Synthesis and Investigation of Tetrahydro-β-carboline Derivatives as Inhibitors of Plant Pathogenic Fungi

Abstract

A series of tetrahydro-ß-carbolines substituted with an alkyl or acyl side chain was synthesized and screened for its antifungal activity against plant pathogenic fungi (Bipolaris oryzae, Curvularia lunata, Fusarium semitectum, and Fusarium fujikuroi). The structure activity relationship revealed that the substituent at the piperidine nitrogen plays an important role for increasing antifungal activities. In this series, 2-octyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole (3g) displayed potent antifungal activities with a minimum inhibitory concentration of 0.1 μg/mL, including good inhibitory activity to the radial growth of fungus at a concentration of 100 μg/mL compared to amphotericin B.

Interactions between Metals and Eudistomins of Ascidian Origin: A Computational Study

“…12,16,20−27 While their role to avoid predation remains a topic that needs deeper study, these compounds have a huge pharmacological significance. 12,20,21,28,29 In some plants, insects, etc., alkaloids usually have a role in their chemical defense, 30,31 which might be the case for ascidians. Various studies also point to the presence of sulfate ions and/or sulfuric acid in the cells of ascidians.…”

“…The pharmacological importance of eudistomins is an intriguing topic. These compounds exhibit a wide variety of bioactivity and demonstrate a broad spectrum of pharmacological properties including sedative, anxiolytic, hypnotic, anticonvulsant, antitumor, antiviral, antiparasitic, and antimicrobial activities. ,,− While their role to avoid predation remains a topic that needs deeper study, these compounds have a huge pharmacological significance. ,,,, In some plants, insects, etc., alkaloids usually have a role in their chemical defense, , which might be the case for ascidians. Various studies also point to the presence of sulfate ions and/or sulfuric acid in the cells of ascidians. ,− The presence of acidic cells in their tunic is supposedly an effective way to deter potential predators .…”

Lipase-Catalyzed Strategies for the Preparation of Enantiomeric THIQ and THβC Derivatives: Green Aspects

“…The protected form of (S)-1-isopropyl-THβC was used in the synthesis of (S)-quinolactacin-B with activity against tumor necrosis factor [18]. Therefore, it is not surprising that a large number of publications describing the preparation of important THIQ and THβC derivatives have appeared and most of them reviewed [1,2,[19][20][21][22][23]. Indeed, only very few articles describe the lipase-catalyzed synthesis of THIQ and THβC enantiomers, with simple molecular structures.…”