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  2. Membrane Transporter/Ion Channel Neuronal Signaling
  3. TRP Channel
  4. Voacangine

Voacangine是 TRPV1 和 TRPM8 的拮抗劑，但也是 TRPA1 的激動(dòng)劑 (EC50=8 μM)。Voacangine 競爭性抑制薄荷醇與 TRPM8 的結(jié)合(IC50=9 μM)，對(duì) icilin 表現(xiàn)出非競爭性抑制 (IC50=7 μM)。Voacangine 選擇性地消除化學(xué)激動(dòng)劑誘導(dǎo)的 TRPM8 激活，而不影響冷誘導(dǎo)的激活。Voacangine 是從美洲山梨 Voacanga africana 的根皮中分離得到的生物堿。

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Voacangine Chemical Structure

Voacangine Chemical Structure

CAS No. : 510-22-5

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查看 TRP Channel 亞型特異性產(chǎn)品:

  • 生物活性

  • 純度 & 產(chǎn)品資料

  • 參考文獻(xiàn)

生物活性

Voacangine is an antagonist for TRPV1 and TRPM8 but as an agonist for TRPA1 (EC50=8 μM). Voacangine competitively blockes capsaicin binding to TRPV1 (IC50=50 μM). Voacangine competitively inhibits the binding of menthol to TRPM8 (IC50=9 μM) and it shows noncompetitive inhibition against icilin (IC50=7 μM). Voacangine selectively abrogates chemical agonist-induced TRPM8 activation and did not affect cold-induced activation. Voacangine is an alkaloid isolated from the root bark of Voacanga africana[1].

IC50 & Target

EC50: 8 μM (TRPA1)[1].
IC50: 9 μM (TRPM8)[1].
IC50: 50 μM (TRPV1)[1].
IC50: 7 μM (icilin)[1]
細(xì)胞效力
(Cellular Effect)
Cell Line Type Value Description References
DLD-1 IC50
> 40 μM
Compound: 1
Cytotoxicity against Wnt-dependent human DLD1 cells assessed as cell viability after 24 hrs by fluorescence assay
Cytotoxicity against Wnt-dependent human DLD1 cells assessed as cell viability after 24 hrs by fluorescence assay
[PMID: 26231157]
HCT-116 IC50
> 40 μM
Compound: 1
Cytotoxicity against Wnt-dependent human HCT116 cells assessed as cell viability after 24 hrs by fluorescence assay
Cytotoxicity against Wnt-dependent human HCT116 cells assessed as cell viability after 24 hrs by fluorescence assay
[PMID: 26231157]
HEK293 IC50
> 40 μM
Compound: 1
Cytotoxicity against HEK293 cells assessed as cell viability after 24 hrs by fluorescence assay
Cytotoxicity against HEK293 cells assessed as cell viability after 24 hrs by fluorescence assay
[PMID: 26231157]
HEK-293T IC50
> 40 μM
Compound: 1
Cytotoxicity against HEK293T cells assessed as cell viability after 24 hrs by fluorescence assay
Cytotoxicity against HEK293T cells assessed as cell viability after 24 hrs by fluorescence assay
[PMID: 26231157]
HEK-293T IC50
24 μM
Compound: 1
Antagonist activity at human brain TRPV1 expressed in HEK293T cells assessed as inhibition of heat-induced intracellular Ca2+ influx measured for 42 mins by fluorescence-based assay
Antagonist activity at human brain TRPV1 expressed in HEK293T cells assessed as inhibition of heat-induced intracellular Ca2+ influx measured for 42 mins by fluorescence-based assay
[PMID: 24484240]
HEK-293T IC50
50 μM
Compound: 1
Antagonist activity at human brain TRPV1 expressed in HEK293T cells assessed as inhibition of CAP-induced intracellular Ca2+ influx by fluorescence-based assay
Antagonist activity at human brain TRPV1 expressed in HEK293T cells assessed as inhibition of CAP-induced intracellular Ca2+ influx by fluorescence-based assay
[PMID: 24484240]
HEK-293T EC50
8 μM
Compound: 1
Agonist activity at TRPA1 isolated from human W138 cells expressed in HEK293T cells assessed as intracellular Ca2+ influx by Fluo-4 AM staining-based fluorescence analysis
Agonist activity at TRPA1 isolated from human W138 cells expressed in HEK293T cells assessed as intracellular Ca2+ influx by Fluo-4 AM staining-based fluorescence analysis
[PMID: 24484240]
RKO IC50
> 40 μM
Compound: 1
Cytotoxicity against Wnt-independent human RKO cells assessed as cell viability after 24 hrs by fluorescence assay
Cytotoxicity against Wnt-independent human RKO cells assessed as cell viability after 24 hrs by fluorescence assay
[PMID: 26231157]
SW480 IC50
> 40 μM
Compound: 1
Cytotoxicity against Wnt-dependent human SW480 cells assessed as cell viability after 24 hrs by fluorescence assay
Cytotoxicity against Wnt-dependent human SW480 cells assessed as cell viability after 24 hrs by fluorescence assay
[PMID: 26231157]
體外研究
(In Vitro)

Voacangine (100 μM；HEK 細(xì)胞) 可在表達(dá) TRPA1 的細(xì)胞中觸發(fā) Ca2+ 流入 TRPA1 內(nèi)流，但不影響其他 TRP。Voacangine 不僅抑制辣椒素 (CAP) 誘導(dǎo)的 TRPV1 激活，還抑制薄荷醇和冰素誘導(dǎo)的 TRPM8 激活。Voacangine 可減弱 CAP 誘導(dǎo)的 TRPV1 激活。Voacangine 對(duì) CAP 的抑制作用具有劑量依賴性。Voacangine 競爭性抑制 TRPV1 上的 CAP。Voacangine 是一種競爭性拮抗劑，Voacangine 和 CAP 在 hTRPV1 上的相同識(shí)別位點(diǎn)起作用。Voacangine 是 TRPV1 和 TRPM8 的拮抗劑，但也是 TRPA1 的激動(dòng)劑。Voacangine 選擇性地阻斷 CAP 和熱誘導(dǎo)的 TRPV1 激活。Voacangine 是第一個(gè)與 Menthol 競爭的天然存在的 TRPM8 拮抗劑。Voacangine 選擇性地阻斷化學(xué)激動(dòng)劑誘導(dǎo)的 TRPM8 激活。Voacangine 作為 TRPA1 的激動(dòng)劑[1]。
Voacangine 抑制 HUVEC 的增殖，IC50 為 18 μM，沒有細(xì)胞毒性作用。Voacangine 以劑量依賴的方式降低缺氧誘導(dǎo)因子-1α 及其靶基因 VEGF 的表達(dá)水平[2]。

MCE has not independently confirmed the accuracy of these methods. They are for reference only.
體內(nèi)研究
(In Vivo)

Voacangine 顯著抑制體外血管生成，例如 VEGF 誘導(dǎo)的管形成和化學(xué)侵襲[2]。

MCE has not independently confirmed the accuracy of these methods. They are for reference only.
分子量

368.47

Formula

C22H28N2O3
CAS 號(hào)
性狀

固體

顏色

White to off-white

結(jié)構(gòu)分類
初始來源
運(yùn)輸條件

Room temperature in continental US; may vary elsewhere.
儲(chǔ)存方式

4°C, protect from light

*In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)

純度 & 產(chǎn)品資料

純度: 98.78%

參考文獻(xiàn)

  • 摩爾計(jì)算器

  • 稀釋計(jì)算器

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Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

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