Neotuberostemonine | CAS:143120-46-1 | Manufacturer ChemFaces

Neotuberostemonine

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Description:

Neotuberostemonine (NTS) is one of the main antitussive alkaloids in the root of Stemona tuberosa Lour, it has a significant protective effect on bleomycin (BLM)-induced pulmonary fibrosis through suppressing the recruitment and M2 polarization of macrophages. NTS demonstrates antitussive properties in guinea pigs.

Targets:

TGF-β/Smad | MMP(e.g.TIMP) | NOS

In vivo:

Int Immunopharmacol. 2016 Jul;36:158-164.

Neotuberostemonine attenuates bleomycin-induced pulmonary fibrosis by suppressing the recruitment and activation of macrophages.[Pubmed: 27144994 ]

Neotuberostemonine (NTS) is one of the main antitussive alkaloids in the root of Stemona tuberosa Lour. This study aimed to investigate the effects of NTS on bleomycin (BLM)-induced pulmonary fibrosis in mice and the underlying mechanism.
METHODS AND RESULTS:
After BLM administration, NTS were orally administered to mice at 20 and 40mg/kg per day from days 8 to 21, with nintedanib as a positive control. The effect of NTS on BLM-induced mice was assessed via histopathological examination by HE and Masson's trichrome staining, TGF-β1 level and macrophage recruitment by immunohistochemical staining, expression of profibrotic media and M1/M2 polarization by western blot. RAW 264.7 cells were used to evaluate whether NTS (1, 10, 100μM) directly affected macrophages. The results revealed that NTS treatment significantly ameliorated lung histopathological changes and decreased inflammatory cell counts in the bronchoalveolar lavage fluid. The over-expression of collagen, α-SMA and TGF-β1 was reduced by NTS. Furthermore, NTS markedly lowered the expression of MMP-2 and TIMP-1 while raised the expression of MMP-9. A further analysis showed that NTS was able to decrease the recruitment of macrophages and to inhibit the M2 polarization in mice lung tissues. The experiment in vitro showed that NTS significantly reduced the arginase-1 (marker for M2) expression in a dose-dependent manner but down-regulated the iNOS (marker for M1) expression only at 100μM.
CONCLUSIONS:
In conclusion, our study demonstrated for the first time that NTS has a significant protective effect on BLM-induced pulmonary fibrosis through suppressing the recruitment and M2 polarization of macrophages.

J Ethnopharmacol. 2010 Apr 21;128(3):679-84.

Antitussive and central respiratory depressant effects of Stemona tuberosa.[Pubmed: 20219659]

Stemona alkaloids with distinctly different chemical skeletons are recently reported as the active components in the antitussive herb Baibu derived from the root-tubers of Stemona tuberosa. This study aims to determine if alkaloids of this herb contribute equally to the antitussive functions, act on the same sites of cough reflex, and play any role in inducing central respiratory depressant effects.
METHODS AND RESULTS:
Antitussive potency of four major alkaloids was evaluated on guinea pigs with citric acid aerosol to induce cough. The action sites of the alkaloids on cough reflex pathway were tested with electrical stimulation of the superior laryngeal nerve in guinea pigs. The central respiratory effects of croomine were also tested on guinea pigs. Croomine, Neotuberostemonine and stemoninine showed similar antitussive potency, while tuberostemonine showed much weaker antitussive potency. Neotuberostemonine, tuberostemonine and stemoninine acted on the peripheral cough reflex pathway, while croomine acted on the central part. Croomine also showed obvious central respiratory depressant effects.
CONCLUSIONS:
The four major Stemona alkaloids in Stemona tuberosa do not contribute equally to antitussive potency in guinea pigs. Neotuberostemonine, tuberostemonine and stemoninine target on peripheral cough reflex pathway. Croomine acts on central sites in the cough reflex pathway and demonstrates central respiratory depressant effects, which can partly account for the adverse reactions reported for the herb.

Neotuberostemonine Description

Source:	The roots of Stemona tuberosa
Solvent:	Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Storage:	Providing storage is as stated on the product vial and the vial is kept tightly sealed, the product can be stored for up to 24 months(2-8C). Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20C. Generally, these will be useable for up to two weeks. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please email to: service@chemfaces.com
After receiving:	The packaging of the product may have turned upside down during transportation, resulting in the natural compounds adhering to the neck or cap of the vial. take the vial out of its packaging and gently shake to let the compounds fall to the bottom of the vial. for liquid products, centrifuge at 200-500 RPM to gather the liquid at the bottom of the vial. try to avoid loss or contamination during handling.

