Destruxin B

Modify Date: 2024-01-09 17:00:43

Destruxin B structure	Common Name	Destruxin B
	CAS Number	2503-26-6	Molecular Weight	593.75500
	Density	1.17g/cm3	Boiling Point	875ºC at 760mmHg
	Molecular Formula	C₃₂H₅₅N₅O₇	Melting Point	N/A
	MSDS	N/A	Flash Point	483ºC

Use of Destruxin B

Destruxin B, isolated from entomopathogenic fungus Metarhizium anisopliae, is one of the cyclodepsipeptides with insecticidal and anticancer activities. Destruxin B induces apoptosis via a Bcl-2 Family-dependent mitochondrial pathway in human nonsmall cell lung cancer cells[1]. Destruxin B significantly activates caspase-3 and reduces tumor cell proliferation through caspase-mediated apoptosis, not only in vitro but also in vivo[2].

Name	.β.-Alanine, N-[N-[N-[N-[1-(D-2-hydroxy-4-methyl-1-oxopentyl)-L-prolyl]-L-isoleucyl]-N-methyl-L-valyl]-N-methyl-L-alanyl]-, .ρ.-lactone
Synonym	More Synonyms

Description	Destruxin B, isolated from entomopathogenic fungus Metarhizium anisopliae, is one of the cyclodepsipeptides with insecticidal and anticancer activities. Destruxin B induces apoptosis via a Bcl-2 Family-dependent mitochondrial pathway in human nonsmall cell lung cancer cells[1]. Destruxin B significantly activates caspase-3 and reduces tumor cell proliferation through caspase-mediated apoptosis, not only in vitro but also in vivo[2].
Related Catalog	Signaling Pathways >> Apoptosis >> Bcl-2 Family Signaling Pathways >> Apoptosis >> Apoptosis Research Areas >> Cancer Research Areas >> Infection Signaling Pathways >> Apoptosis >> Caspase
Target	Bcl-2 Caspase-3
In Vitro	Destruxin B (1-30 μM; 48 hours) inhibits cell proliferation of H1299 cells and A549 cells, with IC50s of 4.1 μM and 4.9 μM, respectively[1]. Activation of mitochondria-dependent caspase cascade plays an important role in Destruxin B (1-30 μM; 48 hours) induced apoptotic cell death in A549 cells[1]. Destruxin B (1.25-20.00 μM; 72 hours) treatment significantly inhibits HT-29 human colorectal cancer cells viability in time- and dose-dependent manners[2]. Destruxin B (10 or 20 μM; 12 and 24 hours) treatment markedly increases levels of the proapoptotic protein PUMA and reduces levels of antiapoptotic proteins Mcl-1 of A549 cells in a concentration- and time-dependent manner [1]. Cell Proliferation Assay[1] Cell Line: H1299 cells Concentration: 1, 5, 10, 20, 30 μM Incubation Time: 48 hours Result: Inhibited H1299 cells proliferation of H1299 cells with an IC50 of 4.1 μM. Apoptosis Analysis[1] Cell Line: Lung adenocarcinoma A549 cells Concentration: 1, 5, 10, 20, 30 μM Incubation Time: 48 hours Result: Induces caspase-dependent Lung adenocarcinoma A549 cells death. Cell Viability Assay[2] Cell Line: HT-29 human colorectal cancer cells Concentration: 1.25, 2.50, 5.00, 10.00 and 20.00 μM Incubation Time: 72 hours Result: The IC50s at 24 h, 48 h and 72h were determined as 14.97, 2.00 and 0.67 μM, respectively. Western Blot Analysis[1] Cell Line: A549 cells Concentration: 10 or 20 μM Incubation Time: 12 and 24 hours Result: Regulates Mcl-1 and PUMA.
In Vivo	Destruxin B (DB) ( injection; 0.6-15 mg/kg/day for 6 weeks) attenuates the tumor growth in time- and dose-dependent manners[2]. Animal Model: Athymic female nude mice (BALB/cAnN.Cg-Foxn1nu/CrlNarl), approximately 4-5 weeks old on arrival[2] Dosage: Low dose (0.6 mg/kg), medium dose (3 mg/kg), high dose (15 mg/kg) Administration: Injection; daily; for 6 weeks Result: Low dose, medium dose and high dose indicated a reduction of 23.9%, 33.4% and 55.8% in mean tumor size, respectively.
References	[1]. Wu CC, et al. Destruxin B Isolated from Entomopathogenic Fungus Metarhizium anisopliae Induces Apoptosis via a Bcl-2 Family-Dependent Mitochondrial Pathway in Human NonsmallCell Lung Cancer Cells. Evid Based Complement Alternat Med. 2013;2013:548929. [2]. Lee YP, et al. In vitro and in vivo anticancer effects of destruxin B on human colorectal cancer. Anticancer Res. 2012 Jul;32(7):2735-45.

Density	1.17g/cm3
Boiling Point	875ºC at 760mmHg
Molecular Formula	C₃₂H₅₅N₅O₇
Molecular Weight	593.75500
Flash Point	483ºC
Exact Mass	593.37900
PSA	145.43000
LogP	1.78730
Vapour Pressure	4.15E-31mmHg at 25°C
Index of Refraction	1.535

CHEMICAL IDENTIFICATION

RTECS NUMBER :: HH1500100

CHEMICAL NAME :: Destruxin B

CAS REGISTRY NUMBER :: 2503-26-6

LAST UPDATED :: 199612

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C30-H51-N5-O7

MOLECULAR WEIGHT :: 593.86

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 16900 ug/kg

TOXIC EFFECTS :: Behavioral - convulsions or effect on seizure threshold Behavioral - coma

REFERENCE :: ABCHA6 Agricultural and Biological Chemistry. (Maruzen Co. Ltd., POB 5050, Tokyo International, Tokyo 100-31, Japan) V.25- 1961- Volume(issue)/page/year: 26,36,1962

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