Lignans from Isatis indigotica roots and their inhibitory effects on nitric oxide production

Isolation and Identification of Lignans and Other Phenolic Constituents from the Stem Bark of Albizia julibrissin Durazz and Evaluation of Their Nitric Oxide Inhibitory Activity

“…On the other hand, the inhibitory effects of dibenzylbutane- and bibenztetrahydronaphthalene-type lignans ( 14 – 18 ), which exhibit similar structures, are believed to be dependent on the number of sugar moieties. Previous studies reported that some lignans inhibit NO production [ 32 , 33 , 34 ]. However, the structure–activity relationship did not provide elaborate detail, especially on the substituents of aromatic rings.…”

Effect of Isatis spp. Extraction on the Growth of Aspergillus niger and Candida albicans

“…[10] Phenylpropanoids mainly comprised flavonoid and lignan metabolites, have been considered as the primary antiviral constituents, which probably contribute to the outstanding pharmacological activity of Radix isatidis. [11,12] It is distinguished that a solvent system for extraction is selected according to the purpose of extraction such as preparation or analysis, the nature of interested components, the physicochemical properties of the matrix, the availability of reagents and equipment, cost, and safety concerns. [13] The solvent systems included complete ethanol at 25°C by different methods, 95% ethanol, ethanol-water for 10 min, [14] methanol-water, methanol-HCl (1.0 N, 85:15, v/v), and H 2 O.…”

Alkaloid Enantiomers from the Roots of Isatis indigotica

“…As one of the most famous traditional Chinese medicines (TCMs), ban lan gen is usually used for the treatment of various kinds of diseases, such as influenza, fever, epidemic hepatitis and infections [4,5,6]. Previous phytochemical investigations of I. indigotica have led to the isolation of various kinds of natural constituents, including alkaloids, lignans, flavonoids and nucleotides [1,2,3,4,5,6,7,8,9], among which alkaloids have been considered as the most active constituents that possess anti-inflammatory, antiviral, antibacterial, antitumor and antioxidant activities [1,4,5,6,7,8,9]. For our continuous project to explore more bioactive components from I. indigotica [8,9], five pairs of alkaloid enantiomers were isolated from the 80% alcohol exact of I. indigotica roots.…”

“…Previous phytochemical investigations of I. indigotica have led to the isolation of various kinds of natural constituents, including alkaloids, lignans, flavonoids and nucleotides [1,2,3,4,5,6,7,8,9], among which alkaloids have been considered as the most active constituents that possess anti-inflammatory, antiviral, antibacterial, antitumor and antioxidant activities [1,4,5,6,7,8,9]. For our continuous project to explore more bioactive components from I. indigotica [8,9], five pairs of alkaloid enantiomers were isolated from the 80% alcohol exact of I. indigotica roots. Among them, 1a/1b , 2a/2b and 3a/3b were determined as three pairs of new enantiomers, whose structures and absolute configurations were determined by extensive spectroscopic data analysis, including 1D, 2D-NMR and HRESIMS data, optical rotation data, comparison of their experimental circular dichroism (CD) and calculated electronic circular dichroism (ECD) spectra and single-crystal X-ray crystallography using anomalous scattering of Cu K α radiation.…”

“…The known forms ( 4a/4b – 5a/5b , Figure 1) were identified by comparison of their spectroscopic and optical rotation data with those reported in the literature as (−)-(2 R ,3 R )-3-hydroxy-2 H -pyrrolo[2-b]indolo[5,5a,6-b,a]quinazoline- 9(8 H ),7′-dione ( 4a ) [1], (+)-(2 S ,3 S )-3-hydroxy-2 H -pyrrolo[2-b]indolo[5,5a,6-b,a]quinazoline-9(8 H ),7′-dione ( 4b ) [1], epigoitrin ( 5a ) [10] and goitrin ( 5b ) [10]. Alkaloids are one of the main types of active constituents in I. indigotica , and they have been reported to possess potential anti-inflammatory effects [1,2,3,4,5,6,7,8,9,10]. This pharmacological action, together with the traditional use for the treatment of epidemic hepatitis, prompted us to test the inhibitory effects on nitric oxide (NO) production of all the isolated alkaloids ( 1a/1b – 5a/5b ).…”