Dataset Information

Identification and Characterization of Cannabimovone, a Cannabinoid from Cannabis sativa, as a Novel PPAR? Agonist via a Combined Computational and Functional Study.

ABSTRACT: Phytocannabinoids (pCBs) are a large family of meroterpenoids isolated from the plant Cannabis sativa. ?9-Tetrahydrocannabinol (THC) and cannabidiol (CBD) are the best investigated phytocannabinoids due to their relative abundance and interesting bioactivity profiles. In addition to various targets, THC and CBD are also well-known agonists of peroxisome proliferator-activated receptor gamma (PPAR?), a nuclear receptor involved in energy homeostasis and lipid metabolism. In the search of new pCBs potentially acting as PPAR? agonists, we identified cannabimovone (CBM), a structurally unique abeo-menthane pCB, as a novel PPAR? modulator via a combined computational and experimental approach. The ability of CBM to act as dual PPAR?/? agonist was also evaluated. Computational studies suggested a different binding mode toward the two isoforms, with the compound able to recapitulate the pattern of H-bonds of a canonical agonist only in the case of PPAR?. Luciferase assays confirmed the computational results, showing a selective activation of PPAR? by CBM in the low micromolar range. CBM promoted the expression of PPAR? target genes regulating the adipocyte differentiation and prevented palmitate-induced insulin signaling impairment. Altogether, these results candidate CBM as a novel bioactive compound potentially useful for the treatment of insulin resistance-related disorders.

SUBMITTER: Iannotti FA

PROVIDER: S-EPMC7179127 | biostudies-literature | 2020 Mar

REPOSITORIES: biostudies-literature

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Identification and Characterization of Cannabimovone, a Cannabinoid from Cannabis sativa, as a Novel PPARγ Agonist via a Combined Computational and Functional Study.

Iannotti Fabio Arturo FA De Maio Fabrizia F Panza Elisabetta E Appendino Giovanni G Taglialatela-Scafati Orazio O De Petrocellis Luciano L Amodeo Pietro P Vitale Rosa Maria RM

Molecules (Basel, Switzerland) 20200303 5

Phytocannabinoids (pCBs) are a large family of meroterpenoids isolated from the plant Cannabis sativa. Δ9-Tetrahydrocannabinol (THC) and cannabidiol (CBD) are the best investigated phytocannabinoids due to their relative abundance and interesting bioactivity profiles. In addition to various targets, THC and CBD are also well-known agonists of peroxisome proliferator-activated receptor gamma (PPARγ), a nuclear receptor involved in energy homeostasis and lipid metabolism. In the ...[more]

PMID: 32138197

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Project description:Five essential oil hemp (Cannabis sativa L.) cultivars (Cherry Blossom, Cherry Blossom (Tuan), Berry Blossom, Cherry Wine, and Cherry Blossom × Trump) were treated with six fertigation treatments to quantify the effects of synthetic fertilizer rates and irrigation electrical conductivity on plant growth, biomass accumulation, and cannabinoid profiles. Irrigation water was injected with a commercial 20-20-20 fertilizer at rates of 0, 50, 150, 300, 450, and 600 ppm nitrogen equating to 0.33 (control), 0.54, 0.96, 1.59, 2.22, and 2.85 dS m-1, respectively. Plants were grown under artificial lighting (18 hr) to maintain vegetative growth for eight weeks, followed by an eight-week flowering period. High linear relationship between chlorophyll concentrations and SPAD-502 measurements validated the utilization of SPAD meters to rapidly identify nutrient deficiency in essential oil hemp. Cultivars expressed significant variation in plant height and cannabinoid profiles (% dry mass), in concurrence with limited biomass and cannabinoid (g per plant) yield variation. Cherry Blossom was the best performing cultivar and Cherry Wine was the least productive. Variation in plant growth, biomass, and cannabinoid concentrations were affected to a greater extent by fertilizer rates. Optimal fertilizer rates were observed at 50 ppm N, while increased fertilizer rates significantly reduced plant growth, biomass accumulation, and cannabinoid concentrations. Increased fertilizer rates (> 300 ppm N) resulted in compliant THC levels (< 0.3%), although when coupled with biomass reductions resulted in minimal cannabinoid yields. Additionally, CBD concentration demonstrated higher sensitivity to increased fertilizer rates (> 300 ppm N) compared to THC and CBG (> 450 ppm N). The results of this study can serve as a guide when using fertigation methods on essential oil hemp cultivars; although results may differ with cultivar selection, environmental conditions, and management practices.

Dataset Information

Identification and Characterization of Cannabimovone, a Cannabinoid from Cannabis sativa, as a Novel PPAR? Agonist via a Combined Computational and Functional Study.

Publications

Identification and Characterization of Cannabimovone, a Cannabinoid from <i>Cannabis sativa</i>, as a Novel PPARγ Agonist via a Combined Computational and Functional Study.

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