Erysotrine
(Synonyms: 刺桐特灵碱) 目录号 : GC60813Erysotrine,分离于Erythrinalatissima的种子荚,具有抗菌活性。
Cas No.:27740-43-8
Sample solution is provided at 25 µL, 10mM.
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Erysotrine, isolated from seed pods of Erythrina latissima, shows antibacterial activities[1].
[1]. de Ávila JM, et al. Antimicrobial Evaluation of Erythrinan Alkaloids from Erythrina cristagalli L.Med Chem. 2018;14(8):784-790.
Cas No. | 27740-43-8 | SDF | |
别名 | 刺桐特灵碱 | ||
Canonical SMILES | CO[C@@H]1C[C@]23C4=C(CCN2CC=C3C=C1)C=C(OC)C(OC)=C4 | ||
分子式 | C19H23NO3 | 分子量 | 313.39 |
溶解度 | 储存条件 | 4°C, protect from light | |
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1 mg | 5 mg | 10 mg | |
1 mM | 3.1909 mL | 15.9546 mL | 31.9091 mL |
5 mM | 0.6382 mL | 3.1909 mL | 6.3818 mL |
10 mM | 0.3191 mL | 1.5955 mL | 3.1909 mL |
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Antimicrobial Evaluation of Erythrinan Alkaloids from Erythrina cristagalli L
Med Chem 2018;14(8):784-790.PMID:29792153DOI:10.2174/1573406414666180524081650.
Background: Several species of the genus Erythrina have been used as sedative, antidepressant, and anticonvulsant. Erythrina crista-galli is native to the Pampa Biome and is widely used for medicinal purposes. Erythrinan alkaloids exhibit a range of pharmacological properties. Objective: The aim of this study was to evaluate the basic fractions and the alkaloids isolated from E. crista-galli bark against a collection of bacteria and fungi for the first time. Methods: Erythrina crista-galli stem bark was extracted with MeOH under reflux. The crude extract was dissolved in water, acidified and extracted with diethyl ether. Basification of the aqueous solution followed by diethyl ether and ethyl acetate extractions gave the basic ether and basic ethyl acetate fractions. Chromatographic purification of these fractions afforded five known alkaloids: erytharbine (1), Erysotrine (2), erysotramidine (3), Erysotrine N-oxide (4) and erythratidine (5) along with a new alkaloid named here erythratidine N-oxide (6). Alkaloids 1-6 were investigated against a collection of bacteria and fungi using the broth micro dilution method. Results: In this work, a new alkaloid was isolated from E. crista-galli. The most significant bacterial inhibitory effect of alkaloidal fractions was observed against the Gram-negative Pseudomas aeroginosa (MIC values of 31.25 µg.mL-1). Basic ether fraction displayed good antimicrobial activity against Shigella sonnei with MIC= 62.5 µg.mL-1. Isolated alkaloids 1-6 showed inhibitory activity against all bacteria tested (MIC values of 50-100 µg.mL-1). In addition, the crude extract and alkaloids 1, 2, and 5 also showed good antifungal potential against Candida krusei (MICs between 12.5 and 31.25 µg.mL-1). The previously undescribed alkaloid 6 presented MIC values between 50 and 100 µg.mL-1 against all tested microorganisms. Conclusion: In general, as with a considerable number of phytochemicals with antimicrobial activity, alkaloids 1-6 may be considered with potential as antibacterial/antifungal agents. The MIC values of the extract, alkaloidal fractions and compounds 1-6 indicate that, at least in part, the isolates were responsible for the antimicrobial activity observed.
[Chemical compositions from roots of Erythrina corallodendron]
Zhongguo Zhong Yao Za Zhi 2019 Jul;44(14):3064-3069.PMID:31602854DOI:10.19540/j.cnki.cjcmm.20190520.204.
