N-trans-caffeoyltyramine | CAS:103188-48-3

N-trans-caffeoyltyramine

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Description:

N-trans-caffeoyltyramine is a novel and potent modulator of inflammatory responses.

In vitro:

International Journal of Molecular Medicine, 2015,3:1042-1048.

N‑trans‑ρ‑caffeoyl tyramine isolated from Tribulus terrestris exerts anti‑inflammatory effects in lipopolysaccharide‑stimulated RAW 264.7 cells.[Reference: WebLink]

Inflammation is induced by the expression of cyclooxygenase‑2 (COX‑2), which is an important mediator of chronic inflammatory diseases, such as rheumatoid arthritis, asthma and inflammatory bowel disease. Tribulus terrestris (T. terrestris) is known to have a beneficial effect on inflammatory diseases.
METHODS AND RESULTS:
In this study, we investigated the effects of N‑trans‑ρ‑caffeoyltyramine (N-trans-caffeoyltyramine，CT) isolated from T. terrestris on the production of nitric oxide (NO), and the expression of pro‑inflammatory cytokines and COX‑2 in lipopolysaccharide (LPS)‑stimulated RAW 264.7 cells. We also aimed to elucidate the molecular mechanisms involved. We found that the ethanolic extract of T. terrestris (EETT) and CT inhibited the production of NO, tumor necrosis factor‑α (TNF‑α), interleukin (IL)‑6 and IL‑10 in the LPS‑stimulated RAW 264.7 cells in a dose‑dependent manner. They were determined by reverse transcription-polymerase chain reaction (RT-PCR) and enzyme-linked immunosorbent assay (ELISA). In addition, CT markedly suppressed the expression of COX‑2 and the production of prostaglandin E2 (PGE2) in response to LPS stimulation. Furthermore, CT markedly decreased p‑c‑Jun N‑terminal kinase (p‑JNK) protein expression in LPS‑stimulated RAW 264.7 cells. COX-2 and p-JNK were measured by western blot analysis.
CONCLUSIONS:
Taken together, these findings indicate that CT isolated from T. terrestris is a novel and potent modulator of inflammatory responses. Thus, it may prove benefiical to further evaluate CT as a possible treatment for chronic inflammatory diseases.

N-trans-caffeoyltyramine Description

Source:	The roots of Litsea hypophaea
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:

Journal of the Chinese Chemical Society, 2013, 44(3):313-319.

The Constituents from the Stems of Annona cherimola.[Reference: WebLink]

METHODS AND RESULTS:
Thirty‐five compounds including twenty‐one alkaloids, lysicamine (1 ), liriodenine (2 ), atherospermidine (3 ), oxoxylopine (4 ), oxoanolobine (5 ), oxoglaucine (6 ), (‐)‐anonaine (7 ), (‐)‐asimilobine (8 ), (‐)‐xylopine (9 ), (‐)‐anolobine (10 ), (‐)‐norisocorydine (11 ), (+)‐laurotetanine (12 ), (+)‐isocorydine (13 ), (‐)‐N‐methylasimilobine (14 ), (+)‐N‐methyllaurotetanine (15 ), (‐)‐norushinsunine (16 ), (‐)‐ushinsunine (17 ), (‐)‐N‐formylanonaine (18 ), (+)‐stepharine (19 ), (+)‐orentaline (20 ), and (‐)‐kikemanine (21 ); four kauranes, ent‐kaur‐16‐en‐19‐oic acid (22 ), 16β‐hydroxy‐17‐acetoxy‐ent‐kauran‐19‐al (23 ), 17‐acetoxy‐16β‐ent‐kauran‐19‐oic acid (24 ), and 16β‐hydroxy‐17‐acetoxy‐ent‐kauran‐19‐oic acid (25 ); two amides, N‐trans‐femloyltyramine (26 ), and N-trans-caffeoyltyramine (27 ); one purine, adenosine (28 ); one lactam amide, squamolone (29 ); and six steroids, β‐sitosterol (30 ), stigmasterol (31 ), β‐sitostenone (32 ), stigmasta‐4,22‐dien‐3‐one (33 ), 6β‐hydroxy‐β‐sitosterone (34 ), and 6β‐hydroxystigmasterone (35 ) are isolated from the stems of Annona cherimola.
CONCLUSIONS:
These compounds were characterized and identified by physical and spectral evidence. Among them, (‐)‐norisocorydine (11) was elucidated as a new enantiomer with a levorotary configuration, which is isolated for the first time.

Product Name	N-trans-caffeoyltyramine
Price:	$318 / 5mg
CAS No.:	103188-48-3
Catalog No.:	CFN95265
Molecular Formula:	C₁₇H₁₇NO₄
Molecular Weight:	299.3 g/mol
Purity:	>=98%
Type of Compound:	Alkaloids
Physical Desc.:	Powder
Source:	The roots of Litsea hypophaea
Solvent:	Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Download:	COA MSDS
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	Alkaloids Compound Library

	1 mg	5 mg	10 mg	20 mg	25 mg
1 mM	3.3411 mL	16.7056 mL	33.4113 mL	66.8226 mL	83.5282 mL
5 mM	0.6682 mL	3.3411 mL	6.6823 mL	13.3645 mL	16.7056 mL
10 mM	0.3341 mL	1.6706 mL	3.3411 mL	6.6823 mL	8.3528 mL
50 mM	0.0668 mL	0.3341 mL	0.6682 mL	1.3365 mL	1.6706 mL
100 mM	0.0334 mL	0.1671 mL	0.3341 mL	0.6682 mL	0.8353 mL

CFN97135	N-trans-Feruloyltyramine	66648-43-9	313.4	C₁₈H₁₉NO₄
CFN95789	Terrestriamide	157536-49-7	327.3	C₁₈H₁₇NO₅
CFN95795	cis-N-Terrestriamide	2170469-93-7	327.3	C₁₈H₁₇NO₅
CFN97268	N-trans-Feruloyl-3-methoxytyramine	78510-19-7	343.4	C₁₉H₂₁NO₅
CFN91137	N-trans-Sinapoyltyramine	200125-11-7	343.4	C₁₉H₂₁NO₅
CFN91563	N-benzoyltyramine	41859-54-5	241.3	C₁₅H₁₅NO₂
CFN95757	N-methyl cinnamamide	25695-84-5	161.2	C₁₀H₁₁NO
CFN99895	4-Hydroxycinnamamide	194940-15-3	163.2	C₉H₉NO₂
CFN95733	(-)-alpha,beta-Dihydroxy-N-methyl-N-[(1Z)-2-phenyle thenyl]benzenepropanamide	1374793-40-4	297.4	C₁₈H₁₉NO₃
CFN95718	Lansiumamide B	121817-37-6	263.3	C₁₈H₁₇NO