Science | Nature | Cell | View More
Natural Products
Pramanicin
Pramanicin
ChemFaces products have been cited in many studies from excellent and top scientific journals
Product Name Pramanicin
Price:
CAS No.: 154445-05-3
Catalog No.: CFN00133
Molecular Formula: C19H31NO6
Molecular Weight: 369.46 g/mol
Purity: >=98%
Type of Compound: Alkaloids
Physical Desc.: Cryst.
Source: From a fermentation of a sterile fungus found growing in grass.
Solvent: DMSO, Pyridine, Methanol, Ethanol, etc.
Download: COA    MSDS
Similar structural: Comparison (Web)  (SDF)
Guestbook:
Contact Us
Order & Inquiry & Tech Support

Tel: (0086)-27-84237683
Tech: service@chemfaces.com
Order: manager@chemfaces.com
Address: 176, CheCheng Eest Rd., WETDZ, Wuhan, Hubei 430056, PRC
How to Order
Orders via your E-mail:

1. Product number / Name / CAS No.
2. Delivery address
3. Ordering/billing address
4. Contact information
Order: manager@chemfaces.com
Delivery time
Delivery & Payment method

1. Usually delivery time: Next day delivery by 9:00 a.m. Order now

2. We accept: Wire transfer & Credit card & Paypal
Citing Use of our Products
* Packaging according to customer requirements(5mg, 10mg, 20mg and more). We shipped via FedEx, DHL, UPS, EMS and others courier.
According to end customer requirements, ChemFaces provide solvent format. This solvent format of product intended use: Signaling Inhibitors, Biological activities or Pharmacological activities.
Size /Price /Stock 10 mM * 1 mL in DMSO / Inquiry
Other Packaging *Packaging according to customer requirements(100uL/well, 200uL/well and more), and Container use Storage Tube With Screw Cap
Our products had been exported to the following research institutions and universities, And still growing.
  • Regional Crop Research Institute (Korea)
  • Universite de Lille1 (France)
  • Medical University of Gdansk (Poland)
  • Monash University Sunway Campus (Malaysia)
  • Institute of Bioorganic Chemist... (Poland)
  • Rio de Janeiro State University (Brazil)
  • Universit?t Basel (Switzerland)
  • Instituto Politécnico de Bragan?a (Portugal)
  • University of Beira Interior (Portugal)
  • Universiti Kebangsaan Malaysia (Malaysia)
  • Universidad Industrial de Santa... (Colombia)
  • More...
Package
Featured Products
Diosbulbin B

