Nortrachelogenin - CAS 34444-37-6
Catalog number: B0005-189654
Not Intended for Therapeutic Use. For research use only.
Molecular Formula:
C20H22O7
Molecular Weight:
374.4
COA:
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Chemical Family:
Lignans
Description:
Nortrachelogenin is a natural lignan found in the herbs of Trachelospermum jasminoides, it shows effects on the central nervous system producing depression in rabbits.
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Catalog Number Size Price Stock Quantity
B0005-189654 1 mg $449 In stock
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Purity:
>97%
Appearance:
Solid
Synonyms:
(+/-)-Nortrachelogenin; (3S)-4,5-Dihydro-4β-(4-hydroxy-3-methoxybenzyl)-3-(4-hydroxy-3-methoxybenzyl)-3β-hydroxyfuran-2(3H)-one
MSDS:
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Quality Standard:
Enterprise Standard
Quantity:
Milligrams-Grams
Density:
1.37 g/cm3
1.(+)Nortrachelogenin, a new pharmacologically active lignan from Wikstroemia indica.
Kato A;Hashimoto Y;Kidokoro M Lloydia. 1979 Mar-Apr;42(2):159-62.
A new lignan, (+)-nortrachelogenin (I), and a known compound, daphnoretin were isolated from Wikstroemia indica C.A. Meyer (Thymelaeaceae). The structure of (+)-nortrachelogenin was established as 8(R)8'-4,4',8'-trihydroxy-3,3'-dimethoxylignan-olid, (9,9') on the basis of spectroscopic evidence and comparison with its enantiomer, (-)-nortrachelogenin. +-nortrachelogenin(I) showed effects on the central nervous system producing depression in rabbits.
2.Lignans from Trachelospermum jasminoides.
Tan XQ;Chen HS;Liu RH;Tan CH;Xu CL;Xuan WD;Zhang WD Planta Med. 2005 Jan;71(1):93-5.
Seven lignans having a diarylhydroxybutyrolactone skeleton were isolated from the leaves and stems of Trachelospermum jasminoides (Lindl.) Lem. Their structures were elucidated to be nortrachelogenin 8' -O-beta-D-glucopyranoside (1), nortrachelogenin 5'- C- beta-D-glucopyranoside (2), trachelogenin amide (3), nortracheloside, trachelogenin, tracheloside, and trachelogenin 4'- O- beta-gentiobioside, respectively, on the basis of spectroscopic analyses. Lignans 1 - 3 were structurally identified to be new compounds, and 2 was a rare C-glucosyl-lignan.
3.(-)-Nortrachelogenin from Partrinia scabiosaefolia elicits an apoptotic response in Candida albicans.
Lee H;Woo ER;Lee DG FEMS Yeast Res. 2016 May;16(3). pii: fow013. doi: 10.1093/femsyr/fow013. Epub 2016 Feb 15.
This study analyzes the antifungal properties of (-)-nortrachelogenin and elucidates its mode of action against pathogenic fungi. We performed susceptibility tests against several pathogenic fungi and verified the absence of hemolysis against human erythrocytes. Its antifungal activity increased reactive oxygen species (ROS) in response to intracellular stress and increased concentrations of both intracellular and extracellular trehalose without causing hemolysis. In addition, a cell wall regeneration study indicated its action on the cytoplasmic membrane. A cell surface study using 3,3(')-dipropylthiacarbocyanine iodide [DiSC3(5)] and 1,6-diphenyl-1,3,5-hexatriene (DPH) demonstrated dissipation of the cytoplasmic membrane at high concentrations. Our study revealed a disturbance in the membrane at higher concentrations and externalization of phosphatidylserine in a dose-dependent manner, affecting other intracellular responses. Furthermore, we investigated the late stage of apoptosis using TUNEL and 4('),6-diamidino-2-phenylindole (DAPI) assays. (-)-Nortrachelogenin-treated cells underwent apoptosis which was triggered by mitochondrial dysfunction via depolarization of the mitochondrial membrane, release of cytochrome c and calcium ion signaling, resulting in the activation of metacaspases.
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CAS 34444-37-6 Nortrachelogenin

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