Structure Identification:

Nat Prod Commun. 2013 Aug;8(8):1065-8.

TLC-image analysis of non-chromophoric tuberostemonine alkaloid derivatives in Stemona species.[Pubmed: 24079167]

A simple, selective, precise, and accurate thin-layer chromatographic (TLC) image analytical method was developed and validated for simultaneous quantification of the major components in the root extracts of Stemona tuberosa (tuberostemonine, tuberostemonine N and Neotuberostemonine)), and S. phyllantha (tuberostemonine and tuberostemonine A).
METHODS AND RESULTS:
The analysis was performed by TLC on silica gel 60 F254 aluminum plates using a mixture of dichloromethane: ethyl acetate: methanol: ammonium hydroxide (50:45:4:1) as mobile phase. Post-derivatization was employed by dipping the TLC plate into Dragendorff's reagent to visualize the spots. Image analysis of the scanned TLC plate was performed to detect the contents of tuberostemonine derivatives. The polynomial regression data for the calibration plots showed good linear relationships within the concentration range of 2-7 microg/spot. The method gave satisfactory precision, accuracy, selectivity and could simultaneously quantify tuberostemonine, tuberostemonine A, tuberostemonine N and Neotuberostemonine. Dried powdered roots of S. tuberosa grown in Thailand contained 1.31 +/- 0.28, 1.63 +/- 0.18 and 1.24 +/- 0.27% tuberostemonine, tuberostemonine N, and Neotuberostemonine (dry weight), respectively, while S. phyllantha roots contained 1.39 +/- 0.14% tuberostemonine and 0.39 +/- 0.08% tuberostemonine A (dry weight).
CONCLUSIONS:
The proposed method was simple, inexpensive, and more accessible to apply for many local authorities and small laboratories.

Product Name	Neotuberostemonine
Price:
CAS No.:	143120-46-1
Catalog No.:	CFN99475
Molecular Formula:	C₂₂H₃₃NO₄
Molecular Weight:	375.5 g/mol
Purity:	>=98%
Type of Compound:	Alkaloids
Physical Desc.:	Powder
Source:	The roots of Stemona tuberosa
Solvent:	Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Download:	COA MSDS SDF Manual
Similar structural:	Comparison (Web) (SDF)
Guestbook:

Size /Price /Stock	10 mM * 100 uL in DMSO / Inquiry / In-stock 10 mM * 1 mL in DMSO / Inquiry / In-stock
Related Libraries	Antifibrotic Compound Library Antitussive Compound Library Lung protection Compound Library Alkaloids Compound Library TGF-β/Smad Inhibitor Library NOS Inhibitor Library MMP(e.g.TIMP) Inhibitor Library

	1 mg	5 mg	10 mg	20 mg	25 mg
1 mM	2.6631 mL	13.3156 mL	26.6312 mL	53.2623 mL	66.5779 mL
5 mM	0.5326 mL	2.6631 mL	5.3262 mL	10.6525 mL	13.3156 mL
10 mM	0.2663 mL	1.3316 mL	2.6631 mL	5.3262 mL	6.6578 mL
50 mM	0.0533 mL	0.2663 mL	0.5326 mL	1.0652 mL	1.3316 mL
100 mM	0.0266 mL	0.1332 mL	0.2663 mL	0.5326 mL	0.6658 mL

CFN98725	Neostenine	477953-07-4	277.4	C₁₇H₂₇NO₂
CFN97497	Sessilifoline A	929637-35-4	389.5	C₂₂H₃₁NO₅
CFN97534	Neotuberostemonone	954379-68-1	405.5	C₂₂H₃₁NO₆
CFN98138	Tuberostemonine	6879-01-2	375.51	C₂₂H₃₃NO₄
CFN99475	Neotuberostemonine	143120-46-1	375.5	C₂₂H₃₃NO₄
CFN96768	Bisdehydroneotuberostemonine	160333-27-7	371.47	C₂₂H₂₉NO₄
CFN80139	Protostemonine	27495-40-5	417.21	C₂₃H₃₁NO₆