بررسي پيوند هيدروژني درون مولكولي در مشتقات آنترانيليك اسيدها

Investigation of intramolecular hydrogen bond in Anthranilic acid derivatives

ﻫﺪف از اﯾﻦ ﻣﻄﺎﻟﻌﻪ ﺗﺤﻘﯿﻖ درﺑﺎرهي ﺳﺎﺧﺘﺎر ﻫﻨﺪﺳﯽ، ﭘﯿﻮﻧﺪ ﻫﯿﺪروژﻧﯽ درون ﻣﻮﻟﮑﻮﻟﯽ و ﻓﺮﮐﺎﻧﺲ ارﺗﻌﺎﺷﯽِ ﺑﺮﺧﯽ از ﻣﺸﺘﻘﺎت آﻧﺘﺮاﻧﯿﻠﯿﮏ اﺳﯿﺪﻫﺎ اﺳﺖ. ﻣﺸﺘﻘﺎت آﻧﺘﺮاﻧﯿﻠﯿﮏ اﺳﯿﺪﻫﺎ ﺑﻪ ﻋﻨﻮان داروﻫﺎي ﺿﺪ اﻟﺘﻬﺎﺑﯽ ﺷﻨﺎﺧﺘﻪ ﺷﺪه اﻧﺪ. ﻣﻄﺎﻟﻌﺎت ﺗﺌﻮري اﯾﻦ ﺗﺮﮐﯿﺒﺎت ﺑﺎ اﺳﺘﻔﺎده از ﻣﺤﺎﺳﺒﺎت ﻧﻈﺮﯾﻪي ﺗﺎﺑﻌﯽ ﭼﮕﺎل )DFT ( در ﺳﻄﺢB3LYP و ﺑﺎ اﺳﺘﻔﺎده از ﺳﺮي ﭘﺎﯾﻪ **G++6-311 اﻧﺠﺎم ﺷﺪه اﺳﺖ. ﻣﺤﺎﺳﺒﺎت اورﺑﯿﺘﺎل ﭘﯿﻮﻧﺪي ﻃﺒﯿﻌﯽ )NBO( ﺟﻬﺖ ﺑﺮرﺳﯽ ﻣﺮﺗﺒﻪ ﭘﯿﻮﻧﺪ، ﺑﺎر ﻃﺒﯿﻌﯽ، ﺑﺮﻫﻢ ﮐﻨﺶﻫﺎي ﻓﻀﺎﯾﯽ و ﻋﺪم اﺳﺘﻘﺮار اﻟﮑﺘﺮونﻫﺎ ﺑﺮاي ﺗﻤﺎﻣﯽ ﻣﻮﻟﮑﻮلﻫﺎ ﺑﻪ ﻣﻨﻈﻮر ﺑﺮرﺳﯽ ﭘﯿﻮﻧﺪﻫﺎي ﻫﯿﺪروژﻧﯽ درونﻣﻮﻟﮑﻮﻟﯽ اﻧﺠﺎم ﺷﺪه اﺳﺖ. ﻋﻼوه ﺑﺮ اﯾﻦ ﻣﺤﺎﺳﺒﺎت NMR ﺑﺮاي ﺗﻤﺎﻣﯽ ﺗﺮﮐﯿﺒﺎت ﺑﻪ ﻣﻨﻈﻮر ﻣﻘﺎﯾﺴﻪي ﻗﺪرت ﭘﯿﻮﻧﺪ ﻫﯿﺪروژﻧﯽ درون ﻣﻮﻟﮑﻮﻟﯽ اﻧﺠﺎم ﺷﺪ

The aim of this research is investigating the geometry, intramolecular hydrogen bond and vibrational frequency of some Anthranilic acid derivatives. Some derivatives of Anthranilic acid are known as anti-inflammatory drugs. Theoretical calculations of these compounds have been analyzed by means of DFT calculations at B3LYP level by using 6-311++ G** basis set. For investigation of intramolecular hydrogen bonds natural bond orbital (NBO) analysis, natural bond analysis, natural bond order, steric effects and electron delocalization For all of the molecules were calculated. Also NMR calculations were performed for all of the compounds in order to compare the intramolecular hydrogen bond strength. Keywords: Anthranilic acid, Intramolecular hydrogen bond, Natural bond orbital ( NBO), Density functional theory.