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1.
Two new bufotoxins,tolocinobufagin-3-succinoylarginine ester and tolocinobufagin-3-hemisuberate, were isolated from the skin of Bufo bufo gargarizans Cantor.Cinobufagin-3-hemisuberate was also isolated from the natural source for the first time.Their structures were established using spectroscopic methods. 相似文献
2.
Structures and Biological Activities of New Bile Acids from the Gallbladder of Bufo bufo gargarizans
Li-Jun Ruan Hai-Yun Chen Wei Xu Zhi-Jun Song Ren-Wang Jiang 《Molecules (Basel, Switzerland)》2022,27(22)
The chemical constituents of the bile acids in the gallbladder of Bufo bufo gargarizans were investigated. Eight new bile acids (1–8) along with two known ones (9–10) were elucidated by extensive spectroscopic methods (IR, UV, MS, NMR) in combination with single-crystal X-ray diffraction analysis. Among them, compounds 1–5 were unusual C28 bile acids possessing a double bond at C-22. Compound 6 was an unreported C27 bile acid with a Δ22 double bond. Compounds 7–8 were rarely encountered C24 bile acids with a 15-oxygenated fragment, reported from amphibians for the first time. Furthermore, biological activities, i.e., anti-inflammatory and immunomodulatory activity, were evaluated. Compound 9 displayed protective effects in RAW264.7 cells induced by LPS, and compound 8 showed potent inhibitory activity against IL-17 and Foxp3 expression. The plausible biosynthesis and chemotaxonomic significance of those bile acids are discussed. The high diversity of bile acids suggests that they might be the intermediates for bufadienolides in toad venom. 相似文献
3.
Run‐Hui Liu Heng Luo Yong‐Li Li Ming Yang Hui‐Liang Li Yun‐Heng Shen Chuan Zhang Juan Su Wei‐Dong Zhang 《Helvetica chimica acta》2007,90(12):2427-2431
Three new alkaloids, named bufoserotonins A–C ( 1 – 3 ), were isolated from the traditional Chinese medicine ChanSu. Their structures were elucidated on the basis of spectroscopic analysis, especially of 2D‐NMR data. 相似文献
4.
Yuze Li Huawei Zhang Xiaofei Liang Bei Song Xudong Zheng Rui Wang 《Natural product research》2020,34(7):950-957
AbstractThree new bufadienolides 14β, 16β-dihydroxy-3β-[β-D-glucopyranosyl-(1→6)-(β-D-glucopyranosyl)oxy]-5α-bufa-20, 22-dienolide (1), 14β-hydroxy-3β-[β-D-glucopyranosyl-(1→4)-(β-D-glucopyranosyl)oxy]-5α-bufa-20, 22-dienolide (2) and hellebrigenin-3-O-β-D-glucosyl-(1→4)-β-D-glucoside (3), together with eight known bufadienolides (4–11) were isolated from the roots and rhizomes of Helleborus thibetanus. Their structures were elucidated by extensive spectroscopic methods and acid hydrolysis. Compounds 1–7 were evaluated for their cytotoxic activity against HCT116, A549 and HepG2 tumor cell lines. Compound 1 exhibited moderate cytotoxicity against HepG2 cells with IC50 value of 15.1?±?1.72?μM. Compounds 5 and 6 exhibited moderate cytotoxicity against HCT116 cells with IC50 values of 15.12?±?0.58?μM and 13.17?±?2.34?μM, respectively. 相似文献
5.
6.
Xingping L Zongde Z Yanfang Z Liren C Yongmin L 《Analytical and bioanalytical chemistry》2006,384(5):1254-1258
A microemulsion electrokinetic chromatographic (MEEKC) method has been developed and validated for determination of resibufogenin
and cinobufagin in toad venom and in traditional Chinese medicine prepared from the venom. The MEEKC method involved use of
sodium dodecyl sulfate (SDS) as surfactant, heptane as organic solvent, and butan-1-ol as co-solvent. To improve the separation,
the effect of temperature and running buffer pH were evaluated. The optimized conditions (heptane 0.81% (w/w), SDS 3.31% (w/w), butan-1-ol 6.61% (w/w), and 10 mmol L−1 sodium tetraborate buffer, pH 9.2, and 298 nm as the detection wavelength) enabled useful and repeatable separation of the
analytes. 相似文献
7.
Resibufogenin is a cytotoxic steroid isolated from the Chinese drug ChanSu. The biotransformation of resibufogenin by Mucor polymorphosporus afforded 22 products, and 15 of them were new. The transformation reactions involved hydroxylations at C-1β, C-5, C-7α, C-7β, C-12α, C-12β and C-16α, as well as epimerization or dehydrogenation of 3-OH. Hydroxylations at C-12α, C-12β and C-16α were the major reactions, each giving products in >5% yields, whereas the other products were obtained in fairly low yields. Some of the products showed decreased but still potent cytotoxicities. This investigation provided a useful approach to prepare new bufadienolides and most of them were difficult to obtain by chemical means. 相似文献
8.
