James R. Hanson

Antifungal alkyl pyrones of Trichoderma harzianum

Two strains of Trichoderma harzianum were both found to produce the volatile metabolites 6-n-pentyl-2H-pyran-2-one and 6-n-pentenyl-2H-pyran-2-one. The pentyl analogue, the major product, demonstrated potent inhibitory properties to a wide range of fungi and considerably reduced the rate of damping off in lettuce seedlings by Rhizoctonia solani during in vitro testing.

Structures of the cephalosporolides B–F, a group of C10 lactones from Cephalosporium aphidicola

The structures of the pentaketides lactones, the cephalosporolides B–F, were elucidated by a combination of spectroscopic, chemical, and X-ray analyses.

Fungal terpene metabolites: biosynthetic relationships and the control of the phytopathogenic fungus Botrytis cinerea

The structures and biosynthesis of the sesquiterpenoid metabolites of Botrytis cinerea and their relationship to the presilphiperfolanes are reviewed. The development of a novel strategy for the control of this phytopathogenic fungus based on analogues of these metabolites is described. There are 75 references.

Hydrolysis of the diterpenoid glycoside, stevioside

Abstract The minor products from the acid-catalysed hydrolysis of the diterpenoid glycoside, stevioside have been identified and the location of the deuterium has been established when the hydrolysis is carried out in the presence of deuterium bromide.

The phytotoxic activity of some metabolites of Botrytis cinerea

Abstract A fungus-free culture filtrate from a static culture of Botrytis cinerea reproduced the symptoms of the ‘grey mould’ disease on tobacco leaves. This aspect of the phytoxicity of B. cinerea could not be attributed to enzyme action. Two metabolites, botrydial and dihydrobotrydial, isolated from the culture filtrate appeared to be responsible for the phytotoxic effect.

Studies in terpenoid biosynthesis—I : The biosynthesis of metabolites of Tricothecium roseum

Abstract The incorporation of the pyrophosphates of geraniol, farnesol and the bicyclic alcohol (V) into the metabolites of Tricothecium roseum is described. Evidence is also presented for the biosynthesis of rosenonolactone from desoxyrosenonolactone.

The 13C NMR spectra of some ent-18-hydroxykaur-16-enes

Abstract The 13 C NMR spectra are reported for thirteen ent -18-hydroxykaur-16-enes and their value for determining the C-4 stereochemistry is discussed.

Steroids: partial synthesis in medicinal chemistry

This article reviews the progress in the chemistry of the steroids which was published between January and December 2006. The reactions and partial synthesis of estrogens, androgens, pregnanes, bile acid derivatives, cholestanes and vitamin D analogues are covered. There are 159 references.

The hydroxylation of testosterone and some relatives by Cephalosporium aphidicola

Abstract The fungus Cephalosporium aphidicola has been shown to hydroxylate testosterone, 19-nortestosterone, 1-dehydrotestosterone, 1α-methyltestosterone, androst-4-en-3-one, androst-4-en-3,17-dione and 17α-methyltestosterone predominantly at the C-6β position with a minor hydroxylation occurring at the C-14α position. 19-Nortestosterone was also hydroxylated at the C-10β position. In contrast to the hydroxylation of progesterone by this organism, hydroxylation at C-11α was a minor pathway.

Harzianolide, a butenolide metabolite from cultures ofTrichoderma harzianum

Abstract Harzianolide, a metabolite isolated from cultures of the fungus Trichoderma harzianum , is shown by NMR methods to be 3-(2′-hydroxypropyl)-4-(hexa-2″,4″-dienyl)-2(5H)-furanone.