Justicidin A

• CAT Number: R060828
• CAS Number: 25001-57-4
• PubChem Substance ID: 159982
• Molecular Formula: C22H18O7
• Molecular Weight: 394.379
• Purity: ≥95%
• Synonyms: Justicidins; Justicidin-A
• Target: Apoptosis
• IUPAC Name: 9-(1,3-benzodioxol-5-yl)-4,6,7-trimethoxy-3H-benzo[f][2]benzofuran-1-one
• InChI: InChI=1S/C22H18O7/c1-24-16-7-12-13(8-17(16)25-2)21(26-3)14-9-27-22(23)20(14)19(12)11-4-5-15-18(6-11)29-10-28-15/h4-8H,9-10H2,1-3H3
• InChIKey: ANFSXHKDCKWWDB-UHFFFAOYSA-N
• SMILES: COC1=C(C=C2C(=C1)C(=C3C(=C2OC)COC3=O)C4=CC5=C(C=C4)OCO5)OC

Justicidin A (CAS 25001-57-4) is a organic compound isolated from Justicia procumbens. It is classified as a lignan. The compound may possess cytotoxic effects.

Reference

1.Umezawa, Toshiaki. "Diversity in lignan biosynthesis." Phytochemistry Reviews 2.3 (2003): 371-390.
2.J Asian Nat Prod Res. 2012;14(4):322-6. doi: 10.1080/10286020.2011.653561.Total synthesis of 6'-hydroxyjusticidin A.Xiong L(1), Bi MG, Wu S, Tong YF.

 

Author information:

(1)State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Department of New Drug Research and Development, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, 

Beijing 100050, China.

 

The first total synthesis of 6'-hydroxyjusticidin A, isolated from Justicia procumbens L. with good inhibitory activity against cancer cells, has been accomplished. The structure was confirmed by ¹H NMR, ¹³C NMR, and HR-ESI-MS. The key steps involved a Diels-Alder cycloaddition reaction and a reduction in NaBH₄.

 

DOI: 10.1080/10286020.2011.653561

PMID: 22375869 [Indexed for MEDLINE]

3.Fukamiya, Narihiko, and Kuo-Hsiung Lee. "Antitumor agents, 81. Justicidin-A and diphyllin, two cytotoxic principles from Justicia procumbens." Journal of Natural Products 49.2 (1986): 348-350.