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Neotuberostemonine

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Neotuberostemonine Basic information

Product Name:
Neotuberostemonine
Synonyms:
  • Neotuberostemonine
  • Furo[2,3-h]pyrrolo[3,2,1-jk][1]benzazepin-10(2H)-one,8-ethyldodecahydro-11-methyl-2-[(2S,4S)-tetrahydro-4-methyl-5-oxo-2-furanyl]-,(2S,7aR,8R,8aR,11S,11aR,11bS,11cR)-
  • (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
  • (2S,31R,7aR,8R,8aR,11S,11aR,11bS)-8-Ethyl-11-methyl-2-((2S,4S)-4-methyl-5-oxotetrahydrofuran-2-yl)dodecahydroazepino[3,2,1-hi]furo[3,2-e]indol-10(2H)-one
CAS:
143120-46-1
MF:
C22H33NO4
MW:
375.5
EINECS:
200-158-5
Mol File:
143120-46-1.mol
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Neotuberostemonine Chemical Properties

Boiling point:
554.2±50.0 °C(Predicted)
Density 
1.19±0.1 g/cm3(Predicted)
solubility 
DMSO: 10 mM
form 
A crystalline solid
pka
8.90±0.70(Predicted)
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Neotuberostemonine Usage And Synthesis

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. Neotuberostemonine demonstrates antitussive properties in guinea pigs.

Uses

Neotuberostemonine is a major bioactive alkaloid of Stemona tuberosa. It can also be used to treat pulmonary fibrosis.

Definition

ChEBI: Neotuberostemonine is an alkaloid. It has a role as a metabolite.

Biological Functions

Neotuberostemonine is an alkaloid originally isolated from S. tuberosa that has diverse biological activities. It inhibits LPS-induced increases in inducible nitric oxide synthase (iNOS) protein levels and NO production in RAW 264.7 cells when used at a concentration of 100 μM. Neotuberostemonine (50 μM) inhibits RANKL-induced osteoclast differentiation of RAW 264.7 cells. It reduces the citric acid-induced cough reflex in conscious guinea pigs when administered at a dose of 133 μmol/kg. Neotuberostemonine (40 mg/kg) inhibits pulmonary collagen deposition and fibrosis, as well as bronchoalveolar lavage fluid (BALF) monocyte and lymphocyte infiltration in a mouse model of bleomycin-induced pulmonary fibrosis.

Biological Activity

Neotuberostemonine, one of the main antitussive alkaloids in the root of Stemona tuberosa Lour, attenuates bleomycin-induced pulmonary fibrosis by suppressing the recruitment and activation of macrophages.

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