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Ajugasterone C Sale

(Synonyms: 筋骨草甾酮C) 目录号 : GC35274

Ajugasterone C 是一种从 Leuzea carthamoides 中分离出来的蜕化类固醇。在100 mg/kg 剂量下,Ajugasterone C 对在Carrageenan-诱导的 Sprague Dawley 大鼠足水肿的发生具有显著的抑制作用。

Ajugasterone C Chemical Structure

Cas No.:23044-80-6

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产品描述

Ajugasterone C is an ecdysteroid isolated from Leuzea carthamoides. Ajugasterone C shows significant inhibitory effect at 100 mg/kg dose on rat paw oedema development due to Carrageenan-induced inflammation in Sprague Dawley rats[1][2].

[1]. Santagati NA, et al. Analysis of ecdysteroids by micellar electrokinetic chromatography with on-line preconcentration. J Chromatogr A. 2005 Jul 15;1081(1):77-86. [2]. Ochieng CO, et al. Phytoecdysteroids from the stem bark of Vitex doniana and their anti-inflammatory effects. Planta Med. 2013 Jan;79(1):52-9.

Chemical Properties

Cas No. 23044-80-6 SDF
别名 筋骨草甾酮C
Canonical SMILES O[C@]([C@@]1(C[C@H]2O)C)(CC[C@]1([H])[C@@](C)(O)[C@H](O)CCC(C)C)C([C@@]2([H])[C@@]3([C@@]4([H])C[C@@H](O)[C@@H](O)C3)C)=CC4=O
分子式 C27H44O7 分子量 480.63
溶解度 Soluble in DMSO 储存条件 Store at -20°C
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溶解性数据

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1 mg 5 mg 10 mg
1 mM 2.0806 mL 10.403 mL 20.806 mL
5 mM 0.4161 mL 2.0806 mL 4.1612 mL
10 mM 0.2081 mL 1.0403 mL 2.0806 mL
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Research Update

Ecdysteroids from Rhaponticum uniflorum

Pharmazie 2001 Oct;56(10):828-9.PMID:11683135doi

Five phytoecdysteroids were isolated from the roots of Rhaponticum uniflorum. They were identified as ecdysterone, Ajugasterone C, ajugasterone C-20,22-monoacetonide, ajugasterone C-2,3,20,22-diacetonide and 5-deoxykaladasterone-20,22-monoacetonide by means of spectroscopic data. This is the first report of ajugasterone C-2,3,20,22-diacetonide and 5-deoxykaladasterone-20,22-monoacetonide isolated from a natural source.

Ecdysteroids from Cyanotis longifolia Benth. (Commelinaceae)

Arch Insect Biochem Physiol 2009 Dec;72(4):194-209.PMID:19760659DOI:10.1002/arch.20329.

Cyanotis longifolia Benth. (Commelinaceae) contains ecdysteroids, which are highly concentrated in the roots and flowers, whereas leaves contain only very low amounts and stems intermediate amounts. 20-Hydroxyecdysone is the major component found in all tissues, but roots also contain large amounts of 20-hydroxyecdysone 3-acetate and Ajugasterone C. A preparative experiment has shown that roots contain a complex ecdysteroid mixture, and the analysis of minor components has allowed the isolation of several already known ecdysteroids (polypodine B, 2-deoxy-20,26-dihydroxyecdysone, isovitexirone, poststerone) together with five new (Ajugasterone C 3-acetate, 5beta-hydroxy-poststerone, poststerone 2-acetate, 14(15)-dehydro-poststerone 2-acetate, 24-epi-atrotosterone A [=24-methyl-ajugasterone C]) ecdysteroids that have been fully characterized. A preliminary investigation of 55 species belonging to 15 different genera of the Commelinaceae has shown that several of them contain significant concentrations of ecdysteroids, among which some previously uninvestigated ones appear to be very promising sources of ecdysteroids.

Proapoptotic and proautophagic activity of 20-hydroxyecdysone in breast cancer cells in vitro

Chem Biol Interact 2021 Jun 1;342:109479.PMID:33878320DOI:10.1016/j.cbi.2021.109479.

The present study was designed to identify the biological activity of three ecdysones, i.e., 20-hydroxyecdysone (20-HE), Ajugasterone C, and polypodine B isolated from Serratula coronata. The main objective was to investigate the molecular mechanism of the biological activity of those compounds and to assess their impact on breast cancer cell survival and cell cycle. Cell lines were selected according to their hormone receptor status since this factor is perceived as a crucial one in the cancer prognosis as well as cancer cell response to therapy. Consequently, MCF7 (ER/PR+, HER2-), T-47D (ER/PR+, HER2-/+), and MDA-MB-231 (ER/PR-, HER2-) were enrolled in the study. Additionally, a non-tumorigenic, MCF10A cells were selected to verify any potential specificity to cancer cells. Interestingly, none of the studied compounds affected the viability of MCF10A cells while cancer cells were altered, albeit in different ways. Polypodine B did not affect the viability or cell cycle distribution of studied breast cancer cells. By contrast, 20-HE and Ajugasterone C significantly inhibited the viability of triple-negative cell line, MDA-MB-231. Interestingly, 20-HE revealed proapoptotic activity in MDA-MB-231 and T-47D cells that was manifested by alterations in PARP, Bax, and Bcl-2 levels as well as caspase-3 activation. Moreover, 20-HE induced autophagy that was mediated by modification of autophagy-associated proteins, i.e., LC3, p62, and mTOR, but only in MDA-MB-231 cells. This study is the first to report diverse biological activity of phytoecdysones in different breast cancer cells, that suggests association with molecular characteristics including receptor status but also other biological properties and genetic markers.

Ecdysteroids from two Brazilian Vitex species

Fitoterapia 2001 Mar;72(3):215-20.PMID:11295296DOI:10.1016/s0367-326x(00)00304-x.

A new ecdysteroid, 26-hydroxypinnatasterone (1), together with 20-hydroxyecdysone, was isolated from the stem barks of Vitex cymosa. 20-Hydroxyecdysone, Ajugasterone C, Ajugasterone C monoacetonide and turkesterone were isolated from the branches of V. polygama. The structure of 1 was determined by spectroscopic methods.

Ecdysteroids are present in the blood of wild passerine birds

Sci Rep 2019 Nov 18;9(1):17002.PMID:31740690DOI:10.1038/s41598-019-53090-9.

Ecdysteroids (arthropod molting hormones) play an important role in the development and sexual maturation of arthropods, and they have been shown to have anabolic and "energizing" effect in higher vertebrates. The aim of this study was to assess ecdysteroid diversity, levels according to bird species and months, as well as to observe the molting status of hard ticks (Acari: Ixodidae) infesting the birds. Therefore, blood samples and ticks were collected from 245 birds (244 songbirds and a quail). Mass spectrometric analyses showed that 15 ecdysteroids were regularly present in the blood samples. Molting hormones biologically most active in insects (including 20-hydroxyecdysone [20E], 2deoxy-20E, Ajugasterone C and dacryhainansterone) reached different levels of concentration according to bird species and season. Similarly to ecdysteroids, the seasonal presence of affected, apolytic ticks peaked in July and August. In conclusion, this study demonstrates the presence of a broad range and high concentrations of ecdysteroids in the blood stream of wild-living passerine birds. These biologically active, anabolic compounds might possibly contribute to the known high metabolic rate of songbirds.