoid from Nocardiopsis sp.

Terretonin N (1), a new highly oxygenated and unique tetracyclic 6-hydroxymeroterpenoid, was isolated together with seven known compounds from the ethyl acetate extract of a solid-state fermented

Penicillanthone and penicillidic acids A–C from the soil-derived fungus Penicillium aculeatum PSU-RSPG105

Altenusin (12) displayed moderate antibacterial activity against methicillin-resistant Staphylococcus aureus with an MIC value of 32 μg mL−1 and mild activity towards Vero cells with an IC50 value of 19.46 μM.

Terretonin O: a new meroterpenoid from Aspergillus terreus

Terretonin O (1), a new meroterpenoid, was isolated individually from both methanolic extracts of thermophilic Aspergillus terreus TM8 and marine Aspergian fungus LGO13 and the antimicrobial and cytotoxic activities of the fungal extracts and obtained compounds were assayed using a set of microorganisms, and cervix carcinoma cell line.

Terretonin M: A new meroterpenoid from the thermophilic Aspergillus terreus TM8 and revision of the absolute configuration of penisimplicins

In parallel to this work, revision of the absolute configuration of penisimplicins 3a and 3b is proposed on the basis of their ECD and ORD data.

Meroterpenoids produced by fungi.

This review deals with the isolation and structure elucidation of meroterpenoids from higher and lower fungi, and discusses biosynthetic studies and biological activities as appropriate.

Terretonin Biosynthesis Requires Methylation as Essential Step for Cyclization

The cyclization reaction in fungal meroterpenoid biosynthesis is one of the key steps that generate the structural diversity of this class of compounds, exemplified by terretonin, austinol, andrastin A and anditomin.

Deep-sea hydrothermal vent sediments reveal diverse fungi with antibacterial activities.

This first investigation suggests that hydrothermal environments may serve as promising reservoirs of much greater fungal diversity, some of which may produce biomedically-useful metabolites.