Microwave‐Assisted Synthesis and Biological Evaluation of Some New Pyrazolothiazoles via a Multicomponent Approach. Issue 33 (5th September 2019)

• Record Type: Journal Article
• Authors: Mamidala, Srikanth; Aravilli, R Kowshik; Vaarla, Krishnaiah; Vedula, Rajeswar Rao
• Is Part Of: ChemistrySelect. Volume 4:Issue 33(2019)
• Page Start: 9878
• Page End: 9881
• Publication Date: 2019-09-05
• Subjects: Anticancer activity -- Green Chemistry -- Microwave irradiation -- Pyrazolothiazole hybrids; Chemistry -- Periodicals; 540.5
• DOI: 10.1002/slct.201901633
• Languages: English
• ISSNs: 2365-6549

Abstract

Abstract: A series of new pyrazolothiazole hybrids were designed and synthesized by the microwave‐ assisted multicomponent reaction of thiosemicarbazide, 3‐(furan‐2‐yl)‐1‐(pyridin‐2‐yl)prop‐2‐en‐1‐one and 1‐(pyridin‐2‐yl)‐3‐(thiophen‐2‐yl)prop‐2‐en‐1‐one with substituted 2‐bromoacetophenones. Structures of all the synthesized compounds were in good agreement with their spectral (FTIR, 1 H & 13 C NMR, Mass) and analytical data (CHN analysis). The target compounds were screened for their in vitro cytotoxic activity by testing against human adenocarcinoma (A549), cervical cancer (HeLa), human neuroblastoma (SK−N‐SH) and human prostate cancer (DU‐145) cell lines. From the in vitro results, it was found that the compound derived from p ‐ NO2 phenyl (4 h) has potent activity against HeLa cell line with IC50 value 9.97 ± 0.05 μM. Also, the compounds having p ‐OCH3 phenyl (4 c), phenyl (4 i), and p ‐Cl phenyl (4 j) substitutions exhibited significant activity against HeLa cell line with IC50 values 19.78 ± 0.03 μM, 18.47 ± 0.01 μM and 15.61 ± 0.06 μM respectively. Abstract : A potential Microwave protocol has been developed to synthesize the pyrazolothiazoles derivatives. Compound 4 h was found to be potent anticancer agent among the synthesized new molecular hybrids (4 a‐l).