Chemical structures of constituents from the flowers of Osmanthus fragrans var. aurantiacus

Abstract

Three new megastigmane glycosides named floraosmanosides I-III and a new γ-decalactone named floraosmanolactone I together with 16 known constituents were isolated from the flowers of Osmanthus fragrans var. aurantiacus cultivated in Guangxi Zhuang Autonomous Region, China. The chemical structures of the new compounds were elucidated on the basis of chemical and physicochemical evidence. Among them, ligustroside and (+)-pinoresinol significantly inhibited nitric oxide production in lipopolysaccharide-activated RAW264.7 macrophages.

Origin Discrimination of Osmanthus fragrans var. thunbergii Flowers using GC–MS and UPLC‐PDA Combined with Multivariable Analysis Methods

“…1(b)]. In previous reports, acteoside, isoacteoside, ligustroside and phillygenin have been isolated from O. fragrans flowers (Hung et al, 2012;Liu et al, 2015). The 3-hydroxycapric acid, acteoside, isoacteoside, suspensaside A, ligustroside and compound 15 (Table 5) had significant differences among the five origins (p < 0.05), except Hangzhou and Suzhou.…”

Structures of Aromatic Glycosides from the Seeds of <i>Cassia auriculata</i>

“…Cassiaglycoside III (3) was obtained as a pale yellow 20) showed signals ascribable to a 7-hydroxy-2,5-dimethylchromone {two methyl [δ 2.31 (3H, s, CH 3 -2), 2.70 (3H, s, CH 3 C-NMR spectra were similar to those of 7-hydroxy-2,5-dimethylchromone, 22) except for the signals around the 7-position, while the proton and carbon signals due to the glycosyl part were very similar to those of 8 16) and 11.…”

“…belongs to the family Leguminosae and is used for the treatment of diabetes, rheumatism, asthma, and skin diseases in the Ayurvedic traditional medicine. In the course of our studies on the constituents of traditional Asian medicine, [1][2][3][4][5][6][7][8][9][10][11] we previously reported the isolation of flavonols and flavanol dimers from the leaves of C. auriculata. 12) In addition, several diterpene glycosides were isolated from the seeds of C. auriculata.…”

“…13) As a continuing study, a new benzocoumarin glycoside, cassiaglycoside I (1), a new naphthol glycoside, cassiaglycoside II (2), a new chromon glycoside, cassiaglycoside III (3), and a new phenylethyl glycoside, cassiaglycoside IV (4), were isolated from the seeds of C. auriculata, together with seven known constituents. This paper deals with the structure elucidation of four new constituents (1)(2)(3)(4).…”

Polyphenol Profiles and Antioxidant Properties of Ethanol Extracts from Osmanthus Fragrans (Thunb.) Lour. Flowers

“…Previous studies described several functional compounds of OF, including verbascoside [Hung et al, 2012], salidroside [Ouyang et al, 2015], ligustroside [Liu et al, 2015], (+)-phillygenin, phillyrin, (-)-phillygenin [Lee et al, 2011b], and pomolic acid [Yoo et al, 2013]. Ethanol extracts of OF fl ower (EOF) were shown to be characterized by a high content of total phenolics (TPC) and a strong antioxidant activity [Ouyang et al, 2015;Wu et al, 2009;Lee et al, 2007;Huang et al, 2015].…”