Neotuberostemonine - CAS 143120-46-1
Catalog number: 143120-46-1
Not Intended for Therapeutic Use. For research use only.
Molecular Formula:
C22H33NO4
Molecular Weight:
375.5
COA:
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Chemical Family:
Alkaloids
Description:
Neotuberostemonine, a natural alkaloid found in the roots of Stemona tuberosa, has the activity of antitussive.
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Purity:
>98%
Appearance:
Cryst.
Synonyms:
(2S,7aR,8R,8aR,11S,11aR,11bS,11cR)-8-Ethyl-11-methyl-2-[(2S,4S)-4 -methyl-5-oxotetrahydro-2-furanyl]dodecahydroazepino[3,2,1-hi]fur o[3,2-e]indol-10(2H)-one
MSDS:
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Application:
antitussive
Quality Standard:
Enterprise Standard
Quantity:
Milligrams-Grams
1.Isolation, characterization and acetylcholinesterase inhibitory activity of alkaloids from roots of Stemona sessilifolia.
Lai DH;Yang ZD;Xue WW;Sheng J;Shi Y;Yao XJ Fitoterapia. 2013 Sep;89:257-64. doi: 10.1016/j.fitote.2013.06.010. Epub 2013 Jun 27.
Two new alkaloids, named stenine A (1) and stenine B (2), along with the known compounds neostenine (3), stenine (4) and neotuberostemonine (5), were isolated from the roots of Stemona sessilifolia. Their structures were elucidated by 1D- and 2D-NMR spectra and X-ray single-crystal diffraction experiment. Anti-acetylcholinesterase (AChE) activity of compounds 1-5 were also tested. Compounds 2 and 4 showed significant anti-acetylcholinesterase activities, with IC50 values of 2.1±0.2 μM and 19.8±2.5 μM, resp. The mode of AChE inhibition by Compound 2 (the most potential AChE inhibitor) was reversible and competitive. In addition, molecular modeling was performed to explore the binding mode of compound 2 with AChE.
2.Antitussive effects of Stemona tuberosa with different chemical profiles.
Xu YT;Hon PM;Jiang RW;Cheng L;Li SH;Chan YP;Xu HX;Shaw PC;But PP J Ethnopharmacol. 2006 Nov 3;108(1):46-53. Epub 2006 May 4.
The root tubers of Stemona tuberosa, Stemona japonica and Stemona sessilifolia are recognized by the Pharmacopoeia of the People's Republic of China as authentic sources of the herb Radix Stemonae (Baibu). Careful anatomical analyses of these three species, whose identities were confirmed by flowering and fruiting samples, revealed that the root tubers of Stemona tuberosa could be distinguished from those of the other two species by the presence of scattered fibers in the cortex and pith and by the absence of thickened striations on the surface of velamen cells. HPLC analyses demonstrated that the total alkaloid profiles could be grouped into four types represented as the major component by stenine-type Stemona alkaloids such as tuberostemonine (4) and neotuberostemonine (3), or by non-stenine types such as croomine (1) and stemoninine (2). Nevertheless, all these samples demonstrated different degrees of antitussive properties in guinea pigs. These results suggested that non-stenine-type of Stemona alkaloids also contributed to the antitussive properties. The variations in chemical profiles among herb samples add difficulty in ensuring quality control in botanical products.
3.Neotuberostemonine inhibits the differentiation of lung fibroblasts into myofibroblasts in mice by regulating HIF-1α signaling.
Lv XM;Li MD;Cheng S;Liu BL;Liu K;Zhang CF;Xu XH;Zhang M Acta Pharmacol Sin. 2018 Apr 12. doi: 10.1038/aps.2017.202. [Epub ahead of print]
Pulmonary fibrosis may be partially the result of deregulated tissue repair in response to chronic hypoxia. In this study we explored the effects of hypoxia on lung fibroblasts and the effects of neotuberostemonine (NTS), a natural alkaloid isolated from Stemona tuberosa, on activation of fibroblasts in vitro and in vivo. PLFs (primary mouse lung fibroblasts) were activated and differentiated after exposure to 1% O;2; or treatment with CoCl;2; (100 μmol/L), evidenced by markedly increased protein or mRNA expression of HIF-1α, TGF-β, FGF2, α-SMA and Col-1α/3α, which was blocked after silencing HIF-1α, suggesting that the activation of fibroblasts was HIF-1α-dependent. NTS (0.1-10 μmol/L) dose-dependently suppressed hypoxia-induced activation and differentiation of PLFs, whereas the inhibitory effect of NTS was abolished by co-treatment with MG132, a proteasome inhibitor. Since prolyl hydroxylation is a critical step in initiation of HIF-1α degradation, we further showed that NTS treatment reversed hypoxia- or CoCl;2;-induced reduction in expression of prolyl hydroxylated-HIF-1α. With hypoxyprobe immunofluorescence staining, we showed that NTS treatment directly reversed the lower oxygen tension in hypoxia-exposed PLFs.
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CAS 143120-46-1 Neotuberostemonine

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