GUT-70
GUT-70, a tricyclic coumarin, is a Hsp90 inhibitor. GUT-70 activates the caspase 2, 3, 8 and 9, and induces the apoptosis in leukemic cells. GUT-70 inhibits HIV-1 replication in chronically infected cells via suppression of the NF-κB pathway. GUT-70 can be used for the study of leukemic, mantle cell lymphoma (MCL) and HIV-1 infection.
For research use only. We do not sell to patients.
- CAS No.: 161633-75-6
- Formula: C23H26O5
- Molecular Weight:382.45
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Storage:
Please store the product under the recommended conditions in the Certificate of Analysis.
All Caspase Isoforms
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Biological Activity
Description
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HSP90 |
HIV-1 |
NF-κB |
Caspase-2 |
Caspase 3 |
Caspase-8 |
Caspase-9 |
Cellular Effect
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Cell Line
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Type | Value | Description | References |
|---|---|---|---|---|
| MOLT-4 | EC50 |
3.41 μM
Compound: GUT-70
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Antiviral activity against X4 tropic Human immunodeficiency virus 1 NL4-3 infected human Molt4 cells assessed as intracellular p24 expression after 4 to 7 days by flow cytometry
Antiviral activity against X4 tropic Human immunodeficiency virus 1 NL4-3 infected human Molt4 cells assessed as intracellular p24 expression after 4 to 7 days by flow cytometry
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[PMID: 23290051] |
| MOLT-4 | IC50 |
>10 μM
Compound: GUT-70
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Cytotoxicity against Homo sapiens (human) MOLT4 cells by MTT assay
Cytotoxicity against Homo sapiens (human) MOLT4 cells by MTT assay
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[PMID: 23290051] |
| Raji | IC50 |
268 molar ratio
Compound: 7
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Inhibition of TPA-induced EBV-early antigen activation in human Raji cells assessed as early antigen activation after 48 hrs relative to control
Inhibition of TPA-induced EBV-early antigen activation in human Raji cells assessed as early antigen activation after 48 hrs relative to control
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[PMID: 12662094] |
| TZM | IC50 |
>10 μM
Compound: GUT-70
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Cytotoxicity against Homo sapiens (human) TZM-bl cells by MTT assay
Cytotoxicity against Homo sapiens (human) TZM-bl cells by MTT assay
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[PMID: 23290051] |
| U1 | EC50 |
3.48 μM
Compound: GUT-70
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Antiviral activity against Human immunodeficiency virus 1 infected U1 cells assessed as intracellular p24 expression after 24 hr by flow cytometry in presence of PMA
Antiviral activity against Human immunodeficiency virus 1 infected U1 cells assessed as intracellular p24 expression after 24 hr by flow cytometry in presence of PMA
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[PMID: 23290051] |
| U1 | EC50 |
4.32 μM
Compound: GUT-70
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Antiviral activity against Human immunodeficiency virus 1 infected U1 cells assessed as intracellular p24 expression after 24 hr by flow cytometry in presence of TNF-alpha
Antiviral activity against Human immunodeficiency virus 1 infected U1 cells assessed as intracellular p24 expression after 24 hr by flow cytometry in presence of TNF-alpha
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[PMID: 23290051] |
| U1 | IC50 |
8.44 μM
Compound: GUT-70
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Cytotoxicity against Homo sapiens (human) U1 cells by MTT assay in presence of PMA
Cytotoxicity against Homo sapiens (human) U1 cells by MTT assay in presence of PMA
|
[PMID: 23290051] |
| U1 | IC50 |
8.44 μM
Compound: GUT-70
|
Cytotoxicity against Homo sapiens (human) U1 cells by MTT assay in presence of TNF-alpha
Cytotoxicity against Homo sapiens (human) U1 cells by MTT assay in presence of TNF-alpha
|
[PMID: 23290051] |
Chemical Information
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CAS No. 161633-75-6
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Molecular Weight 382.45
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Formula C23H26O5
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SMILES
O=C1C=C(CCC)C2=C3C(C=CC(C)(C)O3)=C(OC)C(C(/C(C)=C/C)=O)=C2O1
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
Protocols
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Research Protocol for Infectious Diseases
Infectious-disease experiments test how pathogens interact with host barriers, innate immune receptors, inflammatory signaling, pathogen replication, and tissue injury; pattern-recognition receptors such as TLRs, RIG-I-like receptors, NOD-like receptors, and inflammasomes detect microbial molecules and activate NF-κB, interferon, and cytokine responses. The central hypothesis is that infection severity reflects the balance between pathogen burden and host response: protective inflammation restricts pathogen growth, whereas excessive or mislocalized inflammation contributes to tissue damage and disease phenotype. Unresolved questions include which host pathways are protective versus pathogenic, why some infection models fail to translate to human disease, and which combined readouts best predict clinically relevant infection outcomes.
