1.Highly oxygenated dihydrostilbenoids and flavones from the aerial part of Glycyrrhiza uralensis and their antimicrobial activities
Xinyi WEI ; Junfei ZHOU ; Liping ZENG ; Mingming XU ; Chuntao CHE ; Jin'ao DUAN ; Hui YAN ; Hongkai BI ; Ming ZHAO
Science of Traditional Chinese Medicine 2024;2(4):291-302
Background: Multidrug-resistant bacteria (MDRB) represent a significant global challenge due to their high mortality rates, substantial economic burden, and rapid spread. Traditional triple or quadruple therapies have demonstrated limited efficacy as a result of increasing drug resistance. Thus, it is urgent to develop novel anti-MDRB drugs with high efficiency and low toxicity. Objectives: To isolate and identify the dihydrostilbenoids and flavones from the aerial part of Glycyrrhiza uralensis (Fabaceae) and to screen their antimicrobial activities. Materials and methods: The aerial part of G. uralensis was extracted with 75% aqueous EtOH. The crude extract was repeatedly isolated by macroporous resin, silica gel, Sephadex LH-20, C
-MPLC, and MCI-MPLC, which were then purified by semipreparative RP-HPLC to obtain monomer compounds. The structures of the isolates were assigned by a combination of optical rotations, UV spectra, nuclear magnetic resonance, and high-resolution electrospray ionization mass spectrometry, and the absolute configurations of compounds 2, 3, and 7 were further confirmed by electronic circular dichroism calculations. Subsequently, we investigated their antimicrobial activities by the broth microdilution method. Results: Seventeen previously undescribed phenolic compounds (1-17) and 26 known analogs (18-43), including dihydrostilbenoids, flavones, and dihydroflavones, were identified from the aerial part of G. uralensis. In vitro, antimicrobial bioassays demonstrated that compound 31 displayed the strongest inhibitory effect against 4 drug-resistant Helicobacter pylori strains (MIC = 2-4 μg/mL), comparable to metronidazole (MIC = 1-32 μg/mL). Additionally, compounds 10, 13, and 15 demonstrated bactericidal activity against Staphylococcus aureus (MIC = 4 μg/mL), while compounds 15 and 22 exhibited inactivation effects against Mycobacterium smegmatis, Enterococcus faecium, and E. faecalis (MIC = 4-8 μg/mL). Conclusions: These monomeric compounds with antimicrobial activities were isolated from the aerial parts of G. uralensis, providing valuable insights into the potential anti-MDRB properties of its nonmedicinal parts.
2.Steroids and Anthraquinones from Astragalus hoantchy
Ming ZHAO ; Jinao DUAN ; Wenzhe HUANG ; Ronghan ZHOU ; Chuntao CHE
Journal of China Pharmaceutical University 2003;(3):216-219
AIM:To study the chemical constituents of the roots of Astragalus hoantchy Franch.. METHOD:Isolation and elucidation of the chemical constituents,were conducted by chromatography and spectral evidences. RESULTS and CONCLUSION:Six steroids and four anthraquinones were isolated from the roots of A. hoantchy. Their structures were identified to be stigmastane-3,6-dione (1),5α,8α-epidioxy- (22E,24R)-ergosta-6,22-dien-3β-ol (2),stigmastane-3β,6α-diol (3),daucosterol (4),β-sitosterol (5),stigmasterol (6),chrysophanol (7),emodin (8),physion (9) and aloe-emodin (10) on the basis of spectral data and physical constants. Among them,compounds 1,2,3,7,8,9,10 were isolated from the genus Astragalus for the first time.
