Bio-guided isolation of a new sesquiterpene from Artemisia cina with anthelmintic activity against Haemonchus contortus L 3 infective larvae
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Haemonchus contortus is a blood-feeding gastrointestinal parasite that impacts grazing sheep, causing economic losses in animal production and presenting anthelmintic resistance, requiring alternative antiparasitic treatments, including the exploration of plant-based anthelmintics. Artemisia cina (Asteraceae) is a plant whose n -hexane ( n -HE) and ethyl acetate extract (EAE) exhibits anthelmintic activity against H. contortus , being the n -HE more active. With the aim of discovering additional bioactive metabolites, a chemical analysis was performed on EAE, which presented a LC 90 of 3.30 mg/mL and allowed the isolation of 11-[(1 R ,5 S ,7 R ,8 R ,10 S ,)-1,8-dihydroxy-5,10-dimethyl-4-oxodecahydroazulen-7-yl] acrylic acid, a new sesquiterpene that was identified through one and two-dimensional NMR. The compound was named cinic acid and displayed a CL 50 of 0.13 (0.11 -0.14) mg/mL and CL 90 of 0.40 (0.37 - 0.44) mg/mL, which, compared with EAE larvicidal activity, was 256-fold more active at LC 50 and 15.71-fold at LC 90 . In this study, a new sesquiterpene with anthelmintic effects against H. contortus L 3 infective larvae was isolated from the EAE of Artemisia cina .
Author summary
Haemonchus contortus is a hematophagous gastrointestinal parasite that affects grazing sheep. Due to its feeding habits, it induces anemia, poor digestion, diarrhea, and weight loss in animals, potentially leading to death in young individuals and causing economic losses in animal production. Moreover, it demonstrates resistance to drugs, making it imperative to explore alternative antiparasitic treatments against H. contortus , such as the discovery and development of plant-based anthelmintics. In this work, we explore the ethyl acetate extract (EAE) of Artemisia cina in the search of bioactive compounds. A new sesquiterpene was separated through a bio-guided isolation monitoring the larvicidal effect against H. Contortus L 3 infective larvae and was named cinic acid. These findings suggest that the EAE could be promising candidate for the development of a plant-based pharmaceutical preparation with notable anthelmintic activity against H. contortus .
