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Prenylated polyphenols occur naturally and exhibit biological activity superior to the ubiquitous parent polyphenols. However, their low abundance limits the wider application of these derivatives. In this work, we present an expedient, single-step catalytic protocol for introducing terpene fragments into the aromatic rings of the widely available natural stilbenoids and flavonoids to upgrade their therapeutic potential. [ABSTRACT FROM AUTHOR]

Atrachinenynes A–D (1–4), four novel diacetylenic derivatives, were isolated for the first time from the rhizomes of Atractylodes chinensis. Compound 1 features a new C26 skeleton with an unusual 8/6/6/5 tetracyclic ring system bearing a diacetylene sidechain. Compounds 2–4 are three novel diacetylenic terpenoids with an additional six-membered ring between terpenes and diacetylenes formed via a Diels–Alder reaction. The structures and the absolute configurations of 1–4 were elucidated by spectroscopic methods, electronic circular dichroism (ECD) calculations, and 13C quantum chemical calculations. Their plausible biogenetic pathways were also proposed. [ABSTRACT FROM AUTHOR]

New gelators, based on chiral triterpenoids linked with aromatic rings and amide structures, were designed and synthesized. Different chiral properties of assembly of the organogels were observed and these were expressed by different close degrees of molecular packing, which were attributed to the formation of H-type aggregates in the monotriterpenoid and of J-type aggregates in the bis-triterpenoid derivatives. The nanofibers of the organogel in dimethylsulfoxide were used to engineer gold nanoparticles and generate gel–nanoparticle hybrid materials. [ABSTRACT FROM AUTHOR]