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Synthesis and bioactivity of novel amide derivatives containing an indenamine moiety

Sihui Wu, Yinzhi Luo, Wang Shi, Shuo Zhan, Hao Zhang, Hairong Luo, and Meihang Chen

Colleges of Material and Chemistry Engineering, Tongren University, Tongren, China

Received: 6 November 2025 Accepted: 19 December 2025

Abstract:

A series of novel amide derivatives incorporating an indenamine moiety were synthesized and evaluated for their biological activity. The results demonstrated that these target compounds possess notable antibacterial and moderate antifungal activities. Specifically, compounds N-((1R,2S)-2,6-dimethyl-2,3-dihydro-1H-indenyl)-3-nitrobenzamide (8a), (R)-N-(2,3-dihydro-1H-indenyl)-4-(trifluoromethyl)benzamide (8f), (R)-2-chloro-N-(2,3-dihydro-1H-indenyl)benzamide (8g), (R)-N-(2,3-dihydro-1H-indenyl)-3-methoxybenzamide (8k) and (S)-N-(2,3- dihydro-1H-indenyl)-3-fluorobenzamide (8s) exhibited potent antibacterial effects with EC₅₀ values of 36.04, 36.03, 45.46, 65.45 and 19.68 µg/mL, respectively, all of which were superior to the reference agent thiodiazole-copper (73.1 µg/mL). Furthermore, several compounds showed significant activity against Xanthomonas citri subsp. Citri (Xac). Compounds, (R)-N-(2,3-dihy dro-1H-indenyl)-3-methylbenzamide (8e), 8f, (R)-N-(2,3-dihydro-1H-indenyl)-4-methoxybenz-amide (8h) and (S)-N-(2,3-dihydro-1H-indenyl)-4-methoxybenzamide (8o) displayed EC₅₀ values of 57.49, 52.34, 52.15, and 76.61 µg/mL, respectively, demonstrating efficacy comparable to that of thiodiazole-copper (70.36 µg/mL). These results highlight the potential of this structural class as promising candidates for the development of new agrochemicals, offering a potential strategy for managing resistant bacterial diseases in agriculture.

Keywords: Amide derivatives; Indenamine; Synthesis; Antibacterial and antifungal activity

Full paper is available at www.springerlink.com.

DOI: 10.1007/s11696-025-04611-6

Chemical Papers 80 (5) 5089–5097 (2026)

Thursday, July 02, 2026