3.CYCLOARTANE TRITERPENES AND GLYCOSIDES FROM CIMICIFUGA ACERINA
Qingwen ZHANG ; Wencai YE ; Chuntao CHE ; Shouxun ZHAO
Acta Pharmaceutica Sinica 2001;36(4):287-291
AIM To investigate the chemical constituents from the rhizomes of Cimicifuga acerina (Sieb. et Zucc.) Tanaka. METHODS Column chromatgraphy (including silica gel and ODS) together with HPLC was used to separate the chemical constituents whose structures were determined by FAB-MS, NMR (1D and 2D) and hydrolysis methods. RESULTS Five cycloartane triterpenoids were isolated and identified as: (22R)-22-hydroxycimigenol (I), (22R)-22-hydroxy-24-O-acetylhydroshengmanol 3-O-β-D-xylopyranoside (II), dahurinol (III), 24-epi-24-O-acetyl-7,8-didehydroshengmanol 3-O-β-D-xylopyranoside (IV), 25-O-acetyl-7,8-didehydrocimigenol 3-O-β-D-xylopyranoside (V). CONCLUSION Compound I is a new natural product, compound II is a new compound and compounds IV and V were isolated from this plant for the first time.
4.Fingerprint in chemical compatibility of Anti-aging Compound Recipe
Jin CAO ; Ip PAUL ; Chuntao CHE
Chinese Traditional and Herbal Drugs 1994;0(05):-
Objective To study the variance of fingerprint peaks in the processes of Anti-aging Compound Recipe formation,compatibility,and preparation.Methods Anti-aging Compound Recipe and its herbs′ fingerprint chromatogram were studied and validated by HPLC/UV and LC/MS which were used in chemical compatibility.Results Based on the 18 code peaks from compound recipe fingerprint and compared with herb fingerprints,18 code peaks of compound recipe were under the assignment of herb source,that was,No.1,2 from Ganoderma No.11L,21L;No.4,5 from Fructus Ligustri Lucidi No.1N,4N;No.3,8,9,10,11,12,13,14, 18 from Fructus Schisandrae.No.1W,4W,12W,14W,16W,18W,22W,26W,31W;and No.6,7,15,16,17 were no assignment.The assignment resulted the peaks of herb source could be divided into several fingerprint regions,as anti-aging formulae,6—14 min mainly from Ganoderma, 20—30 min from Fructus Ligustri Lucidi,after 40 min from Fructus Schisandrde.All of them enhanced what the study on chemical compatibility of Anti-aging Compound Recipe was aimed at.Conclusion The two actions have appeared during mixing the crude Chinese medicinal materials into a formula recipe,one is no influence among the coexisted raw materials,while the other is with influence each other.In Anti-aging Compound Recipe the three co-decocted raw materials and their sequence put into are considered.Final results present that Fructus Schisandrae adding sequence could influence the quality of compound recipe which illustrated the compatibility among herbs and determined the variance of herbs during the preparation of compound recipe.And the results also provide a feasible way to study the compatibility and quality of compound recipe.
5.Applied study of large TCM compound recipe fingerprint
Jin CAO ; Ip PAUL ; Chuntao CHE
Chinese Traditional Patent Medicine 1992;0(03):-
AIM: Provided the integrated method for large TCM recipe chemical study with the establishment of Aozhou formulae,imcluding 20 herbs. METHODS: With the comparison of Aozhou formulae and its herbs fingerprint chromatogram,it extracted fingerprint characters from chromatogram after the method establishment.According to the test results,the retention data,on-line UV and MS spectral were collected as the Aozhou formulae fingerprint database.Combined with three character classified data layers named as herb jurisdiction,multi herb jurisdiction and no herb jurisdiction,the Aozhou formulae was identified by database mentioned above with the 10 batches results. RESULTS: It presented that formulae identification by character data was more accurate than by LC/UV or LC/MS data merely.According to the comparison with median, the deviation were ?2.7%,?10.5%,(?11.2%) identified by character, LC/UV and LC/MS respectively. CONCLUSION: From the method described in this article,it could be more accurate and sensitive to reflect quality and substance characteristic by the comparison of characters extracted from compound recipe fingerprint chromatogram.And also it provided method to study the substance basement of large TCM formulae.

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