Three new prenylated xanthones from Comastoma pedunculatum and their anti-tobacco mosaic virus activity

Zhou, Min; Zhou, Kun; Zhao, Yingliang; Xiang, Neng-Jun; Zhang, Tiandong; Wang, Yue-De; Dong, Wei; Ji, Bing‐Kun; Li, Limei; Lou, Jie; Li, Gan‐Peng; Hu, Qiu‐Fen

doi:10.1016/j.phytol.2015.01.006

Cited by 12 publications

(5 citation statements)

References 11 publications

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“…Moreover, compound 11 significantly inhibited (by 67.2%) the expression of ToCV coat protein (ToCV-CP) in plants to a better extent than ningnanmycin (59.5%), thereby inhibiting the proliferation of ToCV in plants and ultimately affording a certain degree of protection against ToCV. Chemical structures of some other representative benzopyran compounds 12 – 15 with antiviral activity are shown in Figure . − , …”

Section: Benzopyran Active Compounds For Agricultural Applicationmentioning

confidence: 99%

“…However, the field control effect of these two antiviral agents is not satisfactory . As an important natural scaffold, benzopyrans are widely prevalent in plants such as Ranunculus japonicus Thunb, and Artemisia siamese . − …”

Section: Benzopyran Active Compounds For Agricultural Applicationmentioning

confidence: 99%

“…Chemical structures of some other representative benzopyran compounds 12−15 with antiviral activity are shown in Figure 4. [46][47][48]60 The discovery of antiphytoviral agents using benzopyran as the core scaffold was based on chemical modification chiefly at the 2-and 3-positions of the pyran ring (Figure 5a), and predominantly, the introduction of double ether and alkoxy flexible