Rengyol

CAS# 93675-85-5

Rengyol

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Quality Control of Rengyol

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Chemical structure

Rengyol

3D structure

Chemical Properties of Rengyol

Cas No. 93675-85-5 SDF Download SDF
PubChem ID 363707 Appearance Powder
Formula C8H16O3 M.Wt 160.2
Type of Compound Miscellaneous Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 1-(2-hydroxyethyl)cyclohexane-1,4-diol
SMILES C1CC(CCC1O)(CCO)O
Standard InChIKey TWORTZAXDSRCIT-UHFFFAOYSA-N
Standard InChI InChI=1S/C8H16O3/c9-6-5-8(11)3-1-7(10)2-4-8/h7,9-11H,1-6H2
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of Rengyol

The fruits of Forsythia suspensa

Biological Activity of Rengyol

DescriptionStandard reference

Protocol of Rengyol

Structure Identification
Tetrahedron.2006 May;62(2): 4823–4828.

Chemo enzymatic synthesis of Rengyol and Isorengyol.[Reference: WebLink]

Cyanohydrins 2 of O-protected 4-hydroxycyclohexanones 1 are excellent starting compounds for the synthesis of IsoRengyol (I) and Rengyol (II).
METHODS AND RESULTS:
The cyano group of the O-benzyl derivative 2d is first converted into the corresponding aldehyde 4, which via Wittig olefination led to the vinyl compound 6. Hydroboration of the trans-derivative (trans-6) leads, after debenzylation, to IsoRengyol, whereas hydroboration and debenzylation of the cis-isomer (cis-6) gives Rengyol. With hydroxynitrile lyases (HNLs) as catalysts the stereoselective preparation of cis- as well as trans-cyanohydrin 2d is possible, which enables the selective preparation of IsoRengyol or Rengyol, respectively. The trans-configuration of IsoRengyol and the cis-configuration of Rengyol were secured by X-ray crystal structure analysis.

Phytochemistry Letters, 2014, 7(2):111-3.

New cyclohexylethanoids from the leaves of Clerodendrum trichotomum[Reference: WebLink]


METHODS AND RESULTS:
A series of cyclohexylethanoids, including two new compounds, 1-hydroxy-1-(8-palmitoyloxyethyl) cyclohexanone (1) and 5-O-butyl cleroindin D (2), together with five known ones, Rengyolone (3), cleroindin C (4), cleroindin B (5), Rengyol (6) and isoRengyol (7), were isolated from the leaves of Clerodendrum trichotomum. Their structures were elucidated on the basis of spectroscopic analyses and by comparison of their NMR data with those in the literatures. Compounds 1 and 2 were evaluated for their cytotoxicity against A549 human tumor cell line.

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Preparing Stock Solutions of Rengyol

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 6.2422 mL 31.211 mL 62.422 mL 124.8439 mL 156.0549 mL
5 mM 1.2484 mL 6.2422 mL 12.4844 mL 24.9688 mL 31.211 mL
10 mM 0.6242 mL 3.1211 mL 6.2422 mL 12.4844 mL 15.6055 mL
50 mM 0.1248 mL 0.6242 mL 1.2484 mL 2.4969 mL 3.1211 mL
100 mM 0.0624 mL 0.3121 mL 0.6242 mL 1.2484 mL 1.5605 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on Rengyol

Phytochemistry, pharmacology, quality control and future research of Forsythia suspensa (Thunb.) Vahl: A review.[Pubmed:28887216]

J Ethnopharmacol. 2018 Jan 10;210:318-339.

