Tyrosol and tryptophol produced by Ceratocystis adiposa

Abstract

Extracellular tyrosol and tryptophol were produced and isolated from the phytopathogen fungus Ceratocystis adiposa cultivated in a rich broth. These compounds have not been previously reported in this Ceratocystis species, as its identification was established through spectroscopic methods ( 1 H NMR, 13 C NMR and MS). Productivity of tyrosol and tryptophol was 65.3 and 44 lg l -1 day -1 , respectively, which were values higher than those reported to date. Tyrosol is a compound of pharmaceutical interest showing antioxidating activity, a property used in the treatment of atherosclerosis. Tryptophol is reported to have antibiotic and phytotoxic activity.

Compounds with Tyrosinase Inhibition, Elastase Inhibition and DPPH Radical Scavenging Activities from the Branches of Distylium racemosum Sieb. et Zucc

“…Investigation of a polar fraction (IV‐3) provided catechin ( 7 ) (Kim et al , ), gallocatechin ( 8 ) (Kok et al , ), epi ‐gallocatechin ( 10 ) (Kok et al , ), epi ‐gallocatechin gallate ( 11 ) (Kok et al , ) and gallic acid ( 12 ) (Choi et al , ). From less polar fractions (IV‐5 and IV‐6), 6′‐ O ‐galloylsalidroside ( 6 ) (Ko et al , ), epi ‐catechin ( 9 ) (Kang et al , ), methyl gallate ( 13 ) (Kim et al , ), tyrosol ( 15 ) (Guzman‐Lopez et al , ) and ethyl gallate ( 14 ) (Kim et al , ) were isolated. Abscisic acid ( 5 ) (Ko et al , ) and quercitrin ( 17 ) (Kang et al , ) were obtained from fraction IV‐8.…”

Impact of addition of aromatic amino acids on non-volatile and volatile compounds in lychee wine fermented with Saccharomyces cerevisiae MERIT.ferm

“…At high levels, they may be undesirable since tryptophol gives a solvent-like aroma and tyrosol imparts a bitter taste (Hui et al, 2007). On the other hand, tryptophol was reported to have antibiotic activities besides inducing sleep, and tyrosol was likely to have antioxidant activities to protect the heart (Guzmán-López et al, 2007;Soejima et al, 2012). Tryptophan metabolism by yeasts could also produce volatiles such as skatole and indole that might lead to off-flavour at excessive levels (Arevalo-Villena et al, 2010).…”

Larvicidal activity of extracellular secondary metabolites from a Stereum species Hill ex Pers. (JO5289) against the dengue fever mosquito, Aedes aegypti (Linn) (Diptera: Culicidae)

“…From literature reports tyrosol (1) had been obtained from mycelia of an ascomycetes fungus Cordyceps ophioglossoides as an estrogenic substance (Kawagishi et al, 2004). It has also been obtained from phytopathogenic fungus Ceratocystis adipose as an antioxidant (Guzman-Lopez et al, 2007). Its production had been reported in other Ceratocystis species before, including Ceratocystis fimbriatacoffea (Gremand and Tabacchi, 1996), Ceratocystis clarigera, Ceratocystis ips and Ceratocystis huntii strains (Ayer et al, 1986).…”