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First Synthesis for Bis-Spirothiazolidine Derivatives as a Novel Heterocyclic Framework and Their Biological Activity.

BACKGROUND
Spirothiazolidines were versatile synthetic scaffold processing wide spectrum of biological interests involving potential anticancer activity.


OBJECTIVE
Report the first synthesis of Bis Spiro-thiazolidene as a novel heterocyclic ring system.


METHOD
One-pot three-component reaction include condensation of p-phenyllene diamine; cyclohexanone and thioglycolic acid produced Spiro-thiazolidine 4 which undergo further condensation with cyclohexanone and thioglycolic acid with eqiumolar ratio to introduce Bis-Spiothiazolidine 5 as a first synthesis. Also;bis spiro-thiazolidine arylidene derivatives 6‒13 were synthesized by reaction of Bis-Spiothiazolidine 5 with different aromatic benzaldehyde.


RESULTS
Four compounds 13, 12, 9 and 11 have showed high significantly anticancer activity compared to Doxorubicin® (positive control) against Human liver carcinoma (HepG2) and human normal Retina pigmented epithelium (RPE-1) cell lines.


CONCLUSION
The novel bis-spirothiazolidine deriviatives synthesized for the first time and showed excellent anticancer activities.