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Bruceine D

$300

  • Brand : BIOFRON

  • Catalogue Number : BF-B4009

  • Specification : 98%(HPLC)

  • CAS number : 21499-66-1

  • Formula : C20H26O9

  • Molecular Weight : 410.42

  • PUBCHEM ID : 71463728

  • Volume : 25mg

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Catalogue Number

BF-B4009

Analysis Method

HPLC,NMR,MS

Specification

98%(HPLC)

Storage

2-8°C

Molecular Weight

410.42

Appearance

White crystalline powder

Botanical Source

Brucea javanica

Structure Type

Terpenoids

Category

Standards;Natural Pytochemical;API

SMILES

CC1=CC(=O)C(C2(C1CC3C45C2C(C(C(C4(C(C(=O)O3)O)O)(OC5)C)O)O)C)O

Synonyms

BRUCEIND/Bruceine D/(1β,9ξ,11β,12α,15β)-1,11,12,14,15-Pentahydroxy-13,20-epoxypicras-3-ene-2,16-dione/Picras-3-ene-2,16-dione, 13,20-epoxy-1,11,12,14,15-pentahydroxy-, (1β,9ξ,11β,12α,15β)-

IUPAC Name

(1R,2R,3R,6R,8S,12S,13S,15R,16S,17R)-2,3,12,15,16-pentahydroxy-9,13,17-trimethyl-5,18-dioxapentacyclo[12.5.0.01,6.02,17.08,13]nonadec-9-ene-4,11-dione

Density

1.6±0.1 g/cm3

Solubility

Methanol

Flash Point

235.8±25.0 °C

Boiling Point

661.3±55.0 °C at 760 mmHg

Melting Point

InChl

InChI=1S/C20H26O9/c1-7-4-9(21)13(23)17(2)8(7)5-10-19-6-28-18(3,14(24)11(22)12(17)19)20(19,27)15(25)16(26)29-10/h4,8,10-15,22-25,27H,5-6H2,1-3H3/t8-,10+,11+,12+,13+,14-,15-,17-,18+,19+,20+/m0/s1

InChl Key

JBDMZGKDLMGOFR-KQSRGDCESA-N

WGK Germany

RID/ADR

HS Code Reference

2938900000

Personal Projective Equipment

Correct Usage

For Reference Standard and R&D, Not for Human Use Directly.

Meta Tag

provides coniferyl ferulate(CAS#:21499-66-1) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

PMID

28645563

Abstract

Hepatocellular carcinoma (HCC) is known for high mortality and limited available treatments. Aberrant activation of the Wnt and Notch signaling pathways is critical to liver carcinogenesis and progression. Here, we identified a small molecule, bruceine D (BD), as a Notch inhibitor, using an RBP-Jκ-dependent luciferase-reporter system. BD significantly inhibited liver tumor growth and enhanced the therapeutic effects of sorafenib in various murine HCC models. Mechanistically, BD promotes proteasomal degradation of β-catenin and the depletion of its nuclear accumulation, which in turn disrupts the Wnt/β-catenin-dependent transcription of the Notch ligand Jagged1 in HCC. Our findings provide important information about a novel Wnt/Notch crosstalk inhibitor that is synergistic with sorafenib for treatment of HCC, and therefore have high clinical impact.

KEYWORDS

BD; Hepatocellular carcinoma; Jagged1; Sorafenib; Wnt/Notch crosstalk; β-catenin

Title

Bruceine D Inhibits Hepatocellular Carcinoma Growth by Targeting β-catenin/jagged1 Pathways

Author

Ziying Cheng 1 , Xing Yuan 1 , Yi Qu 2 , Xia Li 1 , Guozhen Wu 1 , Chenwei Li 3 , Xianpeng Zu 1 , Niao Yang 1 , Xisong Ke 2 , Juan Zhou 1 , Ning Xie 4 , Xike Xu 1 , Shanrong Liu 5 , Yunheng Shen 1 , Huiliang Li 6 , Weidong Zhang 7

