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Molecules 2016, 21(9), 1207; doi:10.3390/molecules21091207

Synthesis and Antimicrobial Characterization of Half-Calycanthaceous Alkaloid Derivatives

1
School of Environmental and Chemical Engineering, Jiangsu University of Science and Technology, Zhenjiang 212003, Jiangsu, China
2
Key Laboratory of Protection & Utilization of Biological Resources in Tarim Basin of Xinjiang Production and Construction Corps/College of Life Sciences, Tarim University, Alar 843300, Xinjiang, China
3
Key Laboratory of Botanical Pesticide R & D in Shaanxi Province, Yangling 712100, Shaanxi, China
*
Authors to whom correspondence should be addressed.
Academic Editor: Kamal Kumar
Received: 3 July 2016 / Revised: 6 September 2016 / Accepted: 6 September 2016 / Published: 9 September 2016
(This article belongs to the Special Issue Natural Product Inspired Scaffolds Designs)
View Full-Text   |   Download PDF [539 KB, uploaded 9 September 2016]   |  

Abstract

A total of 29 novel tetrahydropyrroloindol-based calycanthaceous alkaloid derivatives were synthesized from indole-3-acetonitrile in good yields. The synthesized compounds were evaluated against nine strains of bacteria and a wide range of plant pathogen fungi. Bioassay results revealed that majority of the compounds displayed similar or higher in vitro antimicrobial activities than the positive control. The biological activities also indicated that substituents at R4 and R5 significantly affect the activities. Notably, compound c4 was found to be most active among the tested calycanthaceous analogues and might be a novel potential leading compound for further development as an antifungal agent. The results could pave the way for further design and structural modification of calycanthaceous alkaloids as antimicrobial agents. View Full-Text
Keywords: calycanthaceous alkaloids; synthesis; biological activity; agrochemicals; SAR calycanthaceous alkaloids; synthesis; biological activity; agrochemicals; SAR
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Zheng, S.; Zhou, X.; Xu, S.; Zhu, R.; Bai, H.; Zhang, J. Synthesis and Antimicrobial Characterization of Half-Calycanthaceous Alkaloid Derivatives. Molecules 2016, 21, 1207.

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