Cevanine-type steroidal alkaloids from the bulbs of Fritillaria cirrhosa D. Don.

Eight previously undescribed cevanine-type steroidal alkaloids, cirrhosinones I-N and cirrhosinols A-B, along with five known analogs, were isolated from the bulbs of Fritillaria cirrhosa D. Don. Their structures were elucidated on the basis of comprehensive analysis of HRESIMS, 1D and 2D NMR spectroscopic data, and single-crystal X-ray diffraction analyses. All compounds revealed weak NO inhibitory activities in the LPS-stimulated NR8383 cells at the concentration of 20 µM, with inhibition ratios ranging from 5.1% to 14.3%.

Steroidal alkaloids and their glycosides from the bulbs of Fritillaria unibracteata.

Seven undescribed steroidal alkaloids, including two jervine-type steroidal alkaloids, fritiunibras A-B (1-2), and five cevanine-type steroidal alkaloid glycosides, fritiunibras C-G (3-7), along with six known cevanine-type steroidal alkaloids and their glycosides (8-13) were isolated from the bulbs of Fritillaria unibracteata Hsiao et K. C. Hsia. Their structures were determined by interpretation of comprehensive spectroscopic and single-crystal X-ray diffraction analysis. The absolute configurations of sugar moieties were determined by HPLC analysis and compared with standards after hydrolysis and derivatization. Furthermore, their inhibitory effects on NO production and cytotoxic activities were evaluated.

Cirrhosinones A-H, 24-hydroxy cevanine-type alkaloids from Fritillariacirrhosa.

Eight undescribed isosteroidal alkaloids cirrhosinones A-H (1-8), along with six known isosteroidal alkaloids (9-14), were isolated from the bulbs of Fritillaria cirrhosa D. Don. Their structures were determined by HRESIMS and 2D NMR analysis, and their absolute configurations were established by X-ray analysis. Compounds 1-8 possessed a typical cevanine-type alkaloid skeleton with a hydroxyl group rarely substituted at C-24 and compounds 4-8 possessed rare 7α or 7ß-hydroxyl groups. This was the first report of both C-7 and C-24 hydroxyl groups substituted cevanine-type alkaloids. In addition, an approach for distinguishing D/E cis and trans conformations of cevanine-type alkaloids by 1H NMR data was developed. Moreover, the correlations between the relative configurations of 3-OH, 7-OH, 22-C, 24-OH, and 25-Me and the 1H NMR and 13C NMR data were also summarized. Compounds 1-9 exhibited moderate NO inhibitory activities in LPS-stimulated BV-2 cells at the concentration of 40 µM. The acetylcholinesterase inhibitory activities of compounds 1-7 and 9-10 were also evaluated and none of them showed acetylcholinesterase inhibitory activities at the concentrations of 20-80 µM.

Discrimination of Patients with Varying Degrees of Coronary Artery Stenosis by ECG and PCG Signals Based on Entropy.

Coronary heart disease (CHD) is the leading cause of cardiovascular death. This study aimed to propose an effective method for mining cardiac mechano-electric coupling information and to evaluate its ability to distinguish patients with varying degrees of coronary artery stenosis (VDCAS). Five minutes of electrocardiogram and phonocardiogram signals was collected synchronously from 191 VDCAS patients to construct heartbeat interval (RRI)-systolic time interval (STI), RRI-diastolic time interval (DTI), HR-corrected QT interval (QTcI)-STI, QTcI-DTI, Tpeak-Tend interval (TpeI)-STI, TpeI-DTI, Tpe/QT interval (Tpe/QTI)-STI, and Tpe/QTI-DTI series. Then, the cross sample entropy (XSampEn), cross fuzzy entropy (XFuzzyEn), joint distribution entropy (JDistEn), magnitude-squared coherence function, cross power spectral density, and mutual information were applied to evaluate the coupling of the series. Subsequently, support vector machine recursive feature elimination and XGBoost were utilized for feature selection and classification, respectively. Results showed that the joint analysis of XSampEn, XFuzzyEn, and JDistEn had the best ability to distinguish patients with VDCAS. The classification accuracy of severe CHD-mild-to-moderate CHD group, severe CHD-chest pain and normal coronary angiography (CPNCA) group, and mild-to-moderate CHD-CPNCA group were 0.8043, 0.7659, and 0.7500, respectively. The study indicates that the joint analysis of XSampEn, XFuzzyEn, and JDistEn can effectively capture the cardiac mechano-electric coupling information of patients with VDCAS, which can provide valuable information for clinicians to diagnose CHD.

Chemical composition and insecticidal activity of the essential oil of Illicium pachyphyllum fruits against two grain storage insects.

The aim of this research was to determine chemical composition and insecticidal activity of the essential oil of Illicium pachyphyllum fruits against two grain storage insects, Sitophilus zeamais and Tribolium castaneum, and to isolate any insecticidal constituents from the essential oil. The essential oil of I. pachyphyllum fruits was obtained by hydrodistillation and analyzed by GC-MS. A total of 36 components of the essential oil were identified, with the principal compounds in the essential oil being trans-ρ-mentha-1(7),8-dien-2-ol (24.56%), D-limonene (9.79%), caryophyllene oxide (9.32%), and cis-carveol (5.26%) followed by ß-caryophyllene (4.63%) and bornyl acetate. Based on bioactivity-guided fractionation, the three active constituents were isolated and identified as trans-ρ-mentha-1(7),8-dien-2-ol, D-limonene and caryophyllene oxide. The essential oil of I. pachyphyllum fruits exhibited contact toxicity against S. zeamais and T. castaneum adults, with LD(50) values of 17.33 µg/adult and 28.94 µg/adult, respectively. trans-p-Mentha-1(7),8-dien-2-ol (LD(50) = 8.66 µg/adult and 13.66 µg/adult, respectively) exhibited stronger acute toxicity against S. zeamais and T. castaneum adults than either caryophyllene oxide (LD(50) = 34.09 µg/adult and 45.56 µg/adult) and D-limonene (LD(50) = 29.86 µg/adult and 20.14 µg/adult). The essential oil of I. pachyphyllum possessed fumigant toxicity against S. zeamais and T. castaneum adults with LC(50) values of 11.49 mg/L and 15.08 mg/L, respectively. trans-p-Mentha-1(7),8-dien-2-ol exhibited stronger fumigant toxicity against S. zeamais and T. castaneum adults, respectively, with LC(50) values of 6.01 mg/L and 8.14 mg/L, than caryophyllene oxide (LC(50) = 17.02 mg/L and 15.98 mg/L) and D-limonene (LC(50) = 33.71 mg/L and 21.24 mg/L). The results indicate that the essential oil of I. pachyphyllum fruits and its constituent compounds have potential for development into natural insecticides or fumigants for the control of insects in stored grains.