Name | Protodioscin |
Synonyms | PROTODIOSON SHENGMATING Protodioscin PROTODIOSCIN PROTODIOSCIN(P) 26-O-beta-D-Glycopyranosyl-22-hydroxyfurost-5-ene-3beta,26-diol-3-O-beta-diglucorhamnoside 26-o-beta-d-glycopyranosyl-22-hydroxyfurost-5-ene-3beta,26-diol-3-o-beta-diglucorhamnoside [(25R)-26-(β-D-Glucopyranosyloxy)-22α-hydroxyfurost-5-en-3β-yl]2-O,4-O-bis(α-L-rhamnopyranosyl)-β-D-glucopyranoside [(22R,25R)-22-Hydroxy-26-(β-D-glucopyranosyloxy)furosta-5-ene-3β-yl]2-O,4-O-bis(α-L-rhamnopyranosyl)-β-D-glucopyranoside |
CAS | 55056-80-9 |
InChI | InChI=1/C51H84O22/c1-20(19-65-45-39(60)38(59)35(56)30(17-52)69-45)9-14-51(64)21(2)32-29(73-51)16-28-26-8-7-24-15-25(10-12-49(24,5)27(26)11-13-50(28,32)6)68-48-44(72-47-41(62)37(58)34(55)23(4)67-47)42(63)43(31(18-53)70-48)71-46-40(61)36(57)33(54)22(3)66-46/h7,20-23,25-48,52-64H,8-19H2,1-6H3/t20-,21+,22+,23+,25+,26-,27+,28+,29+,30-,31-,32+,33+,34+,35-,36-,37-,38+,39-,40-,41-,42+,43-,44-,45-,46+,47+,48-,49+,50+,51-/m1/s1 |
Molecular Formula | C51H84O22 |
Molar Mass | 1049.2 |
Density | 1.46±0.1 g/cm3(Predicted) |
Melting Point | 190~192℃ |
Specific Rotation(α) | - 88.4 (c, 0.01 in Py).-75.3 (c, 0.61 in MeOH) |
Solubility | H2O : 50 mg/mL (47.66 mM; Need ultrasonic);DMSO : 50 mg/mL (47.66 mM; Need ultrasonic) |
Appearance | White crystalline powder |
Color | White to Off-White |
pKa | 12?+-.0.70(Predicted) |
Storage Condition | Inert atmosphere,2-8°C |
Sensitive | Easily absorbing moisture |
Refractive Index | 1.631 |
MDL | MFCD03427682 |
Physical and Chemical Properties | White crystalline powder, soluble in methanol, ethanol, DMSO and other organic solvents, derived from Zingiberaceae plant ginger (Costus specialty Sm.) rhizome of the family Dioscoreaceae, Dioscorea zingiberensis C.H.Wright) rhizome, Dioscorea nipponica (D.nipponica Makino) in the rhizome. |
In vivo study | Protodioscin (5 and 10 mg/kg) significantly improves glucose intolerance and reduced the levels of serum UA, BUN, Cr, TC and TG. Protodioscin significantly reduces renal concentrations of IL-1β, IL-6 and TNF-α by inhibiting the activation of nuclear factor-κB, c-Jun N-terminal kinase, p38 mitogen-activated protein kinase and extracellular signal-regulated kinase. Protodioscin ameliorates the death rate, inhibits the increase in neurological deficit scores and infarct volume, and reduces the apoptotic nerve cells induced by MCAO in rats. Protodioscin attenuates the change of relevant apoptins, suppresses the release of pro-inflammatory cytokines in serum and reverses the protein expression of NF-κB (in nucleus and cytoplasm) and IκBα (in cytoplasm) induced by MCAO in rats. Protodioscin (0.5 mg/kg, i.p.) increases the coagulation time by appr 50 % as compared to that of high-fat diet control rats. Protodioscin possesses a promising effect in lowering the blood levels of both lipoproteins, especially LDL, thus resulting in a high ratio of HDL/LDL. |
WGK Germany | 3 |
HS Code | 29389090 |
Reference Show more | 1. Zhao Lu, Wang tiaijie, Cheng Lei, et al. Study on the correlation between the fingerprint of Rhizoma dioscoreae nipponicae and its inhibitory activity on the proliferation of human hepatoma HepG2 cells [J]. Journal of Shenyang Pharmaceutical University, 2013(05):366-373. 2. Sun Peng, Yin Haobo, Yao Jia. Content changes of saponins from Dioscorea nipponica Makino under continuous cropping obstacle [J]. Practical Medicine and clinic, 2016(3):339-342, a total of 4 pages. 3. Ma Jingqian, Cui Naiyan, Yu River, Li Zheng, Liu Erwei, Bisong Tao. Evaluation of effects of drying methods on effective components of Dioscorea composita based on quantitative analysis of four saponins [J]. Central South pharmacy, 2021,19(03):413-418. 4. [IF = 4.952] Qun Yu et al."Enhaning the antityrosinase activity of saponins and polyphenols from aspagus by hot air coupled with microwave treatments." Lwt Food Sci Technol. 2020 Apr;124:109174 5. [IF = 2.289] Zhou Shun et al."Anthelmintic efficacy of natural saponins against Gyrodactylus kobayashii in goldfish (Carassius auratus) and their 3D-QSAR analysis."Parasitol Res. 2021 Mar;120(3):1143-1150 6. [IF=7.46] Shuo Wang et al."A novel visual sensing method based on Al@AuNCs for rapid identification of Chrysanthemum morifolium from different origins."Sensor Actuat B- Chem. 2022 Apr;356:131307 7. [IF=3.935] Xin Meng et al."Comprehensive chemical profiling and potential chemical marker's evaluation of Tribulus terrestris by UPLC-QTOF-MS in combination with ion mobility spectrometry."JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS. 2022 Aug;217:114839 |