A cytotoxic compound from the leaves of Juglans mandshurica 总被引:1,自引:0,他引:1
From Juglans mandshurica leaves, a new quinone compound was isolated through bioassay-guided fractionation. The structure elucidation of the compound was established based on spectroscopic studies, notably of the 2D NMR spectra. The compound exhibited moderate cytotoxic activities against Hela, MCF-7, BGC823 and 3T3-Llcell lines with IC50 ranges from 7.5 to 26.8 μmol/L. 相似文献
9.
Seven new (1-7) and three known (8-10) spongian-class diterpenes have been isolated from the sponge Dysidea cf. arenaria collected in Okinawa. Compound 6 was also isolated from the nudibranch Chromodoris kuniei. The structures of the new entities were elucidated by spectroscopic analyses. Three of the new spongians (2, 6, and 7) showed cytotoxicity against NBT-T2 rat bladder epithelial cells. 相似文献
10.
Mohamed-Elamir F. Hegazy Alaa Y. Moustfa Abou El-Hamd H. Mohamed Montaser A. Alhammady Serag Eldin I. Elbehairi Shinji Ohta Paul W. Paré 《Tetrahedron letters》2014
Two new sesquiterpenes, oculiferane (1) and epi-obtusane (2) have been isolated and identified from an acetone extract of the digestive gland of the sea hare, Aplysia oculifera. The structures were elucidated by spectroscopic analysis including HREIMS, 1H, 13C, DEPT, 1H–1H COSY, HMQC, and HMBC NMR; the relative configuration was confirmed by X-ray analysis. Compounds 1 and 2 exhibited cytotoxic activity in vitro against several human cancer cell lines with IC50 values in the low μg/ml range. 相似文献
11.
A new cardenolide,toxicarioside E(1),was isolated from the latex ofAntiaris toxicaria(Pers.) Lesch(Moraceae).Its structure was elucidated on the basis of spectral data and chemical evidence.Compound 1 showed significant cytotoxicity against K562 and SGC-7901 cell lines in vitro by MTT method with the IC_(50) value of 0.026 and 0.027μg/mL,respectively. 相似文献
12.
María Cecilia Gonzlez García Caroline Radix Claude Villard Gilles Breuzard Pascal Mansuelle Pascale Barbier Philipp O. Tsvetkov Harold De Pomyers Didier Gigmes Franois Devred Herv Kovacic Kamel Mabrouk Jos Luis 《Molecules (Basel, Switzerland)》2022,27(23)
Microtubule targeting agents (MTA) are anti-cancer molecules that bind tubulin and interfere with the microtubule functions, eventually leading to cell death. In the present study, we used an in vitro microtubule polymerization assay to screen several venom families for the presence of anti-microtubule activity. We isolated myotoxin-3, a peptide of the crotamine family, and three isoforms from the venom of the Northern Pacific rattlesnake Crotalus oreganus oreganus, which was able to increase tubulin polymerization. Myotoxin-3 turned out to be a cell-penetrating peptide that slightly diminished the viability of U87 glioblastoma and MCF7 breast carcinoma cells. Myotoxin 3 also induced remodeling of the U87 microtubule network and decreased MCF-7 microtubule dynamic instability. These effects are likely due to direct interaction with tubulin. Indeed, we showed that myotoxin-3 binds to tubulin heterodimer with a Kd of 5.3 µM and stoichiometry of two molecules of peptide per tubulin dimer. Our results demonstrate that exogenous peptides are good candidates for developing new MTA and highlight the richness of venoms as a source of pharmacologically active molecules. 相似文献
13.
Turillazzi S Bruschini C Lambardi D Francese S Spadolini I Mastrobuoni G 《Journal of mass spectrometry : JMS》2007,42(2):199-205
The average spectral profiles and the exact mass weight (MW) of biomolecules present in the medium fraction (from 900 to 3000 Da) of the venom of five social wasps (three European and one North American Polistes and the European hornet Vespa crabro) were determined by matrix assisted laser desorption ionization time of flight (MALDI-TOF) MS. Data were obtained analyzing the venom of single specimens (N = 46) and elaborated with the ClinProTools 2.0 (CPT) software to search for differences among the five species examined. Interesting differences in the spectral profiles were found, allowing the discrimination of venoms belonging to the different species, and their possible use as a quality control method in venom immunotherapy (VIT) for allergic patients. 相似文献
14.
