One-pot synthesis and in-vitro anticancer evaluation of 5-(2′-indolyl)thiazoles

نویسندگان

  • Buchi Reddy Vaddula
  • Mukund P. Tantak
  • Rachana Sadana
  • Michael A. Gonzalez
  • Dalip Kumar
چکیده

A series of 5-(2'-indolyl)thiazoles were synthesized and evaluated for their cytotoxicity against selected human cancer cell lines. The reaction of thioamides 3 with 3-tosyloxypentane-2,4-dione 4 led to in situ formation of 5-acetylthiazole 5 which upon treatment with arylhydrazines 6 in polyphosphoric acid resulted in the formation of 5-(2'-indolyl)thiazoles 2. Among the synthesized 5-(2'-indolyl)thiazoles, compounds 2d-f, and 2h exhibited encouraging anticancer activity and also selectivity towards particular cell lines (IC50 = 10-30 μM). Further studies on the SAR of compound 2e may result in good anticancer activity.

برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

ثبت نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

منابع مشابه

One-pot Synthesis and Characterization of Highly Functionalized Thiazoles

A facile and efficient one-pot three-step process for the synthesis of 5-acetyl-2-imino-4-methylthiazoles via the cyclocondensation of 3-thiocyanatoacetylacetone with various hydrazine or hydrazide derivatives in EtOH has been developed. 3-Thiocyanatoacetylacetone itself has been synthesized as the intermediate from substitution reaction of thiocyanate with 3-chloroacetylacetone. B...

متن کامل

Microwave-assisted one pot three-component synthesis of some novel pyrazole scaffolds as potent anticancer agents

BACKGROUND Pyrazoles, thiazoles and 1,3,4-thiadiazoles have been reported to possess various pharmacological activities. RESULTS An efficient and a novel approach for the synthesis of some novel pyrazole based-azoles are described via multi-component reaction under controlled microwave heating conditions. The structures of the synthesized compounds were assigned on the basis of elemental anal...

متن کامل

Green synthesis of bis(indolyl)methanes in water using sulfonic acid functionalized silica (SiO2-Pr-SO3H)

Bis(indolyl)methanes are important group of bioactive metabolites of terrestrial and marine regions. They were synthesized by different methods. Herein, a clean, one-pot synthesis of bis(indolyl)methane derivatives by cyclo-condensation reaction of indole and various aldehydes using Sulfonic acid functionalized silica (SiO2-Pr-SO3H) in aqueous media is reported. The advantages of this new metho...

متن کامل

Green synthesis of bis(indolyl)methanes in water using sulfonic acid functionalized silica (SiO2-Pr-SO3H)

Bis(indolyl)methanes are important group of bioactive metabolites of terrestrial and marine regions. They were synthesized by different methods. Herein, a clean, one-pot synthesis of bis(indolyl)methane derivatives by cyclo-condensation reaction of indole and various aldehydes using Sulfonic acid functionalized silica (SiO2-Pr-SO3H) in aqueous media is reported. The advantages of this new metho...

متن کامل

N-(5-Mercapto-1,3,4-Thiadiazol-2-yl)-2-Phenylacetamide Derivatives: Synthesis and In-vitro Cytotoxicity Evaluation as Potential Anticancer Agents

A new series of N-(5-Mercapto-1,3,4-thiadiazol-2-yl)-2-phenylacetamide derivatives (3a-3j) were synthesized via an amidation reaction using EDC and HOBt in acetonitrile solvent at room temperature condition. Chemical structures were characterized by 1H NMR, IR and MS spectroscopic methods and related melting points were also determined. The anticancer activity was evaluated using MTT procedure ...

متن کامل

ذخیره در منابع من


  با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید

برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

ثبت نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

عنوان ژورنال:

دوره 6  شماره 

صفحات  -

تاریخ انتشار 2016