Anti-cancer potential of (1,2-dihydronaphtho[2,1-b]furan-2-yl)methanone derivatives

Kobirul Islam; Kunal Pal; Utsab Debnath; R Sidick Basha; Abu Taleb Khan; Kuladip Jana; Anup Kumar Misra

doi:10.1016/j.bmcl.2020.127476

Anti-cancer potential of (1,2-dihydronaphtho[2,1-b]furan-2-yl)methanone derivatives

Bioorg Med Chem Lett. 2020 Oct 15;30(20):127476. doi: 10.1016/j.bmcl.2020.127476. Epub 2020 Aug 8.

Authors

Kobirul Islam¹, Kunal Pal², Utsab Debnath³, R Sidick Basha⁴, Abu Taleb Khan⁴, Kuladip Jana⁵, Anup Kumar Misra⁶

Affiliations

¹ Bose Institute, Division of Molecular Medicine, P-1/12, C.I.T. Scheme VII M, Kolkata 700054, India; Department of Chemistry, Indian Institute of Technology Guwahati, Guwahati 781 039, India.
² Bose Institute, Division of Molecular Medicine, P-1/12, C.I.T. Scheme VII M, Kolkata 700054, India.
³ Bose Institute, Division of Molecular Medicine, P-1/12, C.I.T. Scheme VII M, Kolkata 700054, India; Present Address: School of Pharmaceutical Technology, Adamas University, Kolkata - 700126, India.
⁴ Department of Chemistry, Indian Institute of Technology Guwahati, Guwahati 781 039, India.
⁵ Bose Institute, Division of Molecular Medicine, P-1/12, C.I.T. Scheme VII M, Kolkata 700054, India. Electronic address: kuladip.jana@gmail.com.
⁶ Bose Institute, Division of Molecular Medicine, P-1/12, C.I.T. Scheme VII M, Kolkata 700054, India. Electronic address: akmisra69@gmail.com.

PMID: 32781215
DOI: 10.1016/j.bmcl.2020.127476

Abstract

A series of 1,2-dihydronaphtho[2,1-b]furan derivatives were synthesized by cyclizing 1-(aryl/alkyl(arylthio)methyl)-naphthalen-2-ol and pyridinium bromides in the presence of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) in very good yield. The synthesized compounds were evaluated for their anti-proliferative potential against human triple negative MDA-MB-468 and MCF-7 breast cancer cells and non-cancerous WI-38 cells (lung fibroblast cell) using MTT experiments. Among 21 synthesized compounds, three compounds (3a, 3b and 3 s) showed promising anti-cancer potential and compound 3b was found to have best anti-proliferative activities based on the results of several biochemical and microscopic experiments.

Keywords: Anti-cancer; Anti-proliferative; Apoptosis; DBU; Dihydronaphtho[2,1-b]furan.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Antineoplastic Agents / chemical synthesis
Antineoplastic Agents / chemistry
Antineoplastic Agents / pharmacology*
Cell Line
Cell Proliferation / drug effects
Dose-Response Relationship, Drug
Drug Screening Assays, Antitumor
Female
Furans / chemical synthesis
Furans / chemistry
Furans / pharmacology*
Humans
Methane / analogs & derivatives
Methane / chemistry
Methane / pharmacology*
Molecular Structure
Structure-Activity Relationship

Substances

Antineoplastic Agents
Furans
Methane