1-Naphthalenemethanol
(Synonyms: 1-萘甲醇,1-Hydroxymethylnaphthalene) 目录号 : GC61687
1-Naphthalenemethanol 是一种天然化合物，具有抗菌活性 的Annona senegalensis?根皮提取物
Cas No.:4780-79-4
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >98.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
1-Naphthalenemethanol is a natural compound the root bark extracts of Annona senegalensis with antibacterial activity[1].
[1]. Theophine Chinwuba Okoye, et al. Antimicrobial Effects of a Lipophilic Fraction and Kaurenoic Acid Isolated from the Root Bark Extracts of Annona senegalensis. Evid Based Complement Alternat Med. 2012;2012:831327.
| Cas No. | 4780-79-4 | SDF | |
| 别名 | 1-萘甲醇,1-Hydroxymethylnaphthalene | ||
| Canonical SMILES | OCC1=C2C=CC=CC2=CC=C1 | ||
| 分子式 | C11H10O | 分子量 | 158.2 |
| 溶解度 | 储存条件 | Store at -20°C | |
| General tips | 请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液；一旦配成溶液，请分装保存，避免反复冻融造成的产品失效。 储备液的保存方式和期限：-80°C 储存时，请在 6 个月内使用，-20°C 储存时，请在 1 个月内使用。 为了提高溶解度，请将管子加热至37℃，然后在超声波浴中震荡一段时间。 |
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| Shipping Condition | 评估样品解决方案：配备蓝冰进行发货。所有其他可用尺寸：配备RT，或根据请求配备蓝冰。 | ||
| 制备储备液 | |||
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1 mg | 5 mg | 10 mg |
| 1 mM | 6.3211 mL | 31.6056 mL | 63.2111 mL |
| 5 mM | 1.2642 mL | 6.3211 mL | 12.6422 mL |
| 10 mM | 0.6321 mL | 3.1606 mL | 6.3211 mL |
| 第一步：请输入基本实验信息（考虑到实验过程中的损耗，建议多配一只动物的药量） | ||||||||||
| 给药剂量 | mg/kg |  |
动物平均体重 | g | |
每只动物给药体积 | ul | |
动物数量 | 只 |
| 第二步：请输入动物体内配方组成（配方适用于不溶于水的药物；不同批次药物配方比例不同，请联系GLPBIO为您提供正确的澄清溶液配方） | ||||||||||
| % DMSO % % Tween 80 % saline | ||||||||||
| 计算重置 | ||||||||||
计算结果:
工作液浓度： mg/ml；
DMSO母液配制方法： mg 药物溶于 μL DMSO溶液（母液浓度 mg/mL，
体内配方配制方法：取 μL DMSO母液，加入 μL PEG300，混匀澄清后加入μL Tween 80，混匀澄清后加入 μL saline，混匀澄清。
1. 首先保证母液是澄清的；
2.
一定要按照顺序依次将溶剂加入，进行下一步操作之前必须保证上一步操作得到的是澄清的溶液，可采用涡旋、超声或水浴加热等物理方法助溶。
3. 以上所有助溶剂都可在 GlpBio 网站选购。
Acaricidal, insecticidal, and larvicidal efficacy of fruit peel aqueous extract of Annona squamosa and its compounds against blood-feeding parasites
Parasitol Res 2012 Nov;111(5):2189-99.PMID:22006187DOI:10.1007/s00436-011-2671-2.