This project is to investigate chemical compositions from the roots of Erythrina corallodendron. Through the methods of silica gel,ODS,Sephadex LH-20 column chromatography and preparative HPLC,15 compounds were isolated from the 95% ethanol extract of the roots of E. corallodendron. Based on spectroscopic techniques,the structures of these compounds were identified as 10,11-dioxoerythraline( 1),erythrinine( 2),erythraline( 3),11-methoxyerythraline( 4),cristanines B( 5),erythratine( 6),Erysotrine( 7),medioresinol( 8),( ±)-ficusesquilignan A( 9),( +)-pinoresinol( 10),nicotinic acid( 11),dibutyl phthalate( 12),vanillic acid( 13),3-hydroxy-1-( 4-hydroxy-3-methoxyphenyl)-1-propanone( 14),and syringic acid( 15). Compounds 8-10 are isolated from genus Erythrina for the first time and all compounds are isolated from E. corallodendron for the first time. Furthermore,this paper screened the antioxidant and cytotoxic activities of the compounds using models of liver microsomal oxidation inhibition and MTT.
A new Erythrinan alkaloid from the seed of Erythrina addisoniae
Arch Pharm Res 2009 Mar;32(3):325-8.PMID:19387573DOI:10.1007/s12272-009-1302-2.
Phytochemical study on the EtOAc extract of the seed of Erythrina addisoniae (Leguminosae) resulted in the isolation of a new erythrinan alkaloid, erysovine-N-oxide (1), along with eight known alkaloids, erysosalvinone (2), erysodine (3), 1H-indole-3-propanamide (4), glucoerysodine (5), Erysotrine (6), erysovine (7), erythraline (8) and erysopine (9). Their chemical structures were identified on the basis of physicochemical and spectroscopic analyses.
TRAIL-enhancing activity of Erythrinan alkaloids from Erythrina velutina
Bioorg Med Chem Lett 2009 Jan 1;19(1):234-6.PMID:19026536DOI:10.1016/j.bmcl.2008.10.111.
A new Erythrinan alkaloid (1), erythodine N-oxide, was isolated from the seeds of Erythrina velutina together with seven known Erythrinan alkaloids (2-7, 9) and an indole alkaloid (8). The structure of new compound (1) was elucidated by spectroscopic methods. Six of the nine compounds showed enhanced activity when combined with tumor necrosis factor-related apoptosis-inducing ligand (TRAIL). Erysotrine (4) did not show cytotoxic activity by itself, but exhibited significant cytotoxicity when combined with TRAIL.
Bioassay-guided isolation of potent aphicidal Erythrina alkaloids against Aphis gossypii from the seed of Erythrina crista-galli L
Pest Manag Sci 2018 Jan;74(1):210-218.PMID:28799721DOI:10.1002/ps.4698.
Background: The cotton aphid (Aphis gossypii Glover) is one of the most invasive pests of cotton. Many botanical phytochemicals have a long history as a source of insecticides, and as templates for new insecticides. This study was undertaken to isolate aphicidal compounds from the seeds of Erythrina crista-galli L. using the bioassay-guided isolation method. Results: Three novel and 11 known Erythrina alkaloids were isolated. Erysodine (9), erysovine (10), Erysotrine (8) and erythraline (11) showed moderate to excellent aphicidal activity with LD50 values of 7.48, 6.68, 5.13 and 4.67 ng aphid-1 , respectively. The Potter spray tower bioassay gave corresponding LC50 values of 186.81, 165.35, 163.74 and 112.78 µg ml-1 . A unique substructure, which presents an sp3 methylene at C-8, a non-oxygenated site at N-9 and a conjugated dienes group (Δ1,2 and Δ6,7 ), plays a crucial role in the aphicidal activity. Application of erythraline (11) led to different increases in the activities of superoxide dismutase, catalase and glutathione S-transferase. Conclusion: The study demonstrated that the Erythrina alkaloids erysodine (9), erysovine (10), Erysotrine (8) and erythraline (11) have potential use as botanical aphicides for commercial application, or as templates for the development of new insecticides. © 2017 Society of Chemical Industry.