Vomifoliol
(Synonyms: 吐叶醇) 目录号 : GC60383
Vomifoliol是一种与脱落酸(ABA)有关的化合物，具有修饰的2,4-戊二烯侧链，其活性与ABA的活性相当。Vomifoliol表现出抗乙酰胆碱酯酶(antiacetylcholinesterase)活性和中等抗利什曼虫(antileishmanial)活性。
Cas No.:23526-45-6
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
Vomifoliol, a compound related to abscisie acid (ABA), has a modified 2,4-pentadiene side chain and has activity equal to that displayed by ABA. Vomifoliol exhibits antiacetylcholinesterase activity and displays moderate antileishmanial activity[1][2].
[1]. Stuart KL, et al. The effect of vomifoliol on stomatal aperture. Planta. 1975;122(3):307-310. [2]. Mogana R, et al. The antiacetylcholinesterase and antileishmanial activities of Canarium patentinervium Miq. Biomed Res Int. 2014;2014:903529.
| Cas No. | 23526-45-6 | SDF | |
| 别名 | 吐叶醇 | ||
| Canonical SMILES | O=C1C=C(C)[C@@](/C=C/[C@H](O)C)(O)C(C)(C)C1 | ||
| 分子式 | C13H20O3 | 分子量 | 224.3 |
| 溶解度 | DMSO : 50 mg/mL (222.92 mM; Need ultrasonic) | 储存条件 | |
| 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 | 4.4583 mL | 22.2916 mL | 44.5831 mL |
| 5 mM | 0.8917 mL | 4.4583 mL | 8.9166 mL |
| 10 mM | 0.4458 mL | 2.2292 mL | 4.4583 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。
Vomifoliol isolated from mangrove plant Ceriops tagal inhibits the NFAT signaling pathway with CN as the target enzyme in vitro
Bioorg Med Chem Lett 2021 Sep 15;48:128235.PMID:34216746DOI:10.1016/j.bmcl.2021.128235.
Vomifoliol, a natural sesquiterpene compound, is a secondary metabolite isolated from the mangrove plant Ceriops tagal. The present study aimed to determine the immunosuppressive effects and underlying mechanisms of Vomifoliol on Jurkat cells in vitro. The results show that Vomifoliol significantly inhibited calcineurin (CN) at concentrations resulting in relatively low cytotoxicity. Moreover, Vomifoliol was found to exert an inhibitory effect on phorbol 12-myristate 13-acetate (PMA)/ ionomycin (Io) -induced Jurkat cells and the dephosphorylation of NFAT1. In addition, it reduced the expression of IL-2. Based on these results, we concluded that Vomifoliol may inhibit the immune response of Jurkat cells, and Vomifoliol may use CN as the target enzyme to inhibit NFAT signaling pathway. Therefore, Vomifoliol may be promising as a low-toxic natural immunosuppressant.
Vomifoliol 9-O-α-arabinofuranosyl (1→6)-β-D-glucopyranoside from the leaves of Diospyros Kaki stimulates the glucose uptake in HepG2 and 3T3-L1 cells
Carbohydr Res 2011 Jul 15;346(10):1212-6.PMID:21555120DOI:10.1016/j.carres.2011.04.021.
A novel α-glucosidase inhibitor, Vomifoliol 9-O-α-arabinofuranosyl (1→6)-β-D-glucopyranoside, was isolated for the first time from leaves of Diospyros Kaki and its bioactivity analyzed. This inhibitor exhibited strong anti-α-glucosidase activity with an IC50 value of 170.62nM and stimulated a dose-dependent increase in the uptake of a fluorescent d-glucose analog, 2-[N-(7-nitrobenz-2-oxa-1,3-diazol-4-yl)amino]-2-deoxy-D-glucose (2-NBDG), in HepG2 cells at a rate higher than that of insulin controls. It was also found to be associated with adipocyte differentiation and moderate increases in 2-NBDG uptake by 3T3-L1 cells. These findings suggest that Vomifoliol 9-O-α-arabinofuranosyl (1→6)-β-D-glucopyranoside could augment peripheral glucose as an insulin-sensitizing agent against Type 2 diabetes mellitus.
Vomifoliol 9-O-beta-D-glucopyranosyl-4-O-beta-D-xylopyranosyl-6-O-beta-D- glucopyranoside: a trisaccharide glycoside from apple fruit
Phytochemistry 1992 Mar;31(3):895-7.PMID:1368041DOI:10.1016/0031-9422(92)80035-d.
From a methanolic extract of neutralized apple fruit pulp, a minor compound was isolated by adsorption chromatography on both XAD and PVPP resins followed by rotation locular countercurrent chromatography (RLCC). Clean-up for subsequent spectroscopic studies was performed by preparative HPLC on RP-18 and RP-select B phases. Data available from UV, NMR and mass spectroscopy together with the results obtained by enzymatic and acid hydrolyses revealed the structure of the polar glycoside as Vomifoliol 9-O-beta-D-glucopyranosyl-4-O-beta-D-xylopyranosyl-6-O-beta-D-glucopyran oside.
Neuroprotective effects of Vomifoliol, isolated from Tarenna obtusifolia Merr. (Rubiaceae), against amyloid- beta 1-42-treated neuroblastoma SH-SY5Y cells
3 Biotech 2020 Oct;10(10):424.PMID:32968609DOI:10.1007/s13205-020-02421-z.
Phytochemical investigation on the leaves of Tarenna obtusifolia Merr. (Rubiaceae) led to the isolation and identification of Vomifoliol (1), p-coumaric acid (2), and stigmasterol (3) based on spectroscopic analyses and comparison with the literature data. Compound 1 moderately inhibited the aggregation of amyloid-beta (Aβ1-42) using the ThT assay (55.71% at 50 μM) and exhibited neuroprotective effects against amyloid-beta (Aβ1-42)-induced cytotoxicity in neuroblastoma SH-SY5Y cells at 20 μM concentration. This is the first phytochemical study on T. obtusifolia and the first report on the Aβ aggregation activity and neuroprotective potential of Vomifoliol (1).
Further effects of Vomifoliol on stomatal aperture and on the germination of lettuce and the growth of cucumber seedlings
Planta 1975 Jan;127(1):21-5.PMID:24430281DOI:10.1007/BF00388859.
(+)-Vomifoliol was shown to be as rapidly acting as (±) abscissic acid in stomatal closure time studies which involved the use of Eichhornia crassipes (Mart) Solms epidermal strips. (±)-Vomifoliol was shown to be less effective, while 4-(1-hydroxy-4-keto-2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one) had only a slight effect in the same bioassay system. (+)-Vomifoliol showed no significant effect on the germination of lettuce seeds or the growth of cucumber seedlings.