Plant products may be alternative sources of parasitic control agents, since they constitute a rich source of bioactive compounds that are eco-friendly and nontoxic products. The plant extracts are good and safe alternatives due to their low toxicity to mammals and easy biodegradability. In the present study, fruit peel aqueous extract of Annona squamosa (Annonaceae) extracted by immersion method exhibited adulticidal activity against Haemaphysalis bispinosa (Acarina: Ixodidae) and the hematophagous fly, Hippobosca maculata (Diptera: Hippoboscidae), and larvicidal activity against the cattle tick Rhipicephalus (Boophilus) microplus (Acari: Ixodidae), Anopheles subpictus, and Culex quinquefasciatus (Diptera: Culicidae). The chemical composition of A. squamosa fruit peel aqueous extract was analyzed by gas chromatography-mass spectrometry. The major chemical constituent of peel aqueous extract of A. squamosa was identified as 1H- cycloprop[e]azulen-7-ol decahydro-1,1,7-trimethyl-4-methylene-[1ar-(1aα,4aα, 7β, 7 a, β, 7bα)] (28.55%) by comparison of mass spectral data and retention times. The other major constituents present in the aqueous extract were retinal 9-cis- (12.61%), 3,17-dioxo-4-androsten-11alpha-yl hydrogen succinate (6.86%), 1-naphthalenepentanol decahydro-5-(hydroxymethyl)-5,8a-dimethyl-y,2-bis(methylene)-(1α,4aβ,5α,8aα) (14.83%), 1-Naphthalenemethanol decahydro -5-(5-hydroxy-3-methyl-3-pentenyl)- 1,4a-di methyl - 6-methylene -(1S-[1α, 4aα, 5α(E), 8aβ] (4.44%), (-)-spathulenol (20.75%), podocarp-7-en-3-one13β-methyl-13-vinyl- (5.98%), and 1-phenanthrene carboxaldehyde 7-ethenyl-1,2,3,4,4a,4,5,6,7,9,10,10a-dodecahydro-1,4a,7-trimethyl-[1R-(1α,4aβ.4bα,7β, 10aα)]-(5.98%). The adult and larval parasitic mortalities observed in fruit peel aqueous extract of A. squamosa were 31, 59, 80, 91, and100%; 27, 42, 66, 87, and 100%; and 33, 45, 68, 92, and 100% at the concentrations of 250, 500, 1,000, 1,500, and 2,000 ppm, respectively, against Haemaphysalis bispinosa, Hippobosca maculata, and R. microplus. The observed larvicidal efficacies were 36, 55, 72, 92, 100% and 14, 34, 68, 89, and 100% at 200, 400, 600, 800, and 1,000 ppm, respectively, against A. subpictus and C. quinquefasciatus. The highest parasite mortality was found after 24 h of exposure against Haemaphysalis bispinosa (LC(50) = 404.51 ppm, r (2) = 0.890), Hippobosca maculata (LC(50) = 600.75 ppm, r (2) = 0.983), the larvae of R. microplus (LC(50) = 548.28 ppm, r (2) = 0.975), fourth-instar larvae of A. subpictus (LC(50) = 327.27 pm, r (2) = 0.970), and C. quinquefasciatus (LC(50) = 456.29 ppm, r (2) = 0.974), respectively. The control (distilled water) showed nil mortality in the concurrent assay. The χ (2) values were significant at p < 0.05 level. Therefore, the eco-friendly and biodegradable compounds from fruit peel aqueous extract of A. squamosa may be an alternative to conventional synthetic chemicals, particularly in integrated approach for the control of Haemaphysalis bispinosa, Hippobosca maculata, R. microplus, and the medically important vectors A. subpictus and C. quinquefasciatus.
Antimicrobial Effects of a Lipophilic Fraction and Kaurenoic Acid Isolated from the Root Bark Extracts of Annona senegalensis
Evid Based Complement Alternat Med 2012;2012:831327.PMID:22675389DOI:10.1155/2012/831327.
Root bark preparation of Annona senegalensis Pers. (Annonaceae) is used in Nigerian ethnomedicine for treatment of infectious diseases. Extraction of the A. senegalensis powdered root bark with methanol-methylene chloride (1 : 1) mixture yielded the methanol-methylene extract (MME) which was fractionated to obtain the ethyl acetate fraction (EF). The EF on further fractionation gave two active subfractions, F1 and F2. The F1 yielded a lipophilic oily liquid while F2 on purification, precipitated white crystalline compound, AS2. F1 was analyzed using GC-MS, while AS2 was characterized by proton NMR and X-ray crystallography. Antibacterial and antifungal studies were performed using agar-well-diffusion method with 0.5 McFarland standard and MICs calculated. GC-MS gave 6 major constituents: kaur-16-en-19-oic acid; 1-dodecanol; 1-Naphthalenemethanol; 6,6-dimethyl-bicyclo[3.1.1]hept-2-ene-2-ethanol; 3,3-dimethyl-2-(3-methylbuta-1,3-dienyl)cyclohexane-1-methanol; 3-hydroxyandrostan-17-carboxylic acid. AS2 was found to be kaur-16-en-19-oic acid. The MICs of EF, F1, and AS2 against B. subtilis were 180, 60, and 30 μg/mL, respectively. AS2 exhibited activity against S. aureus with an MIC of 150 μg/mL, while F1 was active against P. aeruginosa with an MIC of 40 μg/mL. However, the extracts and AS2 exhibited no effects against Candida albicans and Aspergillus niger. Therefore, kaurenoic acid and the lipophilic fraction from A. senegalensis root bark exhibited potent antibacterial activity.
