Structure-Activity Relationships of Aromadendranes in Uterus- Relaxant Activity

Abstract

Aromadendranes belong to a class of sesquiterpenes present in higher plant essential oils and marine animals. Although the biological activities include antifungal, antibacterial, antiviral, plant growth regulatory, antifeedant, repellent and cytotoxic, there is only one precedent for spasmolytic effects. In a previous report we have shown that the aromadendrene molecule known as spathulenol, isolated from Lepechinia caulescens, effi ciently relaxes rat uterus rings and therefore in the present work we describe structure-activity relationships of thirteen aromadendranes, most of them having the trans-fused perhydroazulene skeleton, with spasmolytic activity.

Studies on the chemical composition and possible mechanisms underlying the antispasmodic and bronchodilatory activities of the essential oil of Artemisia maritima L.

“…The chemicals, which possess antibacterial activity, are α-pinene (Sokovic et al, 2010) and thujone (Laciar et al, 2009), while camphor is an antioxidant (Sokmen et al, 2004). However, one of the constituents in A. maritima (aromadendrene) is reported as spasmolytic (Perez-Hernandez et al, 2009) with unknown underlying mechanism(s). We propose that this constituent is most probably amongst the other constituents responsible for the observed antispasmodic effect.…”

Components of Volatile Fractions from Eucalyptus camaldulensis Leaves from Iraqi–Kurdistan and Their Potent Spasmolytic Effects

“…This finding seems to indicate that the reduced relaxant properties of EO Ar , compared to EO S and EO W , is caused by the minor amount of 1,8-cineole (1) in EO Ar (10.14%) than in EO S (62.70%) and EO W (59.09%). However, the physiological effects of EO Ar were not totally suppressed, due to the significant presence of other active terpenoids (Table 1), such as α-terpineol (6, 17.26%) [23], spathulenol (5.74%) [24], carvacrol (2.73%), and thymol (2.52%) [25].…”

Chemical Constituents and Biological Activities of Essential Oils of Hydnora africana Thumb Used to Treat Associated Infections and Diseases in South Africa

“…Diphenyl ether possesses bactericidal activity against gram-positive and gram negative bacteria [22]. (−)-Spathulenol, an oxygenated sesquiterpene, has antifungal, antibacterial, antiviral and cytotoxic activities [23].The zones of inhibition varied from 10 to 25 mm ( Table 1). The HA essential oil showed a significant growth inhibitory effect against the ten organisms (p < 0.05) having IC 50 values ranging from 5 to 0.005 mg/mL ( Table 2).…”