Cyclopenta[<i>c</i>]pyrans

Tintas, Mihaela‐Liliana; Bogdan, Elena; Grosu, Ion

doi:10.1002/jhet.589

Cited by 13 publications

(1 citation statement)

References 52 publications

(123 reference statements)

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“…Cerbinal (Scheme ), an aromatic cyclopenta[ c ]pyran natural product, was initially isolated from the bark of Cerbera manghas L . by Abe et al, which possessed bactericidal activities against Bipolaris sorokiniana, Colletotrichum lagenarium, Helminthosporium , Pyricularia , and Puccinia species .…”

Section: Introductionmentioning

confidence: 99%

Novel Cyclopenta[c]pyridine Derivatives Based on Natural Cerbinal as Potential Agrochemical Anti-TMV Agents and Insecticides

Li,

Xu,

Zou

et al. 2024

J. Agric. Food Chem.

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Based on natural cerbinal, a series of novel 4-bit modified cyclopenta[c]pyridine derivatives containing a substituted amide or ester moiety were designed and synthesized for the first time. Their structures were systematically characterized by NMR and high-resolution mass spectra (HRMS). The anti-TMV activities, such as protection, inactivation, and curative effects in vivo, were evaluated methodically. The lethal activities of the target compounds against the agriculturally common pests Plutella xylostella larvae and Aphis laburni kaltenbach were evaluated by the immersion method. The bioassay results indicated that most of the target compounds exhibited good to excellent anti-TMV activity levels, good lethal activity against P. xylostella larvae at 600 μg/mL, and greater insecticidal activities against A. laburni Kaltenbach compared to the plant-derived insecticide rotenone. The binding mode of cerbinal and cyclopenta[c]pyridine derivatives 4b, 4p, and 4v with the TMV protein was studied with a molecular docking method, which indicated that the functional group of the 2-and 4-positions is vital for anti-TMV activity. The systematic research provides strong evidence that these novel 4-bit modified cyclopenta[c]pyridine derivatives could become potential agrochemical insecticides and anti-TMV agents.

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Section: Introductionmentioning

confidence: 99%

Novel Cyclopenta[c]pyridine Derivatives Based on Natural Cerbinal as Potential Agrochemical Anti-TMV Agents and Insecticides

Li,

Xu,

Zou

et al. 2024

J. Agric. Food Chem.

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ChemInform Abstract: Cyclopenta[c]pyrans

2011

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Minimizing the risk of deducing wrong natural product structures from NMR data

Burns

Reynolds

2019

Magnetic Reson in Chemistry

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There continues to be a disturbing number of natural products reported in the literature whose structures are incorrect. At least in part, this reflects the fact that many natural product chemists have limited formal nuclear magnetic resonance training. Gaps in training and lack of awareness regarding the challenges and ambiguities associated with two‐dimensional nuclear magnetic resonance data interpretation can easily lead to errors in structure elucidation. The purpose of this tutorial is to point out some of these issues, highlight the kinds of errors that have been made and provide specific advice on how to avoid these missteps such that the risk of reporting a wrong structure is minimized.

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Cyclopenta[c]pyrans

Cited by 13 publications

References 52 publications

Novel Cyclopenta[c]pyridine Derivatives Based on Natural Cerbinal as Potential Agrochemical Anti-TMV Agents and Insecticides

Novel Cyclopenta[c]pyridine Derivatives Based on Natural Cerbinal as Potential Agrochemical Anti-TMV Agents and Insecticides

ChemInform Abstract: Cyclopenta[c]pyrans

Minimizing the risk of deducing wrong natural product structures from NMR data

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