Hirsutinolide- and Cadinanolide-type Sesquiterpene Lactones from Lessingianthus rubricaulis (Vernonieae, Asteraceae).

Autor: Colhado Arêas DRP; Departamento de Química, Universidade Estadual de Maringá, 87020-900, Maringá - PR, Brasil., Porto C; Departamento de Química, Universidade Estadual de Maringá, 87020-900, Maringá - PR, Brasil., Cabral MRP; Departamento de Química, Universidade Estadual de Maringá, 87020-900, Maringá - PR, Brasil., Ramos AVG; Departamento de Química, Universidade Estadual de Maringá, 87020-900, Maringá - PR, Brasil., Peixoto JLB; Departamento de Química, Universidade Estadual de Maringá, 87020-900, Maringá - PR, Brasil., Barrotto do Carmo MR; Departamento de Biologia, Universidade Estadual de Ponta Grossa, 84030-900, Ponta Grossa - PR, Brasil., da Costa WF; Departamento de Química, Universidade Estadual de Maringá, 87020-900, Maringá - PR, Brasil., Baldoqui DC; Departamento de Química, Universidade Estadual de Maringá, 87020-900, Maringá - PR, Brasil., Sarragiotto MH; Departamento de Química, Universidade Estadual de Maringá, 87020-900, Maringá - PR, Brasil.
Jazyk: angličtina
Zdroj: Chemistry & biodiversity [Chem Biodivers] 2024 Mar; Vol. 21 (3), pp. e202302023. Date of Electronic Publication: 2024 Feb 21.
DOI: 10.1002/cbdv.202302023
Abstrakt: Sesquiterpene lactones are an important class of secondary metabolites frequently isolated from Lessingianthus genus that present a variety of biological properties, such as antimalarial, anti-inflammatory, antileishmanial, antitrypanosomal and anticancer. The limited phytochemical studies and the importance of this class of compounds isolated from Lessingianthus led us to study this genus. In this work, we focused on the phytochemical investigation and dereplication based on UHPLC-HRMS/MS and molecular networking of L. rubricaulis. Chemical investigation resulted in the isolation of several hirsutinolide-type sesquiterpene lactones including a new hirsutinolide derivative, 8,10α-hydroxy-1,13-bis-O-methylhirsutinolide, besides a cadinanolide and flavonoids. The dereplication study resulted in the identification of three known flavonoids, six known hirsutinolides and two known cadinanolides. Moreover, a fragmentation pathway for cadinanolide-type sesquiterpene lactones was proposed. These results contribute to chemotaxonomic studies and demonstrates the potential of Lessingianthus genus.
(© 2024 Wiley-VHCA AG, Zurich, Switzerland.)
Databáze: MEDLINE