Voacangine 

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].

EC50: 8 μM (TRPA1)^[1].
IC50: 9 μM (TRPM8)^[1].
IC50: 50 μM (TRPV1)^[1].
IC50: 7 μM (icilin)^[1]

Voacangine (100 μM；HEK 细胞) 可在表达 TRPA1 的细胞中触发 Ca₂₊ 流入 TRPA1 内流，但不影响其他 TRP。Voacangine 不仅抑制辣椒素 (CAP) 诱导的 TRPV1 激活，还抑制薄荷醇和冰素诱导的 TRPM8 激活。Voacangine 可减弱 CAP 诱导的 TRPV1 激活。Voacangine 对 CAP 的抑制作用具有剂量依赖性。Voacangine 竞争性抑制 TRPV1 上的 CAP。Voacangine 是一种竞争性拮抗剂，Voacangine 和 CAP 在 hTRPV1 上的相同识别位点起作用。Voacangine 是 TRPV1 和 TRPM8 的拮抗剂，但也是 TRPA1 的激动剂。Voacangine 选择性地阻断 CAP 和热诱导的 TRPV1 激活。Voacangine 是第一个与 Menthol 竞争的天然存在的 TRPM8 拮抗剂。Voacangine 选择性地阻断化学激动剂诱导的 TRPM8 激活。Voacangine 作为 TRPA1 的激动剂^[1]。
Voacangine 抑制 HUVEC 的增殖，IC₅₀ 为 18 μM，没有细胞毒性作用。Voacangine 以剂量依赖的方式降低缺氧诱导因子-1α 及其靶基因 VEGF 的表达水平^[2]。

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

Voacangine 显著抑制体外血管生成，例如 VEGF 诱导的管形成和化学侵袭^[2]。

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

368.47

C₂₂H₂₈N₂O₃

510-22-5

固体

White to off-white

Room temperature in continental US; may vary elsewhere.

4°C, protect from light

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

• [1]. Terada Y, et al. Activation and inhibition of thermosensitive TRP channels by voacangine, an alkaloid present in Voacanga africana, an African tree. J Nat Prod. 2014;77(2):285-297.  [Content Brief]

  [2]. Kim Y, et al. A natural small molecule voacangine inhibits angiogenesis both in vitro and in vivo. Biochem Biophys Res Commun. 2012;417(1):330-334.  [Content Brief]