Publish date

2017 Sep 10

PMID

30901209

Abstract

Systemicity is a desirable property for insecticides. Many phytochemicals show good systemic properties and thus are natural sources of novel systemic insecticidal ingredients. Bruceine D, a quassinoid, was identified in Brucea javanica (L.) Merr. and displayed outstanding systemic properties and excellent antifeedant activity against the diamondback moth (DBM, Plutella xylostella L.), beet armyworm ( Spodoptera exigua Hubner), and cotton leafworm ( Spodoptera litura Fabricius). Its antifeedant effect on third instar larvae of DBM was approximately 6.2-fold stronger than that of azadirachtin. When bruceine D was applied to roots at a concentration of 100 μg/mL for 24 and 48 h, its concentration in flowering Chinese cabbage ( Brassica campestris L. ssp. chinensis var. utiliz Tsen et Lee) leaves was 38.69 μg/g (fresh weight, FW) and 108.45 μg/g (FW), respectively. These concentrations could achieve 93.80% and 96.83% antifeedant effects, which were significantly greater than those of azadirachtin. Similar to azadirachtin, bruceine D also posed a potent growth inhibition effect on insect larvae. After feeding with 20 μg/g bruceine D, no pupae were observed. The results demonstrated that bruceine D is an effective botanical insect antifeedant with outstanding systemic properties, causing potent pest growth inhibitory activity.

KEYWORDS

BD; Hepatocellular carcinoma; Jagged1; Sorafenib; Wnt/Notch crosstalk; β-catenin

Title

Bruceine D Isolated From Brucea Javanica (L.) Merr. As a Systemic Feeding Deterrent for Three Major Lepidopteran Pests

Author

Genlin Mao, Yongqing Tian, Zheng Sun, Jianlin Ou, Hanhong Xu

Publish date

2019 Apr 17

PMID

31226632

Abstract

Bruceine D (BD) is the quassinoids isolated from the traditional Chinese herbal medicine Brucea javanica’s fruit, which exhibits anti-cancer activity. Here, we demonstrated that BD inhibited human non-small cell lung cancer (NSCLC) cell lines in vitro that were attributed to the induction of cell apoptosis. Human NSCLC H460 and A549 cell lines were treated with BD, and cell viability was conducted with CCK-8 assay. Cell clone formation was observed by clone formation assay. Cell apoptosis was measured using DAPI staining and flow cytometry. Protein levels was analyzed by western blot. The results showed BD inhibited the cell viability of H460 and A549 cells in a dose-dependent manner with IC50 values of 0.5 and 0.6 μmol/L, respectively, at 48 h of treatment. Treatment with BD (0.125-1.0 μmol/L) dose-dependently promoted chromatin condensation, Annexin V-positive cell population and caspase-dependent apoptosis in H460 and A549 cells. Mechanistically, BD stimulated the phosphorylation of JNK. Furthermore, the anti-cancer effects of BD were alleviated effectively by a specific JNK inhibitor SP600125 in NSCLC cells. In conclusion, the results demonstrated that BD exerted anti-cancer activity against NSCLC cells through JNK activation, which suggests its potent usefulness for prevention and treatment of NSCLC.

KEYWORDS

Apoptosis; Bruceine D; JNK; Non-small cell lung cancer.

Title

Bruceine D Induces Apoptosis in Human Non-Small Cell Lung Cancer Cells Through Regulating JNK Pathway

Author

Biqin Tan 1 , Yuyu Huang 1 , Lihua Lan 2 , Bo Zhang 1 , Lijun Ye 1 , Wei Yan 1 , Fei Wang 3 , Nengming Lin 4

Publish date

2019 Sep


Description :

Bruceine D is a Notch inhibitor with anti-cancer activity and induces apoptosis in several human cancer cells. Bruceine D is an effective botanical insect antifeedant with outstanding systemic properties, causing potent pest growth inhibitory activity[1][2].