Zolala, Fatemeh

Simorgh Research Repository

   دانشگاه علوم پزشکی و خدمات بهداشتی درمانی کرمان دانشکده داروسازی و علوم دارویی  پایان نامه دکترای عمومی داروسازی    عنواناستخالف شده با خواص " کرومنـ  4H تتراهیدرو"سنتز مشتقات جدید های سه جزئی در مجاورت بالقوه بیولوژیک با استفاده از واکنش نانوکاتالیزورهای بازی  توسط فاطمه ذوالعلی  راهنما اتیداس دکتر یعقوب پورشجاعی پوری دکتر علی اسد      1251نامه:شماره پایان      1399زمستان   Kerman University of Medical Sciences Faculty of Pharmacy  Pharm.D Thesis      Title: Three-component synthesis of new substituted” tetrahydro-4H-chromene” derivatives with potential biological activity in the presence of basic nano catalysts    By: Fatemeh Zolala    Supervisors: Dr. Yaghoub Pourshojaei Dr. Ali Asadipour             Winter 2020                                                    Thesis No:1251  I   خالصه  خالصه  هایشده با استفاده از واکنشکرومن استخالف-4Hهدف از این مطالعه سنتز مشتقات جدید  مقدمه:ترکیبات با توجه به خواص بیولوژیکی مانند خواص  این حضور نانوکاتالیزور بازی است.با  جزئیسه دارای اهمیت هستند.لزایمری و خواص ضدآ یضدسرطان ،ضدمیکروبیمالونونیتریل دیمدون و  لدهید،ی آبا مواد اولیه جزئیچندهای رکیبات کرومن توسط واکنشت :هاروشمحصوالت با روش تبلور مجدد بوجود آمدند.  رفالکسو تحت  یزگر نیکل فریتدر حضور کاتال سنجیهای طیفبا روش وگیری شد ی ذوب ترکیبات اندازهنقطهسازی شدند و سپس خالص1HNMR,13CNMR وIR  یدند.گردآنالیز از رفالکس تحت شرایط  ساعته 3تا 2در بازه زمانی با راندمان خوب تا عالی هدف کیبات تر نتایج: هایو ساختار شیمیایی آنها با روشتهیه شدند آلدهیدهای آروماتیک، دیمدون و مالونونیتریل واکنش  .یید قرار گرفتأمورد ت IRو 1HNMR,13CNMR سنجیطیفه با توجه به پرداخته شده است ک کرومن-4H در این پروژه به سنتز ترکیبات بحث و نتیجه گیری:ساخت داروهای های تکمیلی و و پژوهشدر تحقیقات  ترکیباتتوان از این مده مینتایج بدست آ .ه بردبهرو برخی محصوالت دارویی مهم مرتبط با سرطان و آلزایمر  .، نانوکاتالیزور بازی کرومن-4Hهای سه جزئی، واکنشكلمات كلیدی: Abstract   II Abstract  Introduction: The aim of this study was to synthesize some new 4H-chromene derivatives via using a three-component reaction in the presence of a basic nano-catalyst. Due to their biological properties, such as antimicrobial, anti-cancer and anti-Alzheimer's properties, these compounds can be used in the synthesis and production of other biologically active compounds.  Methods: The chromene compounds were formed by a multi-component reaction using an aldehyde, dimedone, and malononitrile in the presence of nickel ferrite catalyst and under reflux. The products were purified by recrystallization method and then the melting point of the products was measured and their structure was confirmed by 1HNMR, 13CNMR and IR spectroscopy methods.  Results: The designed compounds were prepared with good to excellent yeilds within 2 to 3 hours under reflux condition and their chemical structure was confirmed by 13CNMR,1HNMR and IR spectroscopy  methods.  Conclusion: In this project, a new synthesis of 4H-chromene compounds has been performed, which according to the obtained results, these compounds can be used in additional research and development of drugs related to cancer and Alzheimer's and some important pharmaceutical products.  Keywords: Three-component, reactions, Tetrahydro chromens, Basic nano-catalyst.    III  فهرست مطالب  فهرست مطالب صفحه           عنوان  I  .................................................................................................................................................. خالصهAbstract ............................................................................................................................................  II  III  .................................................................................................................................. فهرست مطالب VI .................................................................................................................................. فهرست جداول VII  ................................................................................................................................. فهرست اشکال  فصل اول: مقدمه 2  ........................................................................................................................ ـ پیشگفتار و هدف1ـ1 3  ................................................................................. ـ رابطهی ساختار و فعالیت ترکیبات کرومن2ـ1 MCR) ...................................................................................................  5)های چندجزئی ـ واکنش3ـ1 7  ............................................... ها با استفاده از واکنشهای چندجزئی پیران-4Hـ سنتز مشتقاتی از 4ـ1 9  ............................................................................. ـ خواص ضدمیکروبی، ضدقارچ و ضدباکتری5ـ1 11  ........................................................................................... هاپیران bronchovascularـ خواص6ـ1 12  ................................................................................................................... ـ خواص ضدسرطان7ـ1 13  ............................................................................. ـ کاربرد نانوکاتالیزورها در سنتز ترکیبات آلی8ـ1  هاها و روشفصل دوم: مواد، دستگاه 16  ............................................................................................................................ ـ مواد شیمیایی1ـ2 17  .................................................................................................................... هادستگاهـ وسایل و 2ـ2 17  ..................................................................................................................................... هاـ روش3ـ2 IV  فهرست مطالب  17  .............................................................................................................................. ـ روش کار1ـ3ـ2 FT-IR ...........................................................................  18سنجیونه برای طیفـ روش تهیه نم2ـ3ـ2 NMR ...........................................................................  19سنجی روش تهیه نمونه برای طیفـ 3ـ3ـ2  فصل سوم: نتایج 21  ......................................................................................................................................... ـ بحث1ـ3 24  .............................................................. سنتز شدهسنجی و تایید ساختار مشتقات ـ نتایج طیف2ـ3 4a .............................................................................................................................  24ـ ترکیب 1ـ2ـ3 4b .............................................................................................................................  28ـ ترکیب 2ـ2ـ3 4c .............................................................................................................................  32ـ ترکیب 3ـ2ـ3 4d .............................................................................................................................  36ـ ترکیب 4ـ2ـ3 4e .............................................................................................................................  40ـ ترکیب 5ـ2ـ3 4f..............................................................................................................................  42ـ ترکیب 6ـ2ـ3  گیریبحث و نتیجه فصل چهارم: 45  ................................................................................................................... گیریـ بحث و نتیجه1ـ4 45  .................................................................... اختار مشتقات سنتز شدهـ شناسایی طیفی وتأیید س2ـ4 74  ........................................................................................................................ ـ مکانیسم واکنش3ـ4 48  ............................................................................................................ هاگر کرومنـ مشتقات دی4ـ4 49  ................................................................................................................................. ـ پیشنهادات5ـ4  منابع 51  ................................................................................................................................................... منابع V  فهرست مطالب  55  ........................................................................................................................................... هاپیوست  51  منابع  منابع[1] Ghahremanzade R. 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=Three-component synthesis of new substituted” tetrahydro-4H-chromene” derivatives with potential biological activity in the presence of basic nano catalysts

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=Three-component synthesis of new substituted” tetrahydro-4H-chromene” derivatives with potential biological activity in the presence of basic nano catalysts

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