探索l -薄荷酮在不同条件下Fischer吲哚化的非对映选择性、新的(2R,4aS)-2,3,4,4a-四氢- 1h -咔唑类似物的光谱表征和生物活性

Munisaa Younus, Marium Ahsan, Noor-ul Huda, M. Khan, S. Rasheed, Rabia Sadiq, F. Z. Basha
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引用次数: 1

摘要

四烃基唑类化合物是一类重要的杂环化合物,具有许多生物学特性。它们也存在于几种天然产物中。在本研究中,使用不同的反应条件,研究了L-薄荷酮的Fischer吲哚化的非对映选择性。在不同的温度下,除了CuBr和硼酸外,所用的酸没有观察到明显的非对映选择性,获得了令人满意的结果。此外,报道了一个新的(2R,4aS)-2,3,4,4a-四氢-1H-咔唑类似物的小文库,并使用本文的光谱技术对其进行了结构表征。此外,评估了这些化合物的不同生物活性,如碳酸酐酶抑制、免疫调节和抗癌活性,但没有显示出任何活性。由于合成的文库在正常细胞系中进行细胞毒性测试时被发现是安全的,因此在不久的将来将对其进行其他生物活性的探索,以确定其生物学结果。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
Exploring the diastereoselectivity for Fischer indolization of L-menthone under different conditions, spectral characterization, and biological activities of new (2R,4aS)-2,3,4,4a-tetrahydro-1H-carbazole analogs
Tetrahydrocarbazoles are important class of heterocycles that exhibit numerous biological properties. They are also found in several natural products. In the present study, Fischer indolization of L-menthone was investigated for diastereoselectivity using different reaction conditions. No appreciable diastereoselectivity was observed for the acids used except CuBr and boric acid at varying temperatures, where satisfactory results were obtained. In addition, a small library of new (2R,4aS)-2,3,4,4a-tetrahydro-1H-carbazole analogs was reported and structurally characterized using spectroscopic techniques herein. Additionally, the compounds were evaluated against different biological activities, such as carbonic anhydrase inhibitory, immunomodulatory, and anticancer activities and did not show any activity. As the synthesized library was found safe when tested against cytotoxicity in normal cell line, it will be explored for other biological activities in near future to identify its biological outcome.
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