Facile synthesis of indole heterocyclic compounds based micellar nano anti-cancer drugs

被引：40

作者：

Ali, Imran ^{[1
,2
]}

Mukhtar, Sofi Danish ^{[1
]}

Hsieh, Ming Fa ^{[3
]}

Alothman, Zeid A. ^{[4
]}

Alwarthan, Abdulrahman ^{[4
]}

机构：

[1] Taibah Univ, Coll Sci, Dept Chem, Al Medina 41477, Al Munawara, Saudi Arabia

[2] Cent Univ, Jamia Millia Islamia, Dept Chem, New Delhi 110025, India

[3] Chung Yuan Christian Univ, Dept Biomed Engn, 200 Chung Pei Rd, Chungli, Taiwan

[4] King Saud Univ, Coll Sci, Dept Chem, Riyadh 11451, Saudi Arabia

来源：

RSC ADVANCES | 2018年 / 8卷 / 66期

关键词：

DNA-BINDING; 3,3'-DIINDOLYLMETHANE DIM; ENANTIOMERIC RESOLUTION; CHIRAL SEPARATIONS; ANTITUMOR-ACTIVITY; CANCER CELLS; APOPTOSIS; HPLC; AGENTS; INHIBITION;

D O I：

10.1039/c8ra07060a

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Facile synthesis of micellar "nano" indole heterocyclic anti-cancer compounds is described. The synthesized compounds (11-23) were characterized by UV-VIS, H-1 NMR, FT-IR and mass spectroscopy. The binding energies of DNA-compound adducts varied from -20.08 to -23.85 kJ mol(-1), and they were stabilized by hydrophobic interactions and H-bonding. The synthesized compounds enter into minor grooves of DNA during adduct formation. The DNA binding constant of compounds 11-23 was 1.00 to 2.00 x 10(5) M-1. The drug-loading efficiency and drug-loading content in their micellar forms were recorded. Compounds 11, 12, 14 and 19 at a micellar concentration of 670 mu L mL(-1) displayed excellent anticancer activities against the HepG2/C3A line (25-50%). The potency of nano anticancer drugs was predicted by drug likeness using Lipinski's "rule of five". Taken together, compounds 11-23 could be used to treat cancers.

引用

页码：37905 / 37914

页数：10

共 53 条

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