ETHNOPHARMACOLOGICAL RELEVANCE: Forsythiae Fructus (called Lianqiao in Chinese), the fruit of Forsythia suspensa (Thunb.) Vahl, is utilized as a common traditional medicine in China, Japan and Korea. It is traditionally used to treat pyrexia, inflammation, gonorrhea, carbuncle and erysipelas. Depending on the different harvest time, Forsythiae Fructus can be classified into two forms, namely Qingqiao and Laoqiao. The greenish fruits that start to ripen are collected as Qingqiao, while the yellow fruits that are fully ripe are collected as Laoqiao. Both are applied to medical use. This review aims to provide a systematic summary of F. suspensa (Forsythia suspensa (Thunb.) Vahl) and to reveal the correlation between the traditional uses and pharmacological activities so as to offer inspiration for future research. MATERIALS AND METHODS: All corresponding information about F. suspensa was searched by Scifinder and obtained from scientific databases including Springer, Science Direct, Wiley, Pubmed and China Knowledge Resource Integrated (CNKI). Local dissertations and books were searched as well. RESULTS: According to classical Chinese herbal texts and Chinese Pharmacopoeia, Forsythiae Fructus dominantly displays heat-clearing and detoxifying effects in TCM prescriptions. In modern research, more than 230 compounds were separated and identified from F. suspensa. 211 Of them were isolated from fruits. Lignans and phenylethanoid glycosides are considered as the characteristic and active constituents of this herb, such as forsythiaside, phillyrin, rutin and phillygenin. They exhibited anti-inflammatory, antioxidant, antibacterial, anti-virus, anti-cancer and anti-allergy effects, etc. Currently, there is no report on the toxicity of Forsythiae Fructus, despite slight toxicity of forsythiaside reported in local publications. Compared to Laoqiao, Qingqiao contains higher levels of forsythiaside, forsythoside C, cornoside, rutin, phillyrin, gallic acid and chlorogenic acid and lower levels of Rengyol, beta-glucose and S-suspensaside methyl ether. CONCLUSION: Heat-clearing actions of Forsythiae Fructus are based on the anti-inflammatory and antioxidant properties of lignans and phenylethanoid glycosides. Detoxifying effects attribute to the antibacterial, antiviral and anti-cancer activities of Forsythiae Fructus. And traditional Chinese medicine (TCM) characteristics of Forsythiae Fructus (bitter flavor, slightly cold nature and lung meridian) supported its strong anti-inflammatory effects. In addition, the remarkable anti-inflammatory and antioxidant capacities of Forsythiae Fructus contribute to its anti-cancer and neuroprotective activities. The higher proportion of lignans and phenylethanoid glycosides in Qingqiao than Laoqiao might explain the better antioxidant ability of Qingqiao and more frequent uses of Qingqiao in TCM prescriptions. For future research, more in vivo experiments and clinical studies are encouraged to further clarify the relation between traditional uses and modern applications. Regarding to Qingqiao and Laoqiao, they remain to be differentiated by all-round quality control methods, and the chemical compositions and clinical effects between them should be compared.

[Study on chemical constituents from seed of Oroxylum indicum].[Pubmed:26677703]

Zhongguo Zhong Yao Za Zhi. 2015 Aug;40(15):3013-6.

Oroxylum indicum was a traditional Chinese medicine. In order to study the chemical constituents from the seed of O. indicum, the chemical constituents of 80% methanol extract of seeds of O. indicum were subjected to chromatography on silica gel, Sephadex LH-20, and preparative HPLC, leading to the isolation of eleven compounds. The structures were identified by various spectroscopic data including ESI-MS, 1H-NMR and 13C-NMR data as oroxin B (1), chrysin (2), baicalein (3), neglectein (4), quercetin-3-O-beta-D-galactopy ranoside (5), quercetin-7-O-beta-D-glucopyranoside (6), 2alpha,3beta-dihydroxylluPeol (7), lupeol (8), Rengyol (9), beta-sitostero (10), and stigmasterol (11). Among them, compound 5 were firstly obtained from O. indicum.

Comparison of Fruits of Forsythia suspensa at Two Different Maturation Stages by NMR-Based Metabolomics.[Pubmed:26035103]

Molecules. 2015 May 29;20(6):10065-81.

