(-)-Parthenolide - CAS 20554-84-1
Catalog number: 20554-84-1
Category: Inhibitor
Not Intended for Therapeutic Use. For research use only.
Molecular Formula:
C15H20O3
Molecular Weight:
248.32
COA:
Inquire
Targets:
HDAC
Description:
(-)-Parthenolide is a sesquiterpene lactone which occurs naturally in the plant feverfew(Tanacetum parthenium) and also promotes the ubiquitination of MDM2 and activates p53 cellular functions.
Publictions citing BOC Sciences Products
  • >> More
Purity:
>98%
MSDS:
Inquire
1.Anticancer activity and radiosensitization effect of methyleneisoxazolidin-5-ones in hepatocellular carcinoma HepG2 cells.
Gach K1, Grądzka I2, Wasyk I2, Męczyńska-Wielgosz S2, Iwaneńko T2, Szymański J3, Koszuk J4, Janecki T4, Kruszewski M5, Janecka A6. Chem Biol Interact. 2016 Mar 25;248:68-73. doi: 10.1016/j.cbi.2016.01.011. Epub 2016 Feb 9.
Parthenolide (PTL), a well-known sesquiterpene lactone of natural origin with α,β-unsaturated carbonyl structure, has proven to show promising anti-cancer properties. In this report, anti-proliferative potential of two synthetic methyleneisoxazolidin-5-ones, MZ-6 and MZ-14, with the same structural motif, has been investigated in human hepatoma HepG2 cells. The effects on apoptosis induction and DNA damage were evaluated. All compounds decreased the number of live cells and increased the number of late apoptotic cells. However, only MZ-14 was able to induce DNA damage. Both synthetic compounds increased intracellular reactive oxygen species (ROS) generation and mitochondrial membrane potential changes at the same level as PTL. Additionally, cell survival was analyzed after a combined treatment, in which HepG2 cells were preincubated for 24 h with MZ-6, MZ-14 or PTL and irradiated with different doses of X-rays. The inhibition of cell survival was assessed by the clonogenic assay.
2.The clerodane diterpene casearin J induces apoptosis of T-ALL cells through SERCA inhibition, oxidative stress, and interference with Notch1 signaling.
De Ford C1,2,3, Heidersdorf B3, Haun F2,4, Murillo R5, Friedrich T2,6, Borner C2,4,7, Merfort I1,2,3. Cell Death Dis. 2016 Jan 28;7:e2070. doi: 10.1038/cddis.2015.413.
T-cell acute lymphoblastic leukemia (T-ALL) is an aggressive hematologic malignancy that preferentially affects children and adolescents. Over 50% of human T-ALLs possess activating mutations of Notch1. The clerodane diterpene casearin J (CJ) is a natural product that inhibits the sarcoendoplasmatic reticulum calcium ATPase (SERCA) pump and induces cell death in leukemia cells, but the molecular mechanism of cytotoxicity remains poorly understood. Here we show that owing to SERCA pump inhibition, CJ induces depletion of the endoplasmic reticulum calcium pools, oxidative stress, and apoptosis via the intrinsic signaling pathway. Moreover, Notch1 signaling is reduced in T-ALL cells with auto-activating mutations in the HD-domain of Notch1, but not in cells that do not depend on Notch1 signaling. CJ also provoked a slight activation of NF-κB, and consistent with this notion a combined treatment of CJ and the NF-κB inhibitor parthenolide (Pt) led to a remarkable synergistic cell death in T-ALL cells.
3.Crystal structure of (E)-13-(pyrimidin-5-yl)parthenolide.
Bommagani S1, Penthala NR1, Parkin S2, Crooks PA1. Acta Crystallogr E Crystallogr Commun. 2015 Nov 28;71(Pt 12):1536-8. doi: 10.1107/S2056989015021507. eCollection 2015.
The title compound, C19H22N2O3, {systematic name (1aR,4E,7aS,8E,10aS,10bR)-1a,5-dimethyl-8-[(pyrimidin-5-yl)-methylid-ene]-2,3,6,7,7a,8,10a,10b-octa-hydro-oxireno[2',3':9,10]cyclo-deca-[1,2-b]furan-9(1aH)-one} was obtained from the reaction of parthenolide [systematic name (1aR,7aS,10aS,10bR,E)-1a,5-dimethyl-8-methyl-ene-2,3,6,7,7a,8,10a,10b-octa-hydro-oxireno[2',3':9,10]cyclodeca-[1,2-b]furan-9(1aH)-one] with 5-bromo-pyrimidine under Heck reaction conditions, and was identified as an E isomer. The mol-ecule possesses ten-, five- (lactone) and three-membered (epoxide) rings with a pyrimidine group as a substituent. The ten-membered ring displays an approximate chair-chair conformation, while the lactone ring shows a flattened envelope-type conformation. The dihedral angle between the pyrimidine moiety and the lactone ring system is 29.43 (7)°.
4.Relative In Vitro Potentials of Parthenolide to Induce Apoptosis and Cell Cycle Arrest in Skin Cancer Cells.
George VC, Kumar DR, Kumar RA1. Curr Drug Discov Technol. 2016;13(1):34-40.
BACKGROUND: Parthenolide (PN) has been reported to inhibit proliferation and induces apoptosis in a variety of cancer cells with different mechanisms. Nevertheless, to the best of our knowledge, its relative anticancer activity at lower doses has not been reported in HaCaT immortalized keratinocytes and A375 melanoma cells.
Molecular Weight Calculator Molarity Calculator Solution Dilution Calculator

Related HDAC Products


CAS 1339928-25-4 CUDC-907

CUDC-907
(CAS: 1339928-25-4)

CUDC-907 is an orally bioavailable inhibitor of both phosphoinositide 3-kinase (PI3K) class I and pan histone deacetylase (HDAC) enzymes, with potential antineo...

CAS 1012054-59-9 CUDC-101

CUDC-101
(CAS: 1012054-59-9)

CUDC-101 is a multi-targeted, small-molecule inhibitor of histone deacetylase (HDAC), epidermal growth factor receptor tyrosine kinase (EGFR/ErbB1), and human e...

CAS 99-66-1 Valproic acid

Valproic acid
(CAS: 99-66-1)

Valproic acid is an inhibitor of histone deacetylase (HDAC) inhibitor, which has an anticancer effect. It is a branched short-chain fatty acid. It is previously...

CAS 1357389-11-7 RGFP966

RGFP966
(CAS: 1357389-11-7)

RGFP966 is a selective HDAC3 inhibitor. Systemic treatment with RGFP966 facilitates extinction in mice in a manner resistant to reinstatement. A single treatmen...

NCC-149
(CAS: 1316652-41-1)

NCC149 is a potent and selective histone deacetylase 8 (HDAC8) inhibitor.

CAS 537034-17-6 BML-210

BML-210
(CAS: 537034-17-6)

BML-210 is a Histone deacetylase (HDAC) inhibitor (IC50 = 87 μM), inducingchanges in gene expression profile.

CAS 950762-95-5 PCI-34051

PCI-34051
(CAS: 950762-95-5)

PCI-34051 is a potent, histone deacetylase 8 (HDAC8)-specific inhibitor with >200-fold selectivity over the other HDAC isoforms. PCI-34051 induces caspase-depen...

CAS 732302-99-7 Givinostat hydrochloride monohydrate

Givinostat hydrochloride monohydrate
(CAS: 732302-99-7)

Givinostat, also known as ITF2357, is an orally active HDAC inhibitor (IC50= 198 and 157 nM for HDAC1 and HDAC3, respectively), with potential anti-inflammatory...

CAS 112522-64-2 Tacedinaline

Tacedinaline
(CAS: 112522-64-2)

Tacedinaline, also known as CI-944, is an orally bioavailable substituted benzamide derivative with potential antineoplastic activity. Tacedinaline inhibits his...

ACY-738
(CAS: 1375465-91-0)

ACY-738 is a potent and selective HDAC6 inhibitor with improved brain bioavailability. ACY-738 inhibits HDAC6 with low nanomolar potency and a selectivity of 60...

GSK3117391
(CAS: 1018673-42-1)

GSK3117391, a HDAC inhibitor, was developed by GSK considering its potential effect in the treatment of arthritis and rheumatoid. It was already being terminate...

CAS 254964-60-8 Tasquinimod

Tasquinimod
(CAS: 254964-60-8)

Tasquinimod is a quinoline-3-carboxamide linomide analogue with antiangiogenic and potential antineoplastic activities. Tasquinimod has been shown to decrease b...

UF010
(CAS: 537672-41-6)

UF-010 is a Class I HDAC inhibitor, inhibiting proliferation of a range of cancer cell lines.

CAS 726169-73-9 Mocetinostat

Mocetinostat
(CAS: 726169-73-9)

Mocetinostat is a rationally designed, orally available, Class 1-selective, small molecule, 2-aminobenzamide HDAC inhibitor with potential antineoplastic activi...

CAS 128517-07-7 Romidepsin

Romidepsin
(CAS: 128517-07-7)

Romidepsin strongly inhibits HDAC1 and HDAC2 with IC50 of 1.6 nM and 3.9 nM, respectively, but is relatively weak in inhibiting HDAC4 and HDAC6 with IC50 25 nM ...

Givinostat hydrochloride
(CAS: 199657-29-9)

Givinostat hydrochloride is the hydrochloride salt form of Givinostat. Givinostat, also called as GVS or ITF2357, a potent HDAC inhibitor for Maize HD2 (IC50= 1...

CAS 1316214-52-4 Rocilinostat

Rocilinostat
(CAS: 1316214-52-4)

Rocilinostat, previously known as ACY-1215, is an orally bioavailable, specific inhibitor of histone deacetylase 6 (HDAC6) with potential antineoplastic activi...

CAS 1688677-89-5 LW479

LW479
(CAS: 1688677-89-5)

LW479 is a HDAC inhibitor with marked cytotoxicity leading to apoptosis and cell cycle arrest in a panel of breast cancer cell lines. LW479 silences EGFR expres...

CAS 537034-15-4 NKL-22

NKL-22
(CAS: 537034-15-4)

NKL-22 is a HDAC inhibitor with IC 50 value of 78 uM. It is a cell-permeable pimeloylanilide compound which acts as a FXN-(frataxin gene) specific HDAC inhibito...

CAS 1403783-31-2 Nexturastat A

Nexturastat A
(CAS: 1403783-31-2)

Nexturastat A is an aryl urea derivative that acts as a potent and highly selective inhibitor of histone deacetylase 6 (HDAC6) (IC50= 5.02 +/- 0.60 nM). Nextura...

Chemical Structure

CAS 20554-84-1 (-)-Parthenolide

Quick Inquiry

Verification code

Featured Items