The biosynthesis of C₅—C₂₀terpenoid compounds

Astonishing diversity of natural surfactants: 7. Biologically active hemi‐ and monoterpenoid glycosides

“…Monoterpenoids have a head-to-tail formation of their 10-carbon precursor, geranyl pyrophosphate (14,15). Some of their oxygenated derivatives, such as alcohols, ketones, and carboxylic acids, are present in plant volatile oils, and were also identified from microorganisms and some marine sources (82).…”

“…Isoprene is emitted from the leaves of many plants, and experimental data have been partly reviewed in some articles (11)(12)(13)(14)(15). Hemiterpenes accumulate in plant tissues and can be found in association with other compounds such as alkaloids, coumarins, phenols, and/or flavonoids (16,17).…”

Ni-catalyzed unnatural prenylation and cyclic monoterpenation of heteroarenes with isoprene

“…Hemiterpenoids and monoterpenoids consisting of one and two isoprene units respectively, which are of extraordinary pharmacological importance covering anticancer, antiviral, antibiotic, and immunosuppressive [1][2][3]. In nature, dimethylallyl pyrophosphate (DMAPP) and isopentenyl pyrophosphate (IPP) could be transformed to various hemiterpenoids equipped with prenyl and tert-prenyl.…”

“…a 1a (0.20 mmol), 2 (0.80 mmol), Ni(COD)2 (10 mol%), ligand (10 mol%), hexane (2 mL), 100 °C, 24 h. The yield was determined by1 H NMR with 1,3,5-trimethoxybenzene as internal standard. b Ni(COD)2 (5 mol%), L6 (5 mol%), hexane (1 mL).…”