Ecofriendly and highly efficient microwaveinduced synthesis of novel quinazolinone-undecyl hybrids with in vitro antitumor activity
Hekal, Mohamed; Saad R. Atta-Allah; Abu El-Azm, Fatma;
Abstract
Novel N-alkyl-quinazolin-4-one derivatives 3–5 were obtained from
reaction of 6-Iodo-2-undecylquinazolin-4(3H)-one (2) with different
alkyl halides. Hydrazinolysis of compound 5 gave the acetohydrazide
6 which reacted with different carbon electrophiles to produce 2-
undecyl-4(3H)-quinazolinone derivatives. The new products were
obtained by either conventional method or by microwave assisting
technique and the structure of all products was confirmed by elemental
and spectral data. The ecofriendly microwave provides an efficiency
over than conventional method in many aspects. All the
synthesized products were tested in vitro against a panel of three
human tumor cell lines, namely, hepatocellular carcinoma (liver)
HepG2, colon cancer HCT-116, and mammary gland breast MCF-7.
Almost all of the tested compounds showed satisfactory activity.
reaction of 6-Iodo-2-undecylquinazolin-4(3H)-one (2) with different
alkyl halides. Hydrazinolysis of compound 5 gave the acetohydrazide
6 which reacted with different carbon electrophiles to produce 2-
undecyl-4(3H)-quinazolinone derivatives. The new products were
obtained by either conventional method or by microwave assisting
technique and the structure of all products was confirmed by elemental
and spectral data. The ecofriendly microwave provides an efficiency
over than conventional method in many aspects. All the
synthesized products were tested in vitro against a panel of three
human tumor cell lines, namely, hepatocellular carcinoma (liver)
HepG2, colon cancer HCT-116, and mammary gland breast MCF-7.
Almost all of the tested compounds showed satisfactory activity.
Other data
| Title | Ecofriendly and highly efficient microwaveinduced synthesis of novel quinazolinone-undecyl hybrids with in vitro antitumor activity | Authors | Hekal, Mohamed ; Saad R. Atta-Allah; Abu El-Azm, Fatma | Affiliations | Ain Shams University; Ain Shams University; Ain Shams University | Keywords | Quinazolinone;1,3-dioxoisoindoline;isoquinolin-1,3-dione;antitumor activity;microwave irradiation;benzoxazinone;RAPID COLORIMETRIC ASSAY;GROWTH-FACTOR RECEPTOR;ANTIMICROBIAL EVALUATION;INHIBITORS;SURVIVAL;DESIGN;KINASE | Issue Date | 9-Jul-2019 | Publisher | TAYLOR & FRANCIS INC | Journal | Synthetic Communications | Volume | 49 | Issue | 20 | Start page | 2630 | End page | 2641 | ISSN | 0039-7911 | DOI | 10.1080/00397911.2019.1637001 | Scopus ID | 2-s2.0-85068666612 | Web of science ID | WOS:000478394400001 |
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