Continuous-Flow Photochemical Isomerization of Humulones to Isohumulones.

ABSTRACT: Humulones are a family of homolog natural products obtained from the strobiles of humulus lupulus, or hops plants. Structurally, they consist of substituted phloroglucinols with two isoprenyl side chains, a carbonyl group and a quaternary ring carbon substituted with a hydroxyl group. The three most prominent homologs are n-, co- and ad-humulone, containing isobutyl, isopropyl and secbutyl ketone groups, respectively. When solutions of humulones are exposed to UV light, they undergo stereoselective isomerization to the five-membered ring trans-isohumulones. A photoreactor was assembled from strip LEDs in close contact with UV-transparent tubing. This reactor allowed continuous-flow chemical synthesis of the isohumulones. The yield, conversion and product throughput are compared for the hum

SUBMITTER: Hamper BC 

PROVIDER: S-EPMC11901516 | biostudies-literature | 2025 Feb

REPOSITORIES: biostudies-literature