9,10-Anthracenedione, 1,3,5,6-tetrahydroxy-2-methyl-
3-Hydroxymorindone
CAS: 80368-74-7
Molecular Formula: C15H10O6
9,10-Anthracenedione, 1,3,5,6-tetrahydroxy-2-methyl- - Names and Identifiers
| Name | 3-Hydroxymorindone |
| Synonyms | 3-Hydroxymorindone 3-Hydroxy- Morindone 9,10-Anthracenedione, 1,3,5,6-tetrahydroxy-2-methyl- |
| CAS | 80368-74-7 |
9,10-Anthracenedione, 1,3,5,6-tetrahydroxy-2-methyl- - Physico-chemical Properties
| Molecular Formula | C15H10O6 |
| Molar Mass | 286.24 |
| Boling Point | 576.9±45.0 °C at 760 mmHg |
| Solubility | Dissolved in DMSO, slightly in methanol, acetone, chloroform, ether. |
| Appearance | Red crystal |
| Storage Condition | 2-8℃ |
| MDL | MFCD18448254 |
9,10-Anthracenedione, 1,3,5,6-tetrahydroxy-2-methyl- - Reference Information
| Overview | 3-Hydroxy-morindone is a red crystal with molecular formula C15H10O6 , molecular weight 286. Mainly used for content determination. This paper mainly introduces the extraction and separation of 3-hydroxybajiquinone , structure determination method, chromatographic conditions and so on. |
| Basic information | Molecular formula C15H10O6 Molecular weight 286 detection method HPLC> 98% properties this product is Red Crystal molecular structure |
| function and purpose | This product is used for content determination |
| extraction source | This product is the dried root of the dicotyledonous plant Euphorbia pekinensis. |
| extraction and separation | The dried root tuber of Euphorbia pekinensis was extracted 3 times with 95% ethanol after crushing, extract and, decompression recovery solvent extract 3. 9 kg. The extract was dispersed in 4 L of water, extracted 3 times with an equal volume of ethyl acetate and the solvent was recovered under reduced pressure to obtain an ethyl acetate extraction portion 400 g and a water-soluble portion 3. 5 kg. The ethyl acetate extraction portion (100g) was applied to a silica gel column (200-mesh, 1. 5kg) column chromatography separation, petroleum ether-acetone as mobile phase gradient elution, TLC detection combined with similar composition of the eluent , nine fractions were obtained after concentration (Fr. 1 ~ Fr. 9). During the elution process, orange-red needle crystals were precipitated, chloroform was repeatedly washed to obtain the compound 3-hydroxybarberquinone (21. 7 mg)[3]. |
| Structure Identification | orange-red amorphous powder; IRγmax3 430,1 639,1 597,1 581,1 484,1 421,1 396,1 308,1 221,1 122,1 060,1 002,894,838,771 ,711,624cm- 1; ESI-MS m/z 285 [M-H]-. 1H-NMR ( DMSO-d6,500 MHz) δ: 7. 22( 1H,s,H-4) ,7. 16( 1H,d,J =8. 5 Hz,H-7 ) ,7. 59 ( 1H,d,J = 8. 5 Hz,H-8 ) ,2. 03 (3H,s,H3-11) ,13. 38 ( 1H ,s,1-OH ) ,11. 00 ( 2H,br s,3,6-OH ) ,12. 62 ( 1H,br s,5-OH ) ;13C-NMR( DMSO-d6,125 MHz) δ: 162. 1( C- 1) ,115. 9( C- 2) ,162. 4( C- 3) ,106. 9 (C- 4 ) ,131. 4 (C-4a) ,151. 1 (C- 5) ,152. 7 ( C-6 ) ,120. 5 ( C- 7 ) ,120. 8 (C- 8 ) ,123. 3( C- 8a) ,184. 9( C-9) ,108. 8( C- 9a) ,188. 0( C- 10) ,118. 1( C- 10a) 8. 1( C- 11) . The above 1H-NMR data are consistent with the data of 3-hydroxymorin-done reported in the literature, the 13C-NMR data were assigned by by comparison with the data of similar compounds obtained by simultaneous separation [3]. |
| solubility | dissolved in DMSO, slightly in methanol, acetone, chloroform, ether. |
| storage method | 2-8°C, protected from light. |
| note | this product should be stored at low temperature and exposed to air for a long time, content will be reduced |
| chromatographic results | chromatographic conditions column: Waters Xbridge C18(250mm × 4. 6mm,5 μm); Mobile phase: 1. 0% Phosphoric acid solution (A)-acetonitrile (B), gradient elution (0~20min,90% A → 60% A , 10% B → 40% B;20~45 min,60% A → 20% A, 40% → 80% B;45~70 min, 20% A → 90% A, 80% → 40% B); Flow rate 1. 0 ml · min- 1; Detection wavelength: 280 nm; Column temperature: 30 ℃; Sample volume: 10 μL. Chromatographic conditions FIG. 1 HPLC chromatogram of 3-hydroxyvalbenone A. Mixed Control B. Test article 1. 3-hydroxybarberquinone 2. Ruoxidine 3. |
| reference | [1] 3-hydroxybajiquinone. Chengdu pufeide Biotechnology Co., Ltd. [Citation date: 2017.08.20] [2] Wu Chenjun, Wang Jialin, Cheng Jinpeng, etc. Simultaneous determination of three anthraquinones in Euphorbia pekinensis by HPLC [J]. China pharmacist, 2017,20(6):1120-1122.DOI:10.3969/j. Abstract. [3] Zhao Feng, Wang Sujuan, Wu xiui, Yu Yang, Yue Zhenggang, Liu Bo, Lin Sheng, Zhu Chenggen, Yang Yongchun, Shi Jiangong. Chemical constituents of anthraquinones in Euphorbia Pekinensis [J]. Chinese Journal of Traditional Chinese Medicine, 2011,(21):2980-2986. |
Last Update：2024-04-09 15:16:54
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