Iranian Journal of Basic Medical Sciences، جلد ۱۶، شماره ۱۱، صفحات ۱۱۵۵-۱۱۶۲
عنوان فارسی
چکیده فارسی مقاله
کلیدواژه‌های فارسی مقاله
عنوان انگلیسی Synthesis and In Vitro Cytotoxic Activity of Novel Chalcone-Like Agents
چکیده انگلیسی مقاله Objective(s): Chalcones and their rigid analogues represent an important class of small molecules having anticancer activities. Therefore, in this study the synthesis and cytotoxic activity of new 3-benzylidenchroman-4-ones were described as rigid chalcone analogues. Materials and Methods: The reaction of resorcinol with 3-chloropropionic acid in the presence of CF3SO3H was afforded corresponding propiophenone. It was cyclized using 2M NaOH to give 7-hydroxy-4-chromanone. O-Alkylation of 7-hydroxy-4-chromanone with alkyl iodide in the presence of K2CO3 gave 7-alkoxychroman-4-one. Finally, condensation of chroman-4-one derivatives with different aldehydes afforded target compounds in good yields. The newly synthesized compounds were tested in vitro against different human cancer cell lines including K562 (human erythroleukemia), MDA-MB-231 (human breast cancer), and SK-N-MC (human neuroblastoma) cells. The cell viability was evaluated using MTT colorimetric assay. Results: Most of the compounds showed good inhibitory activity against cancer cells. Among them, compound 4a containing 7-hydroxy group on chromanone ring and 3-bromo-4-hydroxy-5-methoxy substitution pattern on benzylidene moiety was the most potent compound with IC50 values ≤ 3.86 μg/ml. It was 6-17 times more potent than etoposide against tested cell lines. Conclusion: We described synthesis and cytotoxic activity of poly-functionalized 3-benzylidenechroman-4-ones as new chalcone-like agents. These compounds can be considered as conformationally constrained congeners of chalcones to tolerate the poly-functionalization on the core structures for further optimization.
کلیدواژه‌های انگلیسی مقاله Chalcones Cytotoxic activity 4-Chromanone Synthesis
نویسندگان مقاله بهرام لطافت | bahram letafat
department of chemistry, central tehran-branch, islamic azad university, tehran, iran

سازمان اصلی تایید شده: دانشگاه آزاد اسلامی علوم و تحقیقات (Islamic azad university science and research branch)

راحله شاکری | raheleh shakeri
institute of biochemistry and biophysics, university of tehran, tehran, iran

سازمان اصلی تایید شده: مرکز تحقیقات بیوشیمی و بیوفیزیک (Institute of biochemistry and biophysics)

سعید امامی | saeed emami
department of medicinal chemistry and pharmaceutical sciences research center, faculty of pharmacy, mazandaran university of medical sciences, sari, iran

سازمان اصلی تایید شده: دانشگاه علوم پزشکی مازندران (Mazandaran university of medical sciences)

سعیده نوشینی | saeedeh noushini
department of medicinal chemistry, faculty of pharmacy and pharmaceutical sciences research center, tehran university of medical sciences, tehran, iran

سازمان اصلی تایید شده: دانشگاه علوم پزشکی تهران (Tehran university of medical sciences)

نگار محمدحسینی | negar mohammadhosseini
department of medicinal chemistry, faculty of pharmacy and pharmaceutical sciences research center, tehran university of medical sciences, tehran, iran

سازمان اصلی تایید شده: دانشگاه علوم پزشکی تهران (Tehran university of medical sciences)

نیره شیرکوند | nayyereh shirkavand
department of chemistry, central tehran-branch, islamic azad university, tehran, iran

سازمان اصلی تایید شده: دانشگاه آزاد اسلامی علوم و تحقیقات (Islamic azad university science and research branch)

سوسن کبودانیان اردستانی | sussan kabudanian ardestani
institute of biochemistry and biophysics, university of tehran, tehran, iran

سازمان اصلی تایید شده: مرکز تحقیقات بیوشیمی و بیوفیزیک (Institute of biochemistry and biophysics)

ملیحه صفوی | maliheh safavi
institute of biochemistry and biophysics, university of tehran, tehran, irandepartment of medicinal chemistry, faculty of pharmacy and pharmaceutical sciences research center, tehran university of medical sciences, tehran, iran

سازمان اصلی تایید شده: مرکز تحقیقات بیوشیمی و بیوفیزیک (Institute of biochemistry and biophysics)

مرجانه samadizadeh | marjaneh samadizadeh
department of chemistry, central tehran-branch, islamic azad university, tehran, iran

سازمان اصلی تایید شده: دانشگاه آزاد اسلامی علوم و تحقیقات (Islamic azad university science and research branch)

آیدا لطافت | aida letafat
department of chemistry, tabriz branch, islamic azad university, tabriz, iran

سازمان اصلی تایید شده: دانشگاه آزاد اسلامی علوم و تحقیقات (Islamic azad university science and research branch)

عباس شفیعی | abbas shafiee
department of medicinal chemistry, faculty of pharmacy and pharmaceutical sciences research center, tehran university of medical sciences, tehran, iran

سازمان اصلی تایید شده: دانشگاه علوم پزشکی تهران (Tehran university of medical sciences)

علیرضا فرومدی | alireza foroumadi
department of medicinal chemistry, faculty of pharmacy and pharmaceutical sciences research center, tehran university of medical sciences, tehran, iran

سازمان اصلی تایید شده: دانشگاه علوم پزشکی تهران (Tehran university of medical sciences)

نشانی اینترنتی http://ijbms.mums.ac.ir/article_1933.html
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