Dicentrinone (Di), liriodenine (Li) and lysicamine (Ly) are three natural oxoaporphine alkaloids (OAs), which revealed significant biological activity such as anticancer, anti-inflammatory and antimicrobial activities and were considered as potential lead compounds for the development of new clinical chemicals. In the present study, confocal laser scanning fluorescence microscopy observation demonstrated these three natural OAs could traverse inside of the nucleus and get an opportunity to interact with DNA. Their interaction properties with DNA were then investigated simultaneously by two spectral fluorescent probes of ethidium bromide (EB) and methyl green (MG), as well as UV-vis absorption and cyclic voltammetry measurements, and further verified by the molecular docking analysis.
View Article and Find Full Text PDFSeven new C-geranylated flavanones, fortunones F - L (1-7), were isolated from the fresh mature fruits of Paulownia fortunei (Seem.) Hemsl. Their structures were determined by extensive spectroscopic data interpretation (UV, IR, HRMS, NMR, and CD).
View Article and Find Full Text PDFNaturally occurring phenanthroindolizidine and phenanthroquinolizidine alkaloids (PIAs and PQAs) are two small groups of herbal metabolites sharing a similar pentacyclic structure with a highly oxygenated phenanthrene moiety fused with a saturated or an unsaturated -heterocycle (indolizidine/quinolizidine moieties). Natural PIAs and PQAs only could be obtained from finite plant families (such as Asclepiadaceae, Lauraceae and Urticaceae families, etc.).
View Article and Find Full Text PDFspecies, especially their flowers and fruits, are traditionally used in Chinese herbal medicines for the treatment of infectious diseases. -geranylated flavonoids were found to be the major special metabolites in flowers and fruits, and 76 -geranylated flavonoids had been isolated and characterized thus far. Structural variations in C-geranylated flavonoids are mainly due to the complicated structural modifications in their geranyl substituents.
View Article and Find Full Text PDFSix undescribed C-geranylated flavonoids, including five C-geranylflavanones named as paucatalinones F - J, one C-geranylflavonol named as paucatalinone K, along with seven known geranylated flavanones, were isolated from the fruit peel of Paulownia catalpifolia T. Gong ex D.Y.
View Article and Find Full Text PDFThe fruits of Paulownia catalpifolia Gong Tong are used as a Chinese folk herbal medicine for the treatment of enteritis, tonsillitis, bronchitis, and dysentery, etc. Our previous study has identified new C-geranylated flavanones with obvious anti-proliferative effects in lung cancer A549 cells. In the present study, a new C-geranylated flavone, paucatalinone C (1) and five known C-geranylated flavanones (2-6) were isolated.
View Article and Find Full Text PDFObjective: To isolate and identify the chemical constituents from the seeds of Strychnos nux-vomica.
Methods: Chromatographic separation techniques such as silica gel chromatography,ODS chromatography and Sephadex LH-20 chromatography were used for the isolation and purification. The structures of the chemical constituents were identified on the basis of mass spectrometry,NMR spectroscopy and so on.
Objective: To investigate the chemical constituents from the fruits of Paulownia tomentosa.
Methods: The compounds were isolated and purified by column chromatography and their structures were identified on the basis of physicochemical properties and spectral analyses.
Results: Seven compounds were isolated and their structures were identified as ursolic acid (1), sesamin(2),2α,3α, 19a-trihydroxyurs-12-en-28-oic acid(3), luteolin(4), tricin-7-O-β-D-glucoside(5),3',4',5,7-tetrahydroxy-6-[7-hydroxy-3,7-dimethyl-2(E)-octenyl] flavanone(6) and stigmasterol(7).
Three new geranylated flavanones, named as paucatalinone A (1), B (2), and isopaucatalinone B (3), were isolated from the fruits of Paulownia catalpifolia Gong Tong (Scrophulariaceae). Their structures were well determined by means of IR, MS, 1D and 2D NMR, and CD techniques. Paucatalinone A (1) is the first sample as a dimeric geranylated flavanone derivative isolated from natural products.
View Article and Find Full Text PDFObjective: To isolate and identify the chemical constituents from the root bark of Dictamnus dasycarpus.
Methods: Silica gel, Sephadex LH-20, ODS and PTLC were employed for the isolation and purification of chemical constituents. The structures were identified on the basis of spectral data and physicochemical examination.
Two novel spirooliganones A (1) and (2), a pair of spiro carbon epimers, with a rare dioxaspiro skeleton were isolated from the roots of Illicium oligandrum. The structures were fully determined by spectroscopic analysis and chemical methods, especially modified Mosher's method, and X-ray diffraction analysis. Spirooliganone B was found to exhibit more potent activities against coxsackie virus B3 and influenza virus A (H3N2) (IC50 3.
View Article and Find Full Text PDFObjective: To isolate and identify the chemical constituents from the flowers of Ailanthus altissima.
Methods: Macroporous adsorptive resins (DM130), Silica gel, Sephadex LH-20, ODS were employed for the isolation and purification of chemical constituents. The structures were identified on the basis of spectral data and physicochemical examination.
Four new phenolic diglycosides (1-4), named illoliganoside A-D, and three known glycosides (5-7), were isolated from the roots of Illicium oligandrum. The structures of the new diglycosides were determined on the basis of HRMS, NMR spectroscopic, and chemical methods. The anti-inflammatory and cytotoxic activities for 1-7 were evaluated.