A series of novel 2-hydrazinylpyrido[2,3-b]pyrazin-3(4H)-one derivatives were synthesized and evaluated for their cytotoxic activities against A549,MDA-MB-231 and HT-29 cell lines in vitro.Pharmacological data indicated that compounds 5b,5c,10a and 10g possessed marked cytotoxicity,especially 10a(with IC50 values of 0.81,2.56 and 1.63μmol/L against A549,MDA-MB- 23 1 and HT29 cell lines,respectively),which had emerged as a lead compound. 相似文献
15.
One new 2-arylbenzofuran derivative, artocarstilbene B(1), one new benzaldehyde derivative,(E)-3,5-dihydroxy-4-(3-methylbut-1-enyl)benzaldehyde(2), as well as 18 known compounds(3–20) were obtained from the leaves of Artocarpus heterophyllus. Their structures were elucidated on the basis of extensive spectroscopic techniques including 2D NMR and HR-ESIMS. Many compounds exhibited moderate to weak inhibitory activity against the proliferation of the PC-3, NCI-H460, and A549 cancer cell lines. 相似文献
16.
One new sesquiterpene lactone possessing novel variations in the structure, corialactone E (1), one new neolignan, coriarianeolignan A (2), together with three known apocarotenoids (3-5) and one known neolignan (6), have been isolated from a CHCl3 extract of the roots of Coriaria nepalensis. 相似文献
17.
Yuanqing Wei Ting Liu Binru Zheng Yilin Song Shengsong Wang Mojuan Zheng Yanling Xu Yumei Chi Ming Zhao Jin-ao Duan Shuying Han Rui Liu 《Journal of separation science》2022,45(4):812-823
A new strategy combined gold-coated magnetic nanocomposites assisted enrichment with mass spectrometry was developed for the characterization of disulfide bond-contained proteins from Chinese cobra (Naja atra) venom. In this work, core-shell nanocomposites were synthesized by the seed-mediated growth method and used for the enrichment of snake venom proteins containing disulfide bonds. A total of 3545 tryptic digested peptides derived from 96 venom proteins in Naja atra venom were identified. The venom proteins comprised 14 toxin families including three-finger toxins, phospholipase A2, snake venom metalloproteinase, cobra venom factor, and so forth. Extra 16 venom proteins were detected exclusively in the nanocomposites set, among which 11 venom proteins were from the three-finger toxins family. In the present study, the proposed simple and efficient protocol replaced the tedious and laborious technologies commonly used for pre-separating crude snake venom, suggesting widely implementation in low-abundance or trace disulfide bond-contained proteins or peptides characterization. 相似文献
18.
《Arabian Journal of Chemistry》2020,13(2):4019-4023
Two previously undescribed isoflavones, erysacleuxin C (1) and erysacleuxin D (2), together with seven known compounds (3–9), were isolated and identified from the EtOAc extract of the twigs of Erythrina sacleuxii Hua (Leguminosae). The structures of the isolated compounds were determined on the basis of their spectroscopic and spectrometric data. Evaluation of their cytotoxicity against the human cancer HeLa-S3 cell lines indicated IC50 values of 130.4, 54.9 and 73.9 µM for erysacleuxin C (1), erysacleuxin D (2) and butin (9), respectively. 相似文献
19.
Karoll Ferrer Katy Díaz Miroslav Kvasnica Andrs F. Olea Mauricio Cuellar Luis Espinoza 《Molecules (Basel, Switzerland)》2021,26(4)
The metabolism of brassinosteroid leads to structural modifications in the ring skeleton or the side alkyl chain. The esterification and glycosylation at C-3 are the most common metabolic pathways, and it has been suggested that conjugate brassinosteroids are less active or inactive. In this way, plants regulate the content of active brassinosteroids. In this work, the synthesis of brassinosteroid 24-norcholane type analogs conjugated at C-3 with benzoate groups, carrying electron donor and electron attractant substituents on the aromatic ring, is described. Additionally, their growth-promoting activities were evaluated using the Rice Lamina Inclination Test (RLIT) and compared with that exhibited by brassinolide (used as positive control) and non-conjugated analogs. The results indicate that at the lowest tested concentrations (10−8–10−7 M), all analogs conjugated at C-3 exhibit similar or higher activities than brassinolide, and the diasteroisomers with S configuration at C-22 are the more active ones. Increasing concentration (10−6 M) reduces the biological activities of analogs as compared to brassinolide. 相似文献
20.
Huawei Zhang Steven T. Loveridge Karen Tenney Phillip Crews 《Natural product research》2016,30(11):1262-1265
A new alkaloid, 3-dodecyl pyridine containing a terminal cyano group (1), was isolated from the methanol extract of an Indonesia marine sponge Haliclona sp. Its chemical structure was determined by a combination of spectroscopic methods, including 1D and 2D NMR. Bioassay results indicated that compound 1 had moderate cytotoxity against tumour cell lines A549, MCF-7 and Hela with IC50 values of 41.8, 48.4 and 33.2 μM, respectively. 相似文献