A Review of Fungal Protoilludane Sesquiterpenoid Natural Products

  title={A Review of Fungal Protoilludane Sesquiterpenoid Natural Products},
  author={Melissa M. Cadelis and Brent R. Copp and Siouxsie Wiles},
Natural products have been a great source for drug leads, due to a vast majority possessing unique chemical structures. Such an example is the protoilludane class of natural products which contain an annulated 5/6/4-ring system and are almost exclusively produced by fungi. They have been reported to possess a diverse range of bioactivities, including antimicrobial, antifungal and cytotoxic properties. In this review, we discuss the isolation, structure elucidation and any reported bioactivities… 

Diterpenes Specially Produced by Fungi: Structures, Biological Activities, and Biosynthesis (2010–2020)

Fungi have traditionally been a very rewarding source of biologically active natural products, while diterpenoids from fungi, such as the cyathane-type diterpenoids from Cyathus and Hericium sp., the

Cyclohumulanoid Sesquiterpenes from the Culture Broth of the Basidiomycetous Fungus Daedaleopsis tricolor †

A series of cyclohumulanoids were isolated along with known violascensol and omphadiol from the culture broth of Daedaleopsis tricolor, an inedible but not toxic mushroom, and the suggested relative structures were confirmed via density functional theory (DFT)-based chemical shift calculations involving a DP4 probability analysis.



Synthesis of Protoilludanes and Related Sesquiterpenes

Natural products continue to hold the interest and attention of a wide chemical community. This is due to their biological properties and potential applicability in health care and plant protection,

Novel Protoilludane Lead Structure for Veterinary Antibiotics: Total Synthesis of Pasteurestins A and B and Assignment of Their Configurations

Two novel protoilludane sesquiterpenoids, named pasteurestins A and B (1 and 2), were disclosed in a recent patent. These compounds were reported to exhibit strong and selective activity against some

Lentinellic Acid, a Biologically Active Protoilludane Derivative from Lentinellus Species (Basidiomycetes) [1]

A new antimicrobial and cytotoxic sesquiterpenoid, lentinellic acid (1), has been isolated from submerged cultures of Lentinellus ursinus and L. omphalodes. The structure of the antibiotic was

Coprinolone, an oxygen-bridged protoilludane from the fungus Coprinus psychromorbidus: structure determination by chemical and n.m.r. studies aided by biosynthetic incorporation of [1,2-13C2]acetate

The structure of a sesquiterpene ketol, coprinolone, from the W2 isolate of the fungus Coprinus psychromorbidus, has been deduced as (1a) by chemical transformations and from 1H and 13C n.m.r. data;

Biocatalysts for natural product biosynthesis.

  • N. TibrewalYi Tang
  • Biology, Chemistry
    Annual review of chemical and biomolecular engineering
  • 2014
This review discusses recent examples from three areas: polyketide catalytic domain engineering geared toward synthesis of new polyketides, engineering of tailoring enzymes (other than oxidative enzymes) as biocatalysts, and in vitro total synthesis of natural products using purified enzyme components.

Sesquiterpene aryl ester natural products in North American Armillaria species

Activity tests with seven purified aryl esters suggest that lipophilicity and the position of the double bond in the tricyclic sesquiterpene moiety impact upon bioactivity while the substitution pattern of the aromatic ring does not.

Caryophyllene sesquiterpenoids from a fungicolous isolate of Pestalotiopsis disseminata.

Three new caryophyllene-type sesquiterpene alcohols have been isolated from cultures of the fungicolous fungus Pestalotiopsis disseminata and showed activity against Gram-positive bacteria.

Five New Bioactive Sesquiterpenes from the Fungus Radulomyces confluens (Fr.) Christ

Five new compounds isolated from the extracts of the culture fluids of the basidiomycete Radulomyces confluens exhibited weak antimicrobial and cytotoxic activity and a potent inhibitor of human and bovine platelet aggregation stimulated by different agonists.

Three new sesquiterpenoids from cultures of the basidiomycete Conocybe siliginea

Three new sesquiterpenoids, along with four known compounds, were isolated from cultures of the fungus Conocybe siliginea, and all new compounds were evaluated for cytotoxicity against five human cancer cell lines, but none of them possesses significant activity.