Virenscarotins A-M, thirteen undescribed carotane sesquiterpenes from the fungus Trichoderma virens

A document investigation on the fungus Trichoderma virens led to the isolation of thirteen undescribed carotane sesquiterpenes and homologous. All structures were elucidated on the basis of NMR and HRESIMS data, and their absolute configurations were assigned by ECD calculation. Especially, virenscarotins A and B were first ramifi-cations forged by aldol condensation of 4-hydroxy-3-isopentenyl-benzaldehyde with two hydroxyl groups in ring A of traditional carotane sesquiterpenes. Ring rearrangement/expansion and oxidative cleavage of normal car-otane sesquiterpenes lead to the six-membered ring A of compound virenscarotin C and the ring A cleavage of compound virenscarotin D. All compounds were evaluated for cytotoxic, anti-inflammatory, and seed germi-nation inhibitory activities.

Automated summary

A document investigation on the fungus Trichoderma virens led to the isolation of thirteen undescribed carotane sesquiterpenes and homologues. Their structures were elucidated and absolute configurations were assigned. Two new branched compounds and novel compounds derived from ring rearrangements/expansions and ring cleavage were discovered. The compounds were also evaluated for their biological activities.