Nauclefine

Names

[ Name ]:
Nauclefine

[Synonym ]:
8,13-Dihydroindolo[2',3':3,4]pyrido[1,2-b][2,7]naphthyridin-5(7H)-one
8,13-dihydro-7H-indolo[2',3':3,4]pyrido[1,2-b][2,7]naphthyridin-5-one

Biological Activity

[Description]:

Nauclefine is an indole alkaloid isolated from Nauclea officinalis. Nauclefine acts as a PDE3A modulator to induce cancer cell apoptosis through a PDE3A-SLFN12-dependent death pathway[1].

[Related Catalog]:

Signaling Pathways >> Apoptosis >> Apoptosis

Research Areas >> Cancer

Signaling Pathways >> Metabolic Enzyme/Protease >> Phosphodiesterase (PDE)

[In Vitro]

Nauclefine (250 nM, 48 h) 可以抑制 HeLa 细胞活力，并诱导细胞凋亡，造成细胞 PDE3A 和 SLFN12 依赖性死亡。Nauclefine 可以结合 PDE3A，但不抑制其磷酸二酯酶活性，能够促进 PDE3A 和 SLFN12 之间的相互作用，并通过增加 SLFN12 的稳定性促进细胞死亡[1]。

[In Vivo]

Nauclefine (5 mg/kg, intratumorally, once per day for 22 days) 在感染 HeLa 细胞的雌性裸鼠(Balb/c-nu)中，显著降低了HeLa-luc 细胞肿瘤的总体生长，特别是治疗第 6 天后肿瘤体积明显减小，且没有导致小鼠体重的任何降低。其对肿瘤生长的抑制依赖于 PDE3A 和 SLFN12 的表达[1]。

[References]

[1]. Youwei Ai, et al. An alkaloid initiates phosphodiesterase 3A-schlafen 12 dependent apoptosis without affecting the phosphodiesterase activity. Nat Commun. 2020 Jun 26;11(1):3236.

Chemical & Physical Properties

[ Density]:
1.46g/cm3

[ Boiling Point ]:
616.8ºC at 760 mmHg

[ Molecular Formula ]:
C₁₈H₁₃N₃O

[ Molecular Weight ]:
287.31500

[ Flash Point ]:
326.8ºC

[ Exact Mass ]:
287.10600

[ PSA ]:
50.68000

[ LogP ]:
3.10090

[ Index of Refraction ]:
1.793

Safety Information

[ HS Code ]:
2933990090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2933990090

[ Summary ]:
2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%