Tokinolide B
(Synonyms: (3'Z)-(3S,8R,3A'S,6'R)-3,3A':8,6'-双藁本内酯) 目录号 : GC37810
Tokinolide B 分离于 Ligusticum porter 的根茎。
Cas No.:112966-16-2
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
Tokinolide B is isolated from the rhizomes of Ligusticum porter[1].
[1]. LeÓn A, et al. Phthalides and other constituents from Ligusticum porteri; sedative and spasmolytic activities of some natural products and derivatives. Nat Prod Res. 2011 Aug;25(13):1234-42.
| Cas No. | 112966-16-2 | SDF | |
| 别名 | (3'Z)-(3S,8R,3A'S,6'R)-3,3A':8,6'-双藁本内酯 | ||
| Canonical SMILES | O=C(O1)C2=C([C@]31[C@@]4(CC5)C(C(O/C4=C\CCC)=O)=C[C@]5([H])[C@H]3CCC)CCC=C2 | ||
| 分子式 | C24H28O4 | 分子量 | 380.48 |
| 溶解度 | Soluble in DMSO | 储存条件 | -20°C, protect from light |
| 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 | 2.6283 mL | 13.1413 mL | 26.2826 mL |
| 5 mM | 0.5257 mL | 2.6283 mL | 5.2565 mL |
| 10 mM | 0.2628 mL | 1.3141 mL | 2.6283 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。
Enantiomeric derivatives of Tokinolide B: absolute configuration and biological properties
J Nat Prod 2012 May 25;75(5):859-64.PMID:22574648DOI:10.1021/np200645p.
The enantiomeric lactams (-)-8, (+)-8, (+)-9, and (-)-9 were formed by the reaction of the dimeric phthalide rac-tokinolide B (rac-3) with (R)-(+)-α-methylbenzylamine and (S)-(-)-α-methylbenzylamine. The absolute configurations of compounds 8 and 9 were assigned by experimental and theoretically calculated electronic circular dichroism methods for (+)-8 and (-)-9. Compounds 3, 5, (-)-8, (+)-8, (+)-9, and (-)-9 displayed cytotoxic activity toward several human tumor cell lines, with (-)-8 and (-)-9 being the most potent.
Novel phthalide dimers from the aerial parts of Ligusticum sinense Oliv cv. Chaxiong
Fitoterapia 2019 Sep;137:104174.PMID:31100437DOI:10.1016/j.fitote.2019.104174.
Five new phthalide dimers, chaxiongnolides C-G (1-5), the two enantiomers of riligustilide (6a and 6b) and Tokinolide B (7) were isolated from the aerial parts of Ligusticum sinense Oliv cv. Chaxiong. The structures of 1-5 were elucidated through extensive spectroscopic analysis, and the relative configurations of compounds 2 and 3 were further confirmed by an X-ray diffraction experiment. The absolute configurations of 1-3 were assigned by comparing calculated and experimental ECD spectra. The ECD exciton chirality method was used to confirm the absolute configurations of compounds 4, 5, 6a and 6b. Compounds 1-3 are the first dimeric phthalides to be reported that are comprising a sedanolide unit. The compounds were evaluated in vitro for their cytotoxic activity against select human cell lines.
(1)H and DOSY NMR spectroscopy analysis of Ligusticum porteri rhizome extracts
Magn Reson Chem 2011 Aug;49(8):469-76.PMID:21761449DOI:10.1002/mrc.2767.
The presence of dimeric phthalides and other constituents in extracts of the vegetal species Ligusticum porteri was established by NMR spectroscopy. In comparative qualitative (1)H NMR analyses of acetone extracts of rhizomes from fresh and dried L. porteri samples, we found that the dimeric phthalides Tokinolide B (3), diligustilide (4) and riligustilide (5) were naturally produced by the plant and not post-harvest products. We also obtained DOSY (1)H NMR data that provided both virtual separation and structural information for the phthalides present in a dry acetone extract of L. porteri. In addition, we developed a protocol for the quantification of dimeric phthalides, which is performed by calculating the relative ratio of the peak area of selected proton signals for some compounds with respect to the known signal of the internal standard, 4-dimethylaminopyridine. The protocol allows the rapid and direct quantification of dimeric phthalides and others constituents in fresh L. porteri rhizomes.
Phthalides and other constituents from Ligusticum porteri; sedative and spasmolytic activities of some natural products and derivatives
Nat Prod Res 2011 Aug;25(13):1234-42.PMID:21797735DOI:10.1080/14786419.2010.534735.
The chemical constituents of the organic extracts from the rhizomes of Ligusticum porteri were isolated, characterised and identified as Z-ligustilide, Z-butylidenephthalide, diligustilide, Tokinolide B, riligustilide, senkyunolides F and I, ferulic acid, among other known compounds. The preparation of 4,5-dehydrotokinolide B from Tokinolide B is reported, and its structure confirmed by X-ray analysis. The sedative and spasmolytic activities of some of these natural products and derivatives were evaluated by applying them to in vivo and in vitro models. Several of these dimeric phthalides displayed sedative and spasmolytic properties that may correlate with some popular uses of L. porteri.
[Study on biligustilides from Angelica sinensis]
Zhongguo Zhong Yao Za Zhi 2008 Oct;33(19):2196-201.PMID:19166005doi
Objective: To study the chemical constituents of Angelica sinensis. Method: The constituents were separated by chromatographic methods, and their structures were identified on the basis of spectroscopic analysis. Result: Eight compounds were isolated and identified as levistolide A (1), senkyunolide O (2), (3Z, 3Z')-6.8', 7.3'-diligustilide (3), Tokinolide B (4), isotokinolide B (5), (3'Z)-(3R, 8S, 3a'R, 6'S)-3, 3a': 8, 6'-biligustilide (6), E, E'-3. 3', 8. 8'-diligustilide (7) and E, E'-3. 3', 8. 8'-isodiligustilide (8), which are all diligustilides. Conclusion: Compound 7 was obtained from the plant for the first time; compounds 6 and 8 are new compounds.