View Article and Find Full Text PDFThree new dimeric prenylated C6-C3 compounds, namely, illicidiones A (1), B (2), and C (3), were isolated from the stem bark of Illicium oligandrum. The structure and absolute configuration of these compounds were determined by extensive spectroscopic and chemical analyses, including NMR, modified Mosher method, and single-crystal X-ray study. Compounds 1-3 exhibited weak anti-inflammatory activities.
View Article and Find Full Text PDFEleven prenylated C(6)-C(3) compounds, illioliganpyranone A (1), illioliganfunone A-D (2-5), and illioliganone D-I (6-11), together with five known prenylated C(6)-C(3) compounds (12-16), were isolated from roots of Illicium oligandrum. The structures of 1-11 were elucidated by spectroscopic methods including 1D and 2D NMR, HRESIMS, and CD experiments. Possible biosynthetic pathways to compounds 1-16 derived from a common precursor of 5-allylbenzene-1,2,4-triol were postulated.
View Article and Find Full Text PDFTen flavonoids were isolated from the ethyl acetate-soluble fraction of the ethanolic extract of the seeds of Trigonella foenum-graecum and their structures were elucidated on the basis of spectroscopic methods to be 5,7,3'-trihydroxy-5'-methoxylisoflavone (1), biochanin A (2), formononetin (3), irilone (4), tricin (5), daidzein (6), calycosin (7), orientin-2''-O-p-trans-coumarate (8), vitexin-2''-O-p-trans-coumarate (9), and tricin-7-O-beta-D: -glucopyranoside (10). Compounds 1 and 8 are new flavonoids, and 8 and 9 strongly promoted 2BS cell proliferation induced by H(2)O(2).
View Article and Find Full Text PDFThree new rearranged prenylated C(6)-C(3) compounds, named illioliganones A, B, and C (1-3), and a new highly oxygenated seco-prezizaane-type sesquiterpene, oligandriortholactone (7), together with three known prenylated C(6)-C(3) compounds (4-6) and a known sesquiterpene lactone (8), have been isolated from the stem bark of Illicium oligandrum. The structures of 1-3 and 7 were elucidated by spectroscopic methods including 1D and 2D NMR, HRMS, and CD experiments. The absolute configuration of the 11,12-diol moiety in 2 and 3 was determined on the basis of observing the induced circular dichroism after addition of Mo(2)(OAc)(4) in DMSO solution.
View Article and Find Full Text PDFObjective: To study the chemical constituents of the roots of Capparis tenera.
Method: The chemical constituents were isolated and repeatedly purified by kinds of column chromatography and the structures were elucidated by the NMR spectra and physicochemical properties.
Result: Eight compounds were isolated and identified as erigeside C (1), glucosuringic acid (2), vanillic acid 4-O-beta-D-glucoside (3-methoxy 4-glucosyl-benzoic acid) (3), 4-O-beta-D-glucopyranosylbenzoate (4), 3', 5'-dimethoxy- 4-O-beta-D-glucopyranosyl-cinnamic acid (5), tachioside (6), 2, 3-dihydroxy-1-(4-hydroxyl-3, 5-dimethoxyphenyl)-1-propanone (7) and acacetin 7-rutinoside (8).
Two new lignan glucosides, compounds 2 and 3, two new 1H-indole-alkaloid glucosides, 5 and 6, as well as two new phenolic glucosides, 7 and 10, were isolated from the roots of Capparis tenera, together with five known compounds. Their structures were characterized by chemical and spectroscopic methods. Most of these isolates were obtained for the first time from Capparidaceae.
View Article and Find Full Text PDFTwo new compounds, lysidicin D (1) and lysidicin E (2), were isolated from the roots of Lysidice rhodostegia. Their structures were elucidated by means of spectroscopic methods. Among them compound 1 showed potent anti-oxidant activity on in vitro.
View Article and Find Full Text PDFPhytochemical investigations of the fruits of Illicium oligandrum resulted in a new sesquiterpene lactone, 3 beta-benzoyloxy-10-deoxyfloridanolide (1), and three new neolignan glycosides, including two dihydrobenzofuran neolignan glycosides, (7 R,8 S)-9-O-beta-D-xylopyranosyl-9'-O-alpha- L-rhamnopyranosyl-(1-->6)-beta-D-glucopyranosyldihydrodehydrodiconiferyl alcohol (2) and (7 R,8 S)-9-O-shikimoyl-4-O-beta-D-glucopyranosyldihydrodehydrodiconiferyl alcohol (3) and one 8- O-4' neolignan glycoside, (7 S,8 R)-1-[4-O-(beta-D-glucopyranosyl)-3-methoxyphenyl]-2-[4-(3-hydroxypropyl)-2,6-dimethoxyphenoxy]-1,3-propanediol (4), together with three known sesquiterpene lactones (5 - 7) and two known neolignan glycosides (8 and 9). Their structures were elucidated on the basis of 1D, 2D NMR, HR-MS and chemical evidence. Compounds 3 and 4 showed moderate antioxidant activity with the inhibitory rates 13.
View Article and Find Full Text PDFAim: To study the bioactive constituents of the flower of Castanea mollissima Blume.
Methods: Compounds were isolated and purified by column chromatography of silica gel and TLC. Structures were determined by various spectroscopic data, including IR, 1HNMR and 13CNMR, EIMS, FABMS and HMBC as well as comparison of the data with those reported in literatures.
Aim: To study the bioactive constituents from the flower of Castanea mollissima Blume.
Methods: Compounds were isolated and purified by column chromatography on silica gel and polyamide. Structures were determined by various spectroscopic data,including UV, IR, 1H and 13CNMR, EIMS and FABMS, 1H-13C-COSY and HMBC.