Inhibition of aryl sulfotransferase by carboxylic acids
Drug Metab Dispos 1991 Mar-Apr;19(2):543-5.PMID:1676667doi
Aryl sulfotransferase (AST) IV catalyzes the 3'-phosphoadenosine-5'-phosphosulfate-dependent formation of sulfuric acid esters of a wide range of phenols, benzylic alcohols, hydroxamic acids, catecholamines, tyrosine carboxylesters, and peptides with N-terminal tyrosines. The objective of this investigation was to determine whether aryl carboxylic acids could act either as substrates or inhibitors for AST IV. These studies were conducted with AST IV that was purified to homogeneity from male Sprague-Dawley rats. Although none of the carboxylic acids tested were substrates for AST IV, they did competitively inhibit the enzyme with 1-Naphthalenemethanol as substrate at pH 7.0. 1-Naphthoic acid, 2-naphthoic acid, and salicylic acid were particularly effective inhibitors of the sulfotransferase. The distance of the carboxyl group from the aromatic ring influenced the inhibitory capability of the carboxylic acids examined. The Kis for 1-naphthylacetic acid and 2-naphthylacetic acid as inhibitors of AST IV-catalyzed sulfation of 1-Naphthalenemethanol were approximately 10-fold higher than those of the corresponding naphthoic acids. A substituted 2-naphthylacetic acid derivative, naproxen, also inhibited the aryl sulfotransferase. Preliminary studies indicate that aryl carboxylic acids also inhibit sulfation of phenols catalyzed by AST IV. 2-Naphthoic acid inhibited the sulfation of 2-naphthol catalyzed by AST IV at pH 5.5 with a Ki of 260 microM. In addition to these results with the homogeneous sulfotransferase, inhibition of aryl sulfotransferase activity by carboxylic acids was also observed in rat hepatic 100,000 g supernatant fractions. Thus, aryl carboxylic acids represent a new class of inhibitors for AST IV.
Assay of purified aryl sulfotransferase suitable for reactions yielding unstable sulfuric acid esters
Anal Biochem 1989 Dec;183(2):320-4.PMID:2624319DOI:10.1016/0003-2697(89)90486-7.
An assay procedure for purified aryl sulfotransferase is described. The method utilizes isocratic paired-ion reverse-phase HPLC analysis of adenosine-3',5'-diphosphate formed in the reaction. Evaluation of the assay procedure was carried out with 1-naphthalene-methanol as a model substrate for purified rat hepatic aryl sulfotransferase IV. Kinetic constants for sulfation of 1-Naphthalenemethanol determined by this method compared favorably with those determined using thin-layer chromatographic assays of 35S incorporation. These results indicate that the method will be suitable for determination of kinetic constants in sulfotransferase-catalyzed reactions where the product sulfuric acid ester may be chemically unstable.
Benzylic alcohols as stereospecific substrates and inhibitors for aryl sulfotransferase
Chirality 1991;3(2):104-11.PMID:1863522DOI:10.1002/chir.530030205.
Aryl sulfotransferase IV catalyzes the 3'-phosphoadenosine-5'-phosphosulfate (PAPS)-dependent formation of sulfuric acid esters of benzylic alcohols. Since the benzylic carbon bearing the hydroxyl group can be asymmetric, the possibility of stereochemical control of substrate specificity of the sulfotransferase was investigated with benzylic alcohols. Benzylic alcohols of known stereochemistry were examined as potential substrates and inhibitors for the homogeneous enzyme purified from rat liver. For 1-phenylethanol, both the (+)-(R)- and (-)-(S)-enantiomers were substrates for the enzyme, and the kcat/Km value for the (-)-(S)-enantiomer was twice that of the (+)-(R)-enantiomer. The enzyme displayed an absolute stereospecificity with ephedrine and pseudoephedrine, and with 2-methyl-1-phenyl-1-propanol; that is, only (-)-(1R,2S)-ephedrine, (-)-(1R,2R)-pseudoephedrine, and (-)-(S)-2-methyl-1-phenyl-1-propanol were substrates for the sulfotransferase. In the case of 1,2,3,4-tetrahydro-1-naphthol, only the (-)-(R)-enantiomer was a substrate for the enzyme. Both (+)-(R)-2-methyl-1-phenyl-1-propanol and (+)-(S)-1,2,3,4-tetrahydro-1-naphthol were competitive inhibitors of the aryl sulfotransferase-catalyzed sulfation of 1-Naphthalenemethanol. Thus, the configuration of the benzylic carbon bearing the hydroxyl group determined whether these benzylic alcohols were substrates or inhibitors of the rat hepatic aryl sulfotransferase IV. Furthermore, benzylic alcohols such as (+)-(S)-1,2,3,4-tetrahydro-1-naphthol represent a new class of inhibitors for the aryl sulfotransferase.