Synthesis and Biological Activities Assessment of 4-, 6-, and 9-Phenylphenalenone Derivatives

Research output: Journal Publications and Reviews (RGC: 21, 22, 62)21_Publication in refereed journalpeer-review

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Author(s)

  • Xun Song
  • Chuen-Fai Ku
  • Yogini S. Jaiswal
  • Leonard L. Williams
  • De-Yu Lu
  • Jia-Jun Huang
  • Zhen-Dan He
  • Ming-Zhong Wang

Related Research Unit(s)

Detail(s)

Original languageEnglish
Article numbere202203793
Journal / PublicationChemistrySelect
Volume7
Issue number47
Online published14 Dec 2022
Publication statusPublished - 19 Dec 2022

Abstract

By means of a facile method, sixty analogs of 4-, 6-, and 9-phenylphenalenone were synthesized, of which forty-nine compounds are novel. These synthesized compounds were first evaluated for their biological activities against phytopathogenic fungi (Alternaria solani, Cercospora arachidicola, Fusarium omysporum, Gibberella zeae, and Physalospora piricola), tobacco mosaic virus (TMV), as well as human cancer cells (p53-wild-type HCT-116 colon cancer cells, p53-mutated HT-29 colon cancer cells, PANC-1 pancreatic cancer cells, and PC-3 prostate cancer cells) systematically. 9 o was sufficiently effective against all the tested phytofungal strains and is worth further structural optimization for developing into a more potent fungicidal agent. Some effects of 6 o and 9 d (inactivation, curing, or protection) against TMV infection were more efficient than the commercial antiviral agents ribavirin and ningnanmycin. These could be selected as potential antiviral lead compounds. With regards to cytotoxicity, the cytotoxic compounds 6 p (IC50 1.6 μM in HCT-116 cells) and 9 c (IC50 2.6 μM in PC-3 cells) are worth further structural modification to achieve a higher antitumor potency.

Research Area(s)

  • Activities, 4-Phenylphenalenone, 6-Phenylphenalenone, 9-Phenylphenalenone, Synthesis, MUSA-ACUMINATA, PHYTOALEXINS, DESIGN

Citation Format(s)

Synthesis and Biological Activities Assessment of 4-, 6-, and 9-Phenylphenalenone Derivatives. / Song, Xun; Ku, Chuen-Fai; Si, Tong-Xu et al.
In: ChemistrySelect, Vol. 7, No. 47, e202203793, 19.12.2022.

Research output: Journal Publications and Reviews (RGC: 21, 22, 62)21_Publication in refereed journalpeer-review