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Deacylmetaplexigenin Sale

(Synonyms: 去酰基萝藦苷元) 目录号 : GC35824

Deacylmetaplexigenin 是从 Asclepias incarnate 中分离得到的孕烷苷。

Deacylmetaplexigenin Chemical Structure

Cas No.:3513-04-0

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5mg
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产品描述

Deacylmetaplexigenin is a pregnane glycoside isolated from Asclepias incarnate[1].

[1]. Warashina T, et al. Steroidal glycosides from the aerial part of Asclepias incarnata. Phytochemistry. 2000 Feb;53(4):485-98.

Chemical Properties

Cas No. 3513-04-0 SDF
别名 去酰基萝藦苷元
Canonical SMILES O[C@@]12[C@]3([C@@](C[C@@H](O)[C@@]1([C@@](C(C)=O)(O)CC2)C)([H])[C@@]4(C(C[C@@H](O)CC4)=CC3)C)O
分子式 C21H32O6 分子量 380.48
溶解度 Soluble in DMSO 储存条件 Store at -20°C
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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
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Research Update

Anticancer properties of caudatin and related C-21 steroidal glycosides from Cynanchum plants

Steroids 2021 Aug;172:108855.PMID:33945800DOI:10.1016/j.steroids.2021.108855.

Numerous C-21 steroidal glycosides have been isolated from Cynanchum plants. Many of them derive from the aglycone caudatin (CDT) which includes a tetracyclic Deacylmetaplexigenin unit and an ikemaoyl ester side chain. CDT can be found in diverse traditional medicines, such as Baishouwu radix used to treat gastro-intestinal disorders. The compound has revealed marked anticancer properties, reviewed here. CDT and its mono-glycoside analogue CDMC display antiproliferative activities against different cancer cell lines in vitro and have revealed significant anticancer effects in tumor xenograft models in vivo. Their mechanism of action is multifactorial, implicating several signaling pathways (Wnt/GSK3/β-catenin, TRAIL/DR5/ER and TNFAIP1/NFκB) which contribute to the antiproliferative, antiangiogenic, antimetastatic and proapoptotic effects of the natural products. CDT also modulates DNA replication, is antioxidant and targets some cancer stem cells. CDT and CDMC are interesting anticancer products, while other CDT glycoside derivatives display antiviral and antifungal activities. Altogether, the present review provides a survey of the pharmacological profiles of CDT and derivatives. The lack of knowledge about the molecular targets of CDT currently limits drug development but the natural product, orally active, warrants further pharmacology and toxicology studies.

[Excretion of Cynanchum auriculatum extract in urine and feces of normal and functional dyspepsia rats]

Zhongguo Zhong Yao Za Zhi 2022 Dec;47(23):6355-6364.PMID:36604880DOI:10.19540/j.cnki.cjcmm.20220621.202.

In the present study, the excretion of four active components(qingyangshengenin, Deacylmetaplexigenin, baishouwu benzophenone, and scopoletin) in Cynanchum auriculatum extract in the urine and feces of normal and functional dyspepsia(FD) rats was investigated. Rats were divided into a normal group and an FD model group. The FD model was induced by oral administration of ice hydrochloric acid combined with irregular feeding. The C. auriculatum extract was administered orally at a dose of 1 g·kg~(-1). The rat urine and feces were collected at 4, 8, 12, 24, 36, 48, 60, 72, and 84 h for UPLC-ESI-MS/MS analysis. The differences in excretion of the four components were compared between normal and FD rats. The results showed that except for the baishouwu benzophenone in the feces, the components such as qingyangshengenin in the urine and feces did not reach the plateau value within 84 h. Qingyangshengenin was mainly excreted through defecation, and the cumulative excretion rates in the normal state and FD were 0.32% and 0.66%, respectively. Deacylmetaplexigenin was mainly excreted through urination, and the cumulative excretion rates in the normal state and FD were 6.70% and 7.56%, respectively. Baishouwu benzophenone was mainly excreted through defecation in the normal state, but mainly excreted through urination in the FD state, with cumulative excretion rates of 0.41% and 0.52%, respectively. Scopoletin was mainly excreted through urination, with cumulative excretion rates of 0.83% and 2.13% in the normal state and FD, respectively. In general, the components were mainly excreted in the urine in the FD state. Compared with the normal group, the FD group showed decreased cumulative excretion rates of qingyangshengenin, baishouwu benzophenone, and scopoletin in the urine(P<0.05). Therefore, FD had a certain influence on the excretion of the main components of C. auriculatum extract, and the excretion of each component through urination and defecation was low, suggesting that there might be a wide range of metabolic pathways after oral administration and components were mainly excreted in the form of metabolites. This experiment provides a reference for the new drug development and clinical application of C. auriculatum.

Steroidal glycosides from Cynanchum caudatum

Phytochemistry 1995 May;39(1):199-204.PMID:7786487DOI:10.1016/0031-9422(94)00867-s.

The aerial part of Cynanchum caudatum afforded 10 new pregnane glycosides which had sarcostin or Deacylmetaplexigenin as the aglycone moiety. The structures of these compounds were elucidated by spectroscopic methods and from chemical evidence.

[Differences in intestinal absorption characteristics of Cynanchum auriculatum extract based on in situ intestinal circulation perfusion model in two states]

Zhongguo Zhong Yao Za Zhi 2022 Dec;47(23):6340-6347.PMID:36604878DOI:10.19540/j.cnki.cjcmm.20220621.203.

The present study aimed to investigate the intestinal absorption characteristics of six components(syringic acid, scopoletin, baishouwu benzophenone, caudatin, qingyangshengenin, and Deacylmetaplexigenin) in Cynanchum auriculatum extract. In situ intestinal circulation perfusion model was employed to investigate the differences in intestinal absorption characteristics of C. auriculatum extract under the influence of different intestinal segments, different drug concentrations, and bile in the normal and functional dyspepsia(FD) states. The results showed that the absorption of baishouwu benzophenone decreased with the increase in the concentration of C. auriculatum extract(P<0.01), while the absorption of syringic acid and other components increased in a dose-independent manner, suggesting that baishouwu benzophenone might follow active absorption, while other components might not be on a single absorption pattern. The main absorption sites of each component in the normal state were different from those in the FD state. The cumulative absorption conversion rates in the FD state were generally lower than those in the normal state, and bile inhibited the absorption of other components except for scopoletin in both states(P<0.05). As revealed, the small intestine showed selectivity to the absorption of drugs, and the pathological state(such as FD) and bile both affected the absorption of the main components, which provides a theoretical basis for the development of new drugs and further development of C. auriculatum.

Steroidal glycosides from the aerial part of Asclepias incarnata

Phytochemistry 2000 Feb;53(4):485-98.PMID:10731028DOI:10.1016/s0031-9422(99)00560-9.

The aerial part of Asclepias incarnata afforded 34 pregnane glycosides. These were confirmed to have lineolon, isolineolon, ikemagenin, 12-O-nicotinoyllineolon, Deacylmetaplexigenin, metaplexigenin, rostratamine, 12-O-acetyllineolon, 15beta-hydroxylineolon and 15beta-hydroxyisolineolon moieties as their aglycones, and 2.6-dideoxyhexopyranose, glucopyranose and allopyranose as the corresponding sugar constituents. Their structures were determined using both spectroscopic and chemical methods.