研究對合成熔融，線性和角雜環可溶性小分子庫的支持，新的癌症治療

Studies towards the Synthesis of Fused, Linear and Angular Heterocyclic Small Molecular Libraries on Soluble Support as Novel Cancer Therapeutics

馬娜莉(Maiti, Barnali)

指導教授 ： 孫仲銘

國立交通大學/理學院/應用化學系所/博士(2011年)

https://doi.org/10.6842/NCTU.2011.00742

摘要

一種新型的離子液體的支持下，合成的協議已經發展走向合成四氫-β-咔氧和硫乙內酰脲類似物，二氫喹唑啉和四氫喹唑啉類似物的使用重點微波照射高純度和優良的產量。對於我們第一次開發出合成四氫-β-咔氧和硫乙內酰脲類似物在環境良性媒體對離子液體的支持。

關鍵字

AC -乙酰，BZ -芐

並列摘要

A novel ionic liquid supported, synthetic protocol has been developed toward the
synthesis of tetrahydro-β-carboline oxo and thio hydantoin analogs, dihydro-quinazolines
and tetrahydro-quinazolines analogue by the use of focused microwave irradiation with
high purity and excellent yields. For the first time we have developed the synthesis of
tetrahydro-β-carboline oxo and thio hydantoin analogs in environmentally benign media
on ionic liquid support. We have also developed the synthesis of dihydro-quinazolines
and tetrahydro-quinazolines analogue on ionic liquid support under mild condition with
minimum synthetic step.
In a study aimed at developing a novel concise approach to the benzimidazole-pyrrolo[1,2-a]quinoxaline and benzimidazole-pyrrolo[1,2-a]quinoxalinone core of
medicinal interest, a SNAr/Pictet-Spengler reaction and partial nitro group reduction/SN2
reaction has been identified that gives the direct access to the target compound on soluble
polymer support under focused microwave irradiation. For the first time we have
introduced pyrrole and pyrrole carboxylate moiety into the aromatic system by SNAr
reaction. Further subsequent pictet-spengler cyclisation, partial nitro group reduction and
SN2 reaction has been developed for the medicinally important core of benzimidazole-pyrrolo[1,2-a]quinoxaline and benzimidazole-pyrrolo[1,2-a]quinoxalinone analogs.

並列關鍵字

ac-Acetyl, Bz-Benzyl

參考文獻

1. Wyke, J. A. Eur. J. Cancer. 2006, 36, 1589-1594.

3. Fonar Y, Frank D.Anticancer Agents Med. Chem. 2011, 27, 1.

Gynecol Cancer. 2003, 13, 125-9.

5. Carmeliet, P.; Jain, R. K. Nature, 2011, 473, 298-306.

7. Carmeliet, P. Nature 2005, 42, 932–936.