Semisynthetic Sesquiterpene Lactones Generated by the Sensibility of Glaucolide B to Lewis and Bronsted-Lowry Acids and Bases: Cytotoxicity and Anti-Inflammatory Activities.

ABSTRACT: Sesquiterpene lactone (SL) subtypes including hirsutinolide and cadinanolide have a controversial genesis. Metabolites of these classes are either described as natural products or as artifacts produced via the influence of solvents, chromatographic mobile phases, and adsorbents used in phytochemical studies. Based on this divergence, and to better understand the sensibility of these metabolites, different pH conditions were used to prepare semisynthetic SLs and evaluate the anti-inflammatory and antiproliferative activities. Therefore, glaucolide B (1) was treated with various Brønsted-Lowry and Lewis acids and bases-the same approach was applied to some of its derivatives-allowing us to obtain 14 semisynthetic SL derivatives, 10 of which are hereby reported for the first time. Hirs

SUBMITTER: da Silva LAL 

PROVIDER: S-EPMC9921329 | biostudies-literature | 2023 Jan

REPOSITORIES: biostudies-literature