Perlolyrine | CAS:29700-20-7 | Manufacturer ChemFaces

Perlolyrine

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Description:

Perlolyrine was identified as the most potent and selective PDE5 inhibitors.
Perlolyrine induces the activation of hTRPV1 and hTRPA1.

In vitro:

Biosci Biotechnol Biochem . 2017 May;81(5):987-994.

Isolation and identification of a humanTRPV1 activating compound from soy sauce[Pubmed: 28095752]

Transient receptor potential vanilloid 1 (TRPV1) was identified as a receptor of capsaicin, which is a pungent ingredient in hot red peppers. Due to its relevance for nociception, a physiological and pharmacological study of TRPV1 has also been developed. Therefore, it is important to enrich scientific knowledge regarding the TRPV1 activating or inhibiting compounds. In this study, we fractionated soy sauce based on the human TRPV1 (hTRPV1) activity using column chromatography and purified 5-(9H-pyrido[3,4-b]indol-1-yl)-2-furanmethanol (Perlolyrine) as an hTRPV1-activating compound. Additionally, Perlolyrine activates the human transient receptor potential ankyrin 1 (hTRPA1). The EC50 of hTRPV1 and hTRPA1 were 2.87 and 1.67 μmol L-1, respectively. HPLC quantification of soy sauces showed that they contain 2.22-12.13 μmol L-1 of Perlolyrine. The sensory evaluation revealed that Perlolyrine has taste modification effect. The results of this study, for the first time, suggest that Perlolyrine induces the activation of hTRPV1 and hTRPA1.

Zhongguo Yi Xue Ke Xue Yuan Xue Bao . 2000 Apr;22(2):154-8.

Studies on urinary metabolites of perlolyrine in rats[Pubmed: 12903518]

Objective: To study the metabolism of Perlolyrine in rats, which is an active ingredient from the traditional Chinese herb, Ligusticum Wallichii Franch. Methods: After administration of Perlolyrine and deuterated Perlolyrine, the rat urines were hydrolyzed with glucuronidase, basified with NaHCO3-Na2CO3, extracted with ethyl ether--iso-propyl alcohol. The organic phases (neutral and basic fractions) were concentrated for trimethylsilyl (TMS) derivatives. The aqueous phase were acidified with sulfuric acid, taken to dryness and extracted with methanol (water soluble acidic fractions) and concentrated for TMS derivatives. The TMS derivatives were determined by gas chromatograph mass spectrometry (GC-MS). Results: Perlolyrine and one metabolite were found from the neutral and basic fractions, and two different metabolites were found from the water soluble acidic fractions. Conclusions: It was proposed that the major metabolic pathways of Perlolyrine were that the hydroxylation of Perlolyrine and the oxidation of its hydroxylmethyl group.

In vivo:

Eur J Med Chem . 2018 Apr 25;150:30-38

Design and synthesis of furyl/thineyl pyrroloquinolones based on natural alkaloid perlolyrine, lead to the discovery of potent and selective PDE5 inhibitors[Pubmed: 29505934]

Based on Perlolyrine (1), a natural alkaloid with weak PDE5 potency from the traditional Chinese aphrodisiac plant Tribulus terrestris L., a series α-substituted tetrahydro-β-carboline (THβC) derivatives were synthesized via T+BF4--mediated oxidative C-H functionalization of N-aryl THβCs with diverse potassium trifluoroborates. Following Winterfeldt oxidation afforded the corresponding furyl/thienyl pyrroloquinolones, of which 5-ethylthiophene/ethylfuran derivatives 20a-b were identified as the most potent and selective PDE5 inhibitors. Among the enantiomers, (S)-20a and (S)-20b (IC50 = 0.52 and 0.39 nM) were found to be more effective than their (R)-antipode, display favorable pharmacokinetic profiles, exert in vitro vasorelaxant effects on the isolated thoracic aorta, and exhibit in vivo efficacy in the anesthetized rabbit erectile model.

Perlolyrine Description

Source:	The herbs of Ligusticum chuanxiong
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.

Recently, ChemFaces products have been cited in many studies from excellent and top scientific journals

More...

