RT journal article
T1 Synthesis of Trichodermin Derivatives and Their Antimicrobial and Cytotoxic Activities
A1 Barúa, Javier E.
A1 de la Cruz, Mercedes
A1 de Pedro, Nuria
A1 Cautain, Bastien
A1 Hermosa, Rosa
A1 Cardoza, Rosa Elena
A1 Gutiérrez, Santiago
A1 Monte, Enrique
A1 Vicente, Francisca
A1 González Collado, Isidro
A2 Química Orgánica
K1 trichothecene
K1 sesquiterpenes
K1 tri genes
K1 synthesis
K1 antimicrobial
K1 cytotoxic bioactivity
AB Trichothecene mycotoxins are recognized as highly bioactive compounds that can be usedin the design of new useful bioactive molecules. In Trichoderma brevicompactum, the first specific stepin trichothecene biosynthesis is carried out by a terpene cyclase, trichodiene synthase, that catalyzesthe conversion of farnesyl diphosphate to trichodiene and is encoded by the tri5 gene. Overexpressionof tri5 resulted in increased levels of trichodermin, a trichothecene-type toxin, which is a valuabletool in preparing new molecules with a trichothecene skeleton. In this work, we developed thehemisynthesis of trichodermin and trichodermol derivatives in order to evaluate their antimicrobialand cytotoxic activities and to study the chemo-modulation of their bioactivity. Some derivatives witha short chain at the C-4 position displayed selective antimicrobial activity against Candida albicans andthey showed MIC values similar to those displayed by trichodermin. It is important to highlight thecytotoxic selectivity observed for compounds 9, 13, and 15, which presented average IC50 values of2  g/mL and were cytotoxic against tumorigenic cell line MCF-7 (breast carcinoma) and not againstFa2N4 (non-tumoral immortalized human hepatocytes).
PB MDPI
SN 1420-3049
YR 2019
FD 2019-10
LK http://hdl.handle.net/10498/21964
UL http://hdl.handle.net/10498/21964
LA eng
DS Repositorio Institucional de la Universidad de Cádiz
RD 12-nov-2026