Cyclohexene long-chain fatty acid esters from Uvaria dulcis (Dunal)

Structure elucidation of cyclohexene (9Z)-octadec-9-enyl ethers isolated from the leaves of Uvaria cherrevensis (Annonaceae)

“…The leaf extracts of U. cherrevensis were subjected to chromatographic separation techniques which led to the isolation and characterization of three new compounds, cherrevenols M-O (1)(2)(3), and a known compound, dulcisene A (4) ( Figure 1). 2 Cherrevenol M (1) was obtained as a white amorphous solid. Its molecular formula, C34H52O7, was deduced from its HRESIMS data, which showed an [M+Na] + ion at m/z 595.3615 (calcd.…”

“…(Figure 2), isolated from Cleistochlamys kirkii, 13 and so suggests an opposite configuration of the known compound. Therefore, the configuration of cherrevenol M (2) was assigned as 1R,2R,3R,6R.…”

“…Cyclohexene long-chain saturated fatty esters were isolated in earlier studies from two species of Uvaria, U. dulcis and U. dac. 1,2 These compounds exhibited cytotoxic activities. 2 Previous studies on U. cherrevensis, Annonaceae family, found various types of secondary metabolites, including alkaloids, cyclohexenes, flavonoids, naphthalene derivatives, and terpenoids.…”

“…2 Previous studies on U. cherrevensis, Annonaceae family, found various types of secondary metabolites, including alkaloids, cyclohexenes, flavonoids, naphthalene derivatives, and terpenoids. [3][4][5][6][7][8] We report here the first isolation of cyclohexene (9Z)-octadec-9-enyl ethers, cherrevenols M-O (1)(2)(3), from the leaf extracts of U. cherrevensis. The application of 13 C NMR and Ozone Induced Dissociation (OzID) mass spectrometry were used to determine the (Z) configuration and C-9 position of the olefinic moiety of the C-18 ether side chains, respectively.…”

(R)-3-(8'-Hydroxyfarnesyl)-indole and other chemical constituents from the flowers of Anomianthus dulcis and their antimalarial and cytotoxic activities

“…The water decoction of the stem and roots of this plant has been used for fever treatment and as a galactagogue in traditional medicine (Sapchareun P. 2006). The chemical constituents of the twigs, stems and leaves have been identified as polyoxygenated cyclohexenes (Kaweetripob et al 2015), acetogenins (Sinz et al 1998a) phenylpropanoid amides (Sinz et al 1999), flavonoids (Chantrapromma et al 2001;Ubonopas et al 2014) and alkaloids (Sinz et al 1998b;Ubonopas et al 2014). The crude extract and some secondary metabolites from this plant showed antibacterial (Ubonopas et al 2014;Kadchumsang et al 2015), anticancer, anti-Herpes Simplex Virus I (Ubonopas et al 2014), antispasmodic, (Wiya et al 2018) and antioxidant activities (Kadchumsang et al 2015).…”