Cell. 2018 Jan 11;172(1-2):249-261.e12.
doi: 10.1016/j.cell.2017.12.019.
IF=36.216(2019)

PMID: 29328914

Cell Metab. 2020 Mar 3;31(3):534-548.e5.
doi: 10.1016/j.cmet.2020.01.002.
IF=22.415(2019)

PMID: 32004475

Mol Cell. 2017 Nov 16;68(4):673-685.e6.
doi: 10.1016/j.molcel.2017.10.022.
IF=14.548(2019)

PMID: 29149595

ACS Nano. 2018 Apr 24;12(4): 3385-3396.
doi: 10.1021/acsnano.7b08969.
IF=13.903(2019)

PMID: 29553709

Nature Plants. 2016 Dec 22;3: 16206.
doi: 10.1038/nplants.2016.205.
IF=13.297(2019)

PMID: 28005066

Sci Adv. 2018 Oct 24;4(10): eaat6994.
doi: 10.1126/sciadv.aat6994.
IF=12.804(2019)

PMID: 30417089

Animal Research:

Acta Pharmacol Sin . 2000 Jul;21(7):660-2.

Pharmacokinetics of perlolyrine in rats by stable isotope dilution in conjunction with GC-MS[Pubmed: 11360678]

Aim: To determine the pharmacokinetics of Perlolyrine in rats. Methods: The plasma concentration and pharmacokinetic parameters of Perlolyrine were determined by gas chromatography-mass spectrometry (GC-MS) with selected ion (m/z 247 and m/z 248) and [2-(15) N] Perlolyrine (m/z 248) as internal standard. Results: The concentration-time profile of Perlolyrine after ig Perlolyrine 2 mg.kg-1 fitted a two-compartment open model in rats. The pharmacokinetic parameters were T1/2 alpha = 0.33 h, T1/2 beta = 4.52 h, T1/2 (ka) = 0.14 h, Tmax = 0.35 h, Cmax = 18.84 micrograms/L, K12 = 0.88 h-1, K21 = 0.42 h-1, K10 = 0.32 h-1, V/F = 109.22 L.kg-1, AUC = 112.68 micrograms.h.L-1. Conclusion: The method was constant, sensitive, and accurate. It provides a useful method for the determination of pharmacokinetics of Perlolyrine which are important for clinical use of Perlolyrine.

Structure Identification:

Planta Med . 1988 Oct;54(5):472-3.

Perlolyrine: a beta-carboline alkaloid from Codonopsis pilosula[Pubmed: 17265328]

CAS No.	29700-20-7	Price	$413 / 5mg
Catalog No.	CFN95291	Purity	>=98%
Molecular Weight	264.3	Type of Compound	Alkaloids
Formula	C₁₆H₁₂N₂O₂	Physical Description	Powder
Download	COA MSDS	Similar structural	Comparison (Web) (SDF)

Product Name	Perlolyrine
CAS No.:	29700-20-7
Catalog No.:	CFN95291
Molecular Formula:	C₁₆H₁₂N₂O₂
Molecular Weight:	264.3 g/mol
Purity:	>=98%
Type of Compound:	Alkaloids
Physical Desc.:	Powder
Source:	The herbs of Ligusticum chuanxiong
Solvent:	Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Price:	$413 / 5mg

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	3.7836 mL	18.9179 mL	37.8358 mL	75.6716 mL	94.5895 mL
5 mM	0.7567 mL	3.7836 mL	7.5672 mL	15.1343 mL	18.9179 mL
10 mM	0.3784 mL	1.8918 mL	3.7836 mL	7.5672 mL	9.4589 mL
50 mM	0.0757 mL	0.3784 mL	0.7567 mL	1.5134 mL	1.8918 mL
100 mM	0.0378 mL	0.1892 mL	0.3784 mL	0.7567 mL	0.9459 mL

CFN95291	Perlolyrine	29700-20-7	264.3	C₁₆H₁₂N₂O₂
CFN95023	1-Methoxycarbonyl-beta-carboline-N-oxide	74690-74-7	242.2	C₁₃H₁₀N₂O₃
CFN92123	1-Ethoxycarbonyl-beta-carboline	72755-19-2	240.3	C₁₄H₁₂N₂O₂
CFN92929	4-Hydroxy-1-methoxycarbonyl-beta-carboline	74690-72-5	242.23	C₁₃H₁₀N₂O₃
CFN97037	4-Methoxy-1-methoxycarbonyl-beta-carboline	60807-25-2	256.3	C₁₄H₁₂N₂O₃
CFN98313	Crenatine	26585-14-8	226.3	C₁₄H₁₄N₂O
CFN99019	Picrasidine I	100234-59-1	240.3	C₁₄H₁₂N₂O₂
CFN99020	Picrasidine J	100234-62-6	242.3	C₁₄H₁₄N₂O₂
CFN97116	Dehydrocrenatidine	65236-62-6	254.3	C₁₅H₁₄N₂O₂
CFN92122	1-Acetyl-beta-carboline	50892-83-6	210.2	C₁₃H₁₀N₂O