Forsythiae Fructus (FF), the dried fruit of Forsythia suspensa, has been widely used as a heat-clearing and detoxifying herbal medicine in China. Green FF (GF) and ripe FF (RF) are fruits of Forsythia suspensa at different maturity stages collected about a month apart. FF undergoes a complex series of physical and biochemical changes during fruit ripening. However, the clinical uses of GF and RF have not been distinguished to date. In order to comprehensively compare the chemical compositions of GF and RF, NMR-based metabolomics coupled with HPLC and UV spectrophotometry methods were adopted in this study. Furthermore, the in vitro antioxidant and antibacterial activities of 50% methanol extracts of GF and RF were also evaluated. A total of 27 metabolites were identified based on NMR data, and eight of them were found to be different between the GF and RF groups. The GF group contained higher levels of forsythoside A, forsythoside C, cornoside, rutin, phillyrin and gallic acid and lower levels of Rengyol and beta-glucose compared with the RF group. The antioxidant activity of GF was higher than that of RF, but no significant difference was observed between the antibacterial activities of GF and RF. Given our results showing their distinct chemical compositions, we propose that NMR-based metabolic profiling can be used to discriminate between GF and RF. Differences in the chemical and biological activities of GF and RF, as well as their clinical efficacies in traditional Chinese medicine should be systematically investigated in future studies.

[Chemical constitunents of seeds of Oroxylum indicum].[Pubmed:23672042]

Zhongguo Zhong Yao Za Zhi. 2013 Jan;38(2):204-7.

OBJECTIVE: To study the chemical constituents in the seeds of Oroxylum indicum. METHOD: Twenty compounds were isolated and purified by silica gel, and Sephadex LH-20 column chromatography, and their structures were determined by spectroscopic analysis including NMR and MS. RESULT: Twenty compounds were isolated and identified as oroxin A (1), oroxin B (2), chrysin (3), baicalein (4), quercetin (5), apigenin (6), kaempferol (7), quercetin-3-O-ara-binopyranoside (8), lupeol C9), lup-20 (29)-ene-2alpha,3beta-diol (10), pinosylvin (11), dihydropinosylvin (12), cholest-5-ene-3, 7-diol (13), Rengyol (14), isoRengyol (15), zarzissine (16), (E) -pinosylvin-3-O-beta-D-glucopyranoside (17), adenosine (18), sitosterol (19) and daucosterol (20). CONCLUSION: Compounds 11-13 and 15-18 were obtained from the genus Oroxylum for the first time, and except compound 18, the remaining 6 compounds were obtained from the family Bignoniaceae for the first time.

Anti-emetic principles of Inula linariaefolia flowers and Forsythia suspensa fruits.[Pubmed:23194861]

Phytomedicine. 1996 May;3(1):51-8.

The anti-emetic effects of 40 extracts made from 12 traditional Chinese herbal drugs were examined. Ten extracts inhibited emesis induced by copper sulfate pentahydrate; all were administered orally, and one extract inhibited emesis induced by apomorphine hydrochloride given to leopard and ranid frogs. Taraxasteryl palmitate and acetate, bigelovin and dihydrobigelovin were isolated from the CHCl(3) extract of Inula linariaefolia flowers, and identified as the active antiemetic agents when emesis was induced by copper sulfate. In addition, chlorogenic acid was isolated from the MeOH extract as an anti-emetic principle for the emesis induced by apomorphine hydrochloride. Rengyol, phillyrin and rutin were isolated from the MeOH extract of Forsythia suspensa fruits and identified as the inhibitors of emesis induced by copper sulfate pentahydrate.

Polar Constituents of Calceolaria ascendens1.[Pubmed:17265284]

Planta Med. 1988 Aug;54(4):347-8.

A new phenylpropanoid glucoside, 1'- O-beta- D-(3,4-dihydroxy-beta-phenyl)-ethyl-4'- O-caffeoyl-beta- D-apiosyl-(1'''-->3')-glucopyranoside, named calceolarioside E, was isolated from CALCEOLARIA ASCENDENS Lind., together with two other phenylpropanoid glucosides, verbascoside and forsythoside A, and cyclohexanols Rengyol, isoRengyol, and 4-hydroxy-4-(2'-hydroxyethyl)-cyclohexanone.

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