本文選題：甾體雜環(huán) + 去氫表雄酮[17��； 參考：《鄭州大學(xué)》2014年碩士論文

【摘要】：甾體A環(huán)或D環(huán)與雜環(huán)稠合后形成的甾體雜環(huán)類化合物，通常具有良好的生物活性，因而受到藥物化學(xué)家的廣泛關(guān)注。此外，噻唑結(jié)構(gòu)單元作為活性基團(tuán)，廣泛存在于天然和人工合成具有藥理活性的化合物中。本論文以廉價(jià)易得的去氫表雄酮為起始原料（DHEA），將噻唑類結(jié)構(gòu)單元引入甾體母核，通過與各種醛縮合并經(jīng)還原，合成一類新型去氫表雄酮D環(huán)并噻唑環(huán)亞胺類及亞胺還原類化合物，并對其生物學(xué)活性進(jìn)行初步評。目前，主要研究工作如下： 1.以DHEA為起始原料，通過16-溴代去氫表雄酮與氨基硫脲之間的縮合成環(huán)反應(yīng)，經(jīng)結(jié)晶過濾即可高效經(jīng)濟(jì)的得到D-環(huán)稠合的2-氨基-噻唑去氫表雄酮，是一種方便有效合成D-環(huán)稠合噻唑環(huán)的方法。 2.以2-氨基-噻唑去氫表雄酮為底物，合成一系列新型去氫表雄酮D環(huán)并[17,16-d]噻唑，去氫表雄酮D環(huán)并[1,2-b]吡啶和去氫表雄酮D環(huán)并[17,16-d]噻唑并[2,1-b]咪唑類化合物。體外抗癌活性研究表明，大多數(shù)化合物對EC109、EC9706和MGC803細(xì)胞系具有較好的抑制作用。 3.首次合成一系列新型甾體D環(huán)并雜環(huán)類化合物。所有甾體雜環(huán)化合物的結(jié)構(gòu)都經(jīng)1H NMR、13C NMR和HRMS確證。
[Abstract]:The steroidal heterocyclic compounds formed by the thickening of A or D rings with heterocycles usually have good biological activity and have been widely concerned by pharmacologists.In addition, thiazole structural units, as active groups, widely exist in natural and synthetic compounds with pharmacological activities.In this paper, the thiazole structural unit was introduced into the steroidal parent nucleus from the cheap and easily available dehydroepiandrosterone (DHEAA), which was condensed with various aldehydes and reduced.A class of novel dehydroepiandrosterone D-ring thiazolyl ring imines and imines were synthesized and their biological activities were preliminarily evaluated.At present, the main research work is as follows:1.Using DHEA as the starting material, 2-aminothiazole-dehydroepiandrosterone (DHEA) was synthesized by condensation reaction between 16-bromodehydroepiandrosterone and thiosemicarbazone through crystallization filtration, and then the 2-aminothiazole dehydroepiandrosterone was obtained efficiently and economically.It is a convenient and effective method for the synthesis of D-ring fused thiazole ring.2.Using 2-aminothiazole-dehydroepiandrosterone as the substrate, a series of new dehydroepiandrosterone D-ring [17o16-d] thiazole, dehydroepiandrosterone D-ring and [1o2-b] pyridine and dehydroepiandrosterone D-ring and [17o16-d] thiazolidazole [2zolidazole] imidazole compounds were synthesized.The antitumor activity of most compounds on EC109 cell line EC9706 and MGC803 cell line was studied in vitro.3.A series of new steroid D-ring heterocyclic compounds were synthesized for the first time.The structures of all steroidal heterocyclic compounds were confirmed by 1H NMR 13C NMR and HRMS.
【學(xué)位授予單位】：鄭州大學(xué)
【學(xué)位級別】：碩士
【學(xué)位授予年份】：2014
【分類號】：R914.5;R96

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相關(guān)期刊論文 前1條

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本文編號：1767586