Physalin H | CAS:70241-09-7 | Manufacturer ChemFaces

Physalin H

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Description:

Physalin H is an Hh signaling inhibitor blocks GLI1-DNA-complex formation, it also strong quinone reductase induction activity with IR (Induction ratio, QR induction activity) value of 3.74±0.02. Physalin H shows immunosuppressive effects on T cells both in vitro and in vivo, and the immunosuppressive activity might be attributed to the suppression of T cell activation and proliferation, the modulation of Th1/Th2 cytokine balance and the induction of HO-1 in T cells. Physalin H shows significant in vitro leishmanicidal activities (0.92-19.4 microg/ml) against promastigotes of Leishmania major.Physalin H shows cytotoxic activity against a panel of human and murine cancer cell lines.

Targets:

HO-1 | gp120/CD4 | Antifection

In vitro:

Steroids. 2014 Oct;88:60-5.

Unprecedent aminophysalin from Physalis angulata.[Pubmed: 24973634 ]

METHODS AND RESULTS:
The 95% ethanol extract of the whole plant of Physalis angulata Linn. afforded one new skeletal physalin named aminophysalin A (1) and one new naturally occurring 5β-hydroxy-6a-chloro-5,6-dihydrophysalin B (2), together with five known physalins (3-7). Their structures were elucidated through MS, IR, NMR spectroscopy analyses and X-ray crystallography. Aminophysalin A (1) had an absolutely unusual structural feature in the chemistry of physalins with a nitrogen atom. Compounds 1-7 were evaluated for quinone reductase activities in hepa 1c1c7 cells.
CONCLUSIONS:
Physalin H (6) showed strong quinone reductase induction activity with IR (Induction ratio, QR induction activity) value of 3.74±0.02, using 4-bromoflavone as a positive control substance (2.17±0.01, 10 μg/mL), while compounds 1, 2, 3, 5 showed weak quinone reductase induction activity.

Beilstein J Org Chem. 2014 Jan 13;10:134-40.

Physalin H from Solanum nigrum as an Hh signaling inhibitor blocks GLI1-DNA-complex formation.[Pubmed: 24454566 ]

Hedgehog (Hh) signaling plays an important role in embryonic development, cell maintenance and cell proliferation. Moreover, Hh signaling contributes to the growth of cancer cells. Physalins are highly oxidized natural products with a complex structure.
METHODS AND RESULTS:
Physalins (1-7) were isolated from Solanum nigrum (Solanaceae) collected in Bangladesh by using our cell-based assay. The isolated physalins included the previously reported Hh inhibitors 5 and 6. Compounds 1 and 4 showed strong inhibition of GLI1 transcriptional activity, and exhibited cytotoxicity against cancer cell lines with an aberrant activation of Hh signaling. Compound 1 inhibited the production of the Hh-related proteins patched (PTCH) and BCL2.
CONCLUSIONS:
Analysis of the structures of different physalins showed that the left part of the physalins was important for Hh inhibitory activity. Interestingly, Physalin H (1) disrupted GLI1 binding to its DNA binding domain, while the weak inhibitor physalin G (2) did not show inhibition of GLI1-DNA complex formation.

Chem Biodivers. 2005 Sep;2(9):1164-73.

Antileishmanial physalins from Physalis minima.[Pubmed: 17193198 ]

METHODS AND RESULTS:
Three new physalins (1-3) and a new withanolide 7 have been isolated from the whole plant of Physalis minima, along with three known physalins: Physalin H (4), isophysalin B (5), and 5beta,6beta-epoxyphysalin B (6). Their structures were deduced on the basis of in-depth spectroscopic analyses.
CONCLUSIONS:
Compounds 1-6 showed significant in vitro leishmanicidal activities (0.92-19.4 microg/ml) against promastigotes of Leishmania major.

In vivo:

Int Immunopharmacol. 2010 Mar;10(3):290-7.

Investigation of the immunosuppressive activity of Physalin H on T lymphocytes.[Pubmed: 19951747]

Physalis angulata is an annual herb widely used in folk medicine. It is mainly used for treating rheumatoid arthritis (RA). Following bioactivity-guided isolation, a representative immunosuppressive compound, Physalin H was been identified from this herb medicine. The purpose of this work was to assess the immunosuppressive activity of Physalin H on T cells and to explore its potential mode of action.
METHODS AND RESULTS:
The results showed that Physalin H in a dose-dependent manner significantly inhibited the proliferation of T cells induced by concanavalin A (ConA) and by the mixed lymphocyte culture reaction (MLR). This inhibitive activity was mainly due to interfering DNA replication in G1 stages. In vivo experiments showed that, administration of Physalin H dose-dependently suppressed CD4(+) T cell mediated delayed-type hypersensitivity (DTH) reactions, and suppressed antigen-specific T-cell response in ovalbumin (OVA) immunized mice. Further study indicated that Physalin H could modulate Th1/Th2 cytokine balance and induce the production of immune regulation target Heme oxygenase (HO)-1 in T-cells in vitro.
CONCLUSIONS:
In this study, we demonstrated the immunosuppressive effect of Physalin H on T cells both in vitro and in vivo, and the immunosuppressive activity might be attributed to the suppression of T cell activation and proliferation, the modulation of Th1/Th2 cytokine balance and the induction of HO-1 in T cells.

Physalin H Description

Source:	The herbs of Physalis alkekengi.
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.

Cell Research:

Phytother Res. 2003 May;17(5):520-3.

Cytotoxic constituents of Brachistus stramoniifolius.[Pubmed: 12748990 ]

Phytochemical investigation of Brachistus stramoniifolius (Kunth) Miers (formerly Witheringia stramoniifolia Kunth) (Solanaceae) was initiated following primary biological screening and in view of the absence of prior phytochemical studies conducted on this species.
METHODS AND RESULTS:
Fractionation of an ethyl acetate extract from the roots of the plant, guided by in vitro cytotoxic activity using cultured KB (human nasopharyngeal carcinoma) cells, led to the isolation of three known compounds of the 13,14-seco-16,24-cyclosteroid type, physalin B (1), physalin F (2) andPhysalin H (3). Their structures were characterized by comparison of their physical and spectral data to published values, with 1D- and 2D-NMR experiments being performed to assure unambiguous resonance assignments.
CONCLUSIONS:
Biological evaluation of these three compounds against a panel of human and murine cancer cell lines demonstrated their broad cytotoxic activity.

CAS No.	70241-09-7	Price
Catalog No.	CFN92937	Purity	>=98%
Molecular Weight	562.99	Type of Compound	Steroids
Formula	C₂₈H₃₁ClO₁₀	Physical Description	Powder
Download	COA MSDS	Similar structural	Comparison (Web) (SDF)

Product Name	Physalin H
CAS No.:	70241-09-7
Catalog No.:	CFN92937
Molecular Formula:	C₂₈H₃₁ClO₁₀
Molecular Weight:	562.99 g/mol
Purity:	>=98%
Type of Compound:	Steroids
Physical Desc.:	Powder
Targets:	HO-1 \| gp120/CD4 \| Antifection
Source:	The herbs of Physalis alkekengi.
Solvent:	Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Price:
Download:	COA MSDS
Similar structural:	Comparison (Web) (SDF)

Size /Price /Stock	10 mM * 100 uL in DMSO / Inquiry / In-stock 10 mM * 1 mL in DMSO / Inquiry / In-stock
Related Libraries	Steroids Compound Library HO-1 Inhibitor Library gp120/CD4 Inhibitor Library Antifection Inhibitor Library

	1 mg	5 mg	10 mg	20 mg	25 mg
1 mM	1.7762 mL	8.8812 mL	17.7623 mL	35.5246 mL	44.4058 mL
5 mM	0.3552 mL	1.7762 mL	3.5525 mL	7.1049 mL	8.8812 mL
10 mM	0.1776 mL	0.8881 mL	1.7762 mL	3.5525 mL	4.4406 mL
50 mM	0.0355 mL	0.1776 mL	0.3552 mL	0.7105 mL	0.8881 mL
100 mM	0.0178 mL	0.0888 mL	0.1776 mL	0.3552 mL	0.4441 mL

CFN95317	4,7-Didehydroneophysalin B	134461-76-0	508.5	C₂₈H₂₈O₉
CFN95329	Physalin X	72497-31-5	526.5	C₂₈H₃₀O₁₀
CFN90596	Taccalonolide A	108885-68-3	702.74	C₃₆H₄₆O₁₄
CFN90935	Taccalonolide AJ	1349904-82-0	676.7	C₃₄H₄₄O₁₄
CFN90166	Physalin L	113146-74-0	528.55	C₂₈H₃₂O₁₀
CFN92940	Physalin A	23027-91-0	526.5	C₂₈H₃₀O₁₀
CFN95097	Physalin O	120849-18-5	528.55	C₂₈H₃₂O₁₀
CFN92936	Isophysalin A	1363398-67-7	526.5	C₂₈H₃₀O₁₀
CFN92938	Physalin C	27503-33-9	510.53	C₂₈H₃₀O₉
CFN92941	Physalin B	23133-56-4	510.53	C₂₈H₃₀O₉