Lewis base-catalyzed synthesis of highly functionalized spirooxindole-pyranopyrazoles and their in vitro anticancer studies

被引：18

作者：

Asif, Mohd ^{[1
]}

Aqil, Farrukh ^{[2
,3
]}

Alasmary, Fatmah Ali ^{[4
]}

Almalki, Amani Salem ^{[4
]}

Khan, Abdul Rahman ^{[1
]}

Nasibullah, Malik ^{[1
]}

机构：

[1] Integral Univ, Dept Chem, Lucknow 226026, UP, India

[2] Univ Louisville, UofL Hlth Brown Canc Ctr, Louisville, KY 40202 USA

[3] Univ Louisville, Dept Med, Louisville, KY 40202 USA

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

来源：

MEDICINAL CHEMISTRY RESEARCH | 2023年 / 32卷 / 05期

关键词：

Anticancer activity; Knoevenagel condensation; Michael addition; Multicomponent reactions; Pyranopyrazole; Spirooxindole; INTESTINAL-ABSORPTION; PERMEABILITY; CACO-2; OXINDOLE;

D O I：

10.1007/s00044-023-03053-7

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Herein, the one-step, multi-component reaction (MCR) of a series of spirooxindole-pyranopyrazole derivatives (5a-g), via a Knoevenagel condensation and Michael addition cascade, under mild and green reaction conditions, is reported. The newly synthesized derivatives were screened for in vitro anti-cancer activity against 60 human cancer cell lines at the National Cancer Institute (NCI), USA. We found that compounds 5c, 5d, and 5g showed good activity against the HOP-92 (lung cancer), UO-31 (renal cancer), KM-12, SW-620 (colon cancer), and HS578T (breast cancer) cell lines. Compound 5c showed 43.19 and 21.18% growth inhibition at 10 mu M for HOP-92 and UO-31 cell lines, respectively, while compound 5g showed 82.02% growth inhibition for the KM12 cell line at the same concentration. Therefore, the compound 5g could be further derivatized as a futuristic lead molecule for colorectal cancer.

引用

页码：1001 / 1015

页数：15

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