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Apoptosis
Apoptosis, also called programmed cell death, is generally characterized by distinct morphological characteristics.
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TUNEL staining for apoptotic DNA fragmentation
TUNEL staining detects DNA strand breaks by using terminal deoxynucleotidyl transferase to add labeled nucleotides to exposed 3′-OH DNA termini, generating either microscopic staining in fixed cells or tissue sections, or fluorescence/cytometric signal in cell suspensions. TUNEL positivity reflects DNA fragmentation but should not be interpreted alone as definitive apoptosis, because TUNEL can also label necrotic, autolytic, mechanically damaged, or DNA-repair-associated DNA breaks.
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Annexin V plus membrane-impermeant dye apoptosis staining
Annexin V-based apoptosis assays rely on the detection of phosphatidylserine (PS) externalization from the inner leaflet of the plasma membrane to the outer leaflet, an early biochemical hallmark of apoptosis. Fluorescently labeled Annexin V binds PS in a calcium-dependent manner, enabling identification of early apoptotic cells by flow cytometry or fluorescence microscopy. When combined with a membrane-impermeant DNA-binding dye (e. g. , propidium iodide), this approach allows discrimination between viable (Annexin V−/dye−), early apoptotic (Annexin V+/dye−), and late apoptotic or necrotic (Annexin V+/dye+) cell populations by assessing membrane integrity and PS exposure.
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Apoptosis Solutions
Apoptosis is a regulated, generally non-lytic cell-death pathway that removes unwanted, damaged, infected, or abnormal cells through coordinated morphological changes, caspase activation, DNA fragmentation, and membrane remodeling. The intrinsic apoptosis pathway is controlled mainly by mitochondrial outer membrane permeabilization, BCL-2 family proteins, cytochrome c release, apoptosome formation, caspase-9 activation, and downstream executioner caspase-3/7 activation. The extrinsic apoptosis pathway is initiated by death receptors such as Fas, TNFR, and TRAIL receptors, which recruit adaptor proteins and activate caspase-8 before engaging executioner caspases or mitochondrial amplification through BID cleavage. Apoptosis is linked to many phenotypes, including cancer cell killing, tissue homeostasis, immune regulation, neurodegeneration, infection response, and treatment-induced cytotoxicity; unresolved questions include how apoptosis interacts with necroptosis, pyroptosis, ferroptos
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Research Protocol for Inflammation-related Diseases
The NLRP3 inflammasome is a cytosolic innate immune signaling platform that integrates priming signals and danger-signal activation to promote caspase-1 activation, maturation of IL-1β and IL-18, and gasdermin D-mediated pyroptotic cell death. The core experimental logic is to determine whether inflammatory disease phenotypes are driven by increased NLRP3 expression, ASC-containing inflammasome assembly, caspase-1 cleavage, GSDMD cleavage, and extracellular release of IL-1β/IL-18 rather than by nonspecific cell injury alone. The pathway is strongly linked to inflammation-related disease phenotypes because monosodium urate crystals activate NALP3/NLRP3 inflammasome signaling in gout-like crystal inflammation, cholesterol crystals activate NLRP3 inflammasomes in atherogenesis models, and DSS-induced intestinal inflammation has been reported to involve NLRP3 inflammasome activity. However, experimental colitis studies also show context-dependent protective effects of NLRP3 inflammasome co
Purity & Documentation
References
[1]. Kimura S, et al. Inhibition of leukemic cell growth by a novel anti-cancer drug (GUT-70) from calophyllum brasiliense that acts by induction of apoptosis. Int J Cancer. 2005 Jan 1;113(1):158-65. [Content Brief]
[2]. Jin L, et al. Antiproliferative and proapoptotic activity of GUT-70 mediated through potent inhibition of Hsp90 in mantle cell lymphoma. Br J Cancer. 2011 Jan 4;104(1):91-100. [Content Brief]
[3]. Matsuda K, et al. Inhibition of HIV-1 entry by the tricyclic coumarin GUT-70 through the modification of membrane fluidity. Biochem Biophys Res Commun. 2015 Feb 13;457(3):288-94. [Content Brief]
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)