Catalog No: CFN98014
CAS No: 20086-06-0
Price: $80/20mg
D-(-)-Salicin

Catalog No: CFN99541
CAS No: 138-52-3
Price: $30/20mg
Lithospermic acid

Catalog No: CFN98546
CAS No: 28831-65-4
Price: $138/20mg
Ptaquiloside

Catalog No: CFN80061
CAS No: 87625-62-5
Price: $ / mg
1,1,1-Kestopentaose

Catalog No: CFN93044
CAS No: 59432-60-9
Price: $100/20mg
Pinoresinol diglucoside

Catalog No: CFN99994
CAS No: 63902-38-5
Price: $100/20mg
Terpineol

Catalog No: CFN92688
CAS No: 98-55-5
Price: $30/20mg
Saikosaponin A

Catalog No: CFN99987
CAS No: 20736-09-8
Price: $80/20mg
Stigmasterol

Catalog No: CFN97326
CAS No: 83-48-7
Price: $30/20mg
L-Aspartic acid

Catalog No: CFN70148
CAS No: 56-84-8
Price: $30/20mg
Related Screening Libraries
Size /Price /Stock 10 mM * 100 uL in DMSO / Inquiry / In-stock
10 mM * 1 mL in DMSO / Inquiry / In-stock
Related Libraries
Biological Activity
Description: Pramanicin, an antimicrobial agent, has vasorelaxant effect, it induces a slow endothelium-dependent relaxation, which could be reversed with the NO synthase inhibitor, L-NOARG, it has potent, selective, and irreversible inhibitory effect on the endothelial.Pramanicin as a potential apoptosis-inducing small molecule, which acts through a well-defined JNK- and p38-dependent apoptosis signalling pathway in Jurkat T leukemia cells.
Targets: Calcium Channel | NO | NOS | Caspase | JNK | ERK | p38MAPK | Antifection
In vitro:
J Org Chem. 2015 Mar 6;80(5):2661-75.
Synthesis of mimics of pramanicin from pyroglutamic acid and their antibacterial activity.[Pubmed: 25647715]
Epoxypyrrolidinones are available by epoxidation of carboxamide-activated bicyclic lactam substrates derived from pyroglutamate using aqueous hydrogen peroxide and tertiary amine catalysis.
METHODS AND RESULTS:
In the case of an activating Weinreb carboxamide, further chemoselective elaboration leads to the efficient formation of libraries of epoxyketones. Deprotection may be achieved under acidic conditions to give epoxypyroglutaminols, although the ease of this process can be ameliorated by the presence of internal hydrogen bonding. Bioassay against S. aureus and E. coli indicated that some compounds exhibit antibacterial activity.
CONCLUSIONS:
These libraries may be considered to be structural mimics of the natural products Pramanicin and epolactaene. More generally, this outcome suggests that interrogation of bioactive natural products is likely to permit the identification of "privileged" structural scaffolds, providing frameworks suitable for optimization in a short series of chemical steps that may accelerate the discovery of new antibiotic chemotypes. Further optimization of such systems may permit the rapid identification of novel systems suitable for antibacterial drug development.
Vascul Pharmacol. 2003 Jan;40(1):35-42.
Pramanicin, an antifungal agent, raises cytosolic Ca2+ and causes cell death in vascular endothelial cells.[Pubmed: 12646408]
The effects of a newly discovered antifungal agent, Pramanicin, on cytosolic Ca(2+) and cell viability of cultured bovine pulmonary artery endothelial cells and on endothelium-dependent relaxation of dog carotid arterial rings were investigated by digital dynamic fluorescence ratio imaging and morphological and contractility studies, respectively.
METHODS AND RESULTS:
Pramanicin 100 microM, previously shown to cause maximal endothelium-dependent and NO-mediated vascular relaxation, induced a small transient elevation of cytosolic Ca(2+) concentration in Ca(2+)-free medium; subsequent introduction of 1 mM Ca(2+) caused a steady, nonsaturating increase of Ca(2+), which could be brought down to the basal level by the addition of EGTA. At the single cell level, the elevation of cytosolic Ca(2+) initiates from the cell periphery and progresses toward the central region. When added to the plateau phase of phenylephrine-induced contraction, Pramanicin induced a slow endothelium-dependent relaxation, which could be reversed with the NO synthase inhibitor, L-NOARG. When preincubated with vascular tissue, Pramanicin resulted in an irreversible loss of endothelial function characterized by the lack of carbachol-induced relaxation. Pramanicin caused cell injury characterized by plasmalemmal bleb formation, leading to cell death characterized by Trypan blue staining of the nuclei in cultured vascular endothelial cells in a concentration- and time-dependent manner. Such Pramanicin-induced cell death was not associated with Ca(2+)-mediated or NO-mediated mechanisms. The time course of Ca(2+) elevation corresponds with that of Pramanicin-induced relaxation of precontracted arterial rings, whereas the time course of endothelial cell death corresponds to that of Pramanicin-induced loss of endothelial function as assessed by carbachol-induced relaxation.
CONCLUSIONS:
The Pramanicin analogue, PMC-A, a by-product of the biosynthesis of Pramanicin, in which the epoxy group is replaced by a CC bond, caused little endothelial-dependent relaxation, but it was able to cause endothelial cell dysfunction, albeit to a lesser extent compared to Pramanicin, suggesting a role of the epoxy group in Pramanicin for its vasorelaxant effect.
J Pharmacol Sci. 2003 Jul;92(3):203-8.
The epoxy group of pramanicin is required for the optimal endothelium-dependent relaxation of rat aorta.[Pubmed: 12890885]
The vascular effects of a newly discovered anti-fungal agent, Pramanicin (PMC), and its two analogues, PMC-A, in which the epoxy group is replaced by a - HC = CH - bond, and PMC-B, on which the diene is converted to the saturated (CH(2))(4)-derivative, respectively, were investigated in rat aorta.
METHODS AND RESULTS:
All three compounds caused an initial endothelial-dependent relaxation, which is prevented either by removal of endothelium or inclusion of the nitric oxide synthase inhibitor L-NAME. Upon prolonged incubation with the aortic rings, they also caused endothelial cell dysfunction characterized as reduced relaxation to carbachol (CCh). These effects were the strongest for PMC, being completely inhibitory at 20 microM after 30 min incubation, whereas those of PMC-A and PMC-B were smaller and comparable with each other, causing 30 - 40% inhibition at 20 micro M. PMC and its analogues had no effect on KCl-induced contraction and also had no effect on relaxation induced by sodium nitroprusside, suggesting that these compounds had no effect on the basic mechanisms of the contractile elements. Phenylephrine (PE)-induced contraction, however, was significantly reduced in the presence of these compounds, the inhibitory effect being strongest with PMC, but this inhibitory action was rapidly reversible and not of the competitive mode with respect to PE.
CONCLUSIONS:
We conclude that the epoxy group in PMC is required for the optimal vascular effects. We have discussed and speculated upon the possible mechanisms of action of PMC. The potent, selective, and irreversible inhibitory effect of PMC on the endothelial function points to its potential development into an anti-angiogenic drug.
Pramanicin Description
Source: From a fermentation of a sterile fungus found growing in grass.
Solvent: DMSO, Pyridine, Methanol, Ethanol, 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.
ChemFaces New Products and Compounds
Yuankanin

Catalog No: CFN95128
CAS No: 77099-20-8
Price: $318/5mg
4-Methoxybenzoylacetic acid

Catalog No: CFN95446
CAS No: 13422-77-0
Price: $318/5mg
Mirificin-4'-O-glucoside

Catalog No: CFN95091
CAS No: 168035-01-6
Price: $288/5mg
Formononetin-8-C-beta-D-apiofurano...

Catalog No: CFN95157
CAS No: 1147858-78-3
Price: $318/10mg
Grosvenorin 2''-glucoside

Catalog No: CFN95282
CAS No: N/A
Price: $318/5mg
N-trans-caffeoyltyramine

Catalog No: CFN95265
CAS No: 103188-48-3
Price: $318/5mg
2-Phenylethyl-beta-glucopyranoside

Catalog No: CFN95429
CAS No: 18997-54-1
Price: $318/10mg
3-Methoxyshancigusin I

Catalog No: CFN95062
CAS No: N/A
Price: $413/5mg
Recently, ChemFaces products have been cited in many studies from excellent and top scientific journals

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
Calculate Dilution Ratios(Only for Reference)
1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.7067 mL 13.5333 mL 27.0665 mL 54.1331 mL 67.6663 mL
5 mM 0.5413 mL 2.7067 mL 5.4133 mL 10.8266 mL 13.5333 mL
10 mM 0.2707 mL 1.3533 mL 2.7067 mL 5.4133 mL 6.7666 mL
50 mM 0.0541 mL 0.2707 mL 0.5413 mL 1.0827 mL 1.3533 mL
100 mM 0.0271 mL 0.1353 mL 0.2707 mL 0.5413 mL 0.6767 mL
* Note: If you are in the process of experiment, it's need to make the dilution ratios of the samples. The dilution data of the sheet for your reference. Normally, it's can get a better solubility within lower of Concentrations.
Protocol
Kinase Assay:
Apoptosis. 2005 May;10(3):597-609.
Pramanicin induces apoptosis in Jurkat leukemia cells: a role for JNK, p38 and caspase activation.[Pubmed: 15909121]
Pramanicin is a novel anti-fungal drug with a wide range of potential application against human diseases. It has been previously shown that Pramanicin induces cell death and increases calcium levels in vascular endothelial cells.
METHODS AND RESULTS:
In the present study, we showed that Pramanicin induced apoptosis in Jurkat T leukemia cells in a dose- and time-dependent manner. Our data reveal that Pramanicin induced the release of cytochrome c and caspase-9 and caspase-3 activation, as evidenced by detection of active caspase fragments and fluorometric caspase assays. Pramanicin also activated c-jun N-terminal kinase (JNK), p38 and extracellular signal-regulated kinases (ERK 1/2) with different time and dose kinetics. Treatment of cells with specific MAP kinase and caspase inhibitors further confirmed the mechanistic involvement of these signalling cascades in Pramanicin-induced apoptosis. JNK and p38 pathways acted as pro-apoptotic signalling pathways in Pramanicin-induced apoptosis, in which they regulated release of cytochrome c and caspase activation. In contrast the ERK 1/2 pathway exerted a protective effect through inhibition of cytochrome c leakage from mitochondria and caspase activation, which were only observed when lower concentrations of Pramanicin were used as apoptosis-inducing agent and which were masked by the intense apoptosis induction by higher concentrations of Pramanicin.
CONCLUSIONS:
These results suggest Pramanicin as a potential apoptosis-inducing small molecule, which acts through a well-defined JNK- and p38-dependent apoptosis signalling pathway in Jurkat T leukemia cells.
Cell Research:
Jpn J Pharmacol. 2001 Mar;85(3):234-40.
Vasorelaxant effects of pramanicin, an anti-fungal agent: selective action on endothelial cells.[Pubmed: 11325015]
A newly discovered antifungal agent, Pramanicin, within the therapeutically effective concentration range (4-100 microM), inhibits the tone of phenylephrine (PE)-precontracted dog carotid arterial rings in a concentration-dependent manner and leads to gradual development of relaxation. However, Pramanicin had no effect on rings precontracted with 100 mM KCl or on endothelium-denuded rings. Thus, inhibition by Pramanicin of PE-induced contraction was endothelium-dependent.
METHODS AND RESULTS:
Preincubation of 100 microM Pramanicin with carotid arterial rings for 30 min did not significantly affect the concentration-contraction response to PE, but almost completely inhibited the endothelium-dependent relaxation response to subsequent addition of 3 microM carbachol or 100 microM Pramanicin. This irreversible inhibition of endothelium-dependent relaxation, which is independent of extracellular Ca2+, suggests possible endothelial cell damage by Pramanicin. Pretreatment of the endothelium-intact vascular rings with L-N(G)-nitro-arginine (100 microM) inhibited the relaxation of PE-precontracted rings induced by 3 microM carbachol or 100 microM Pramanicin, suggesting that the generation of nitric oxide (NO) in endothelial cells mediates the slow vascular relaxation induced by Pramanicin.
CONCLUSIONS:
We conclude that Pramanicin has little direct effect on the contractility of smooth muscle cells, but causes an initial slow endothelium-dependent, NO-mediated vascular relaxation. This is followed by a cytotoxic effect on vascular endothelial cells, eventually resulting in the loss of vasorelaxant function.
Structure Identification:
Tetrahedron, 1994,50(6):1675-86.
Pramanicin, a novel antimicrobial agent from a fungal fermentation[Reference: WebLink]

METHODS AND RESULTS:
The antimicrobial agent Pramanicin (1), and a related fatty acid (6), were isolated from a corn-based solid or a lactose-containing liquid fermentation of a sterile fungus found growing in grass. The structures of these compounds were determined by a variety of spectral means including UV, IR, and NMR spectroscopy, as well as mass spectrometry. A number of chemical derivatives are also presented here.
CONCLUSIONS:
Pramanicin represents a new class of antimicrobial agents containing a highly functionalized head group and functionalized fatty side chain
Diosbulbin B

Catalog No: CFN98014
CAS No: 20086-06-0
Price: $80/20mg
D-(-)-Salicin

Catalog No: CFN99541
CAS No: 138-52-3
Price: $30/20mg
Lithospermic acid

Catalog No: CFN98546
CAS No: 28831-65-4
Price: $138/20mg
Ptaquiloside

Catalog No: CFN80061
CAS No: 87625-62-5
Price: $ / mg
1,1,1-Kestopentaose

Catalog No: CFN93044
CAS No: 59432-60-9
Price: $100/20mg
Pinoresinol diglucoside

Catalog No: CFN99994
CAS No: 63902-38-5
Price: $100/20mg
Terpineol

Catalog No: CFN92688
CAS No: 98-55-5
Price: $30/20mg
Saikosaponin A

Catalog No: CFN99987
CAS No: 20736-09-8
Price: $80/20mg
Stigmasterol

Catalog No: CFN97326
CAS No: 83-48-7
Price: $30/20mg
L-Aspartic acid

Catalog No: CFN70148
CAS No: 56-84-8
Price: $30/20mg
Tags: buy Pramanicin | Pramanicin supplier | purchase Pramanicin | Pramanicin cost | Pramanicin manufacturer | order Pramanicin | Pramanicin distributor