Abstract
This paper reports the isolation and structural characterization of four new ent-kaurane derivatives from the Lamiaceae plant Sideritis hyssopifolia. Planar structures and relative configurations were determined using both mass spectrometry and nuclear magnetic resonance (1D and 2D). Absolute configurations were determined by comparing experimental and theoretical electronic circular dichroism spectra. The cytotoxic and microbial activities of all new compounds were tested. Compounds that were non-cytotoxic were further evaluated for anti-inflammatory activity.
Highlights
The cosmetics sector represents a huge potential for growth in today’s society
Preincubation with compounds 1 and 4 significantly inhibited the release of IL-1α. These results demonstrate that two of the new diterpenoids extracted from S. hyssopifolia have anti-IL-1α effects on skin epithelial cells
Flowering tops of S. hyssopifolia were collected in the Alps, France, at an altitude of 1300 m
Summary
The quest for wellness and beauty has led to an intensive search for new products that can improve both the appearance and hygiene of an aging population In this context, an increasing number of cosmetic companies are using nature as a unique source for their formulations. Except for siderol [9], diterpenoids have yet to be reported in S. hyssopifolia [10] Because these compounds are commonly found throughout the Sideritis genus, we re-investigated the phytochemical composition of S. hyssopifolia and, as a result, isolated 12 compounds, eight of which are reported in this species for the first time, namely, siderol [9], sideridiol [9], siderone [11], ent-kaurene I [12], sideritriol [13], ent-15β,16β-epoxykauran-18-ol [14], epi-candicandiol [12], and ent-3β-7α-dihydroxykaur-16-ene [15]. The four novel compounds were evaluated for their cytotoxic, antimicrobial, and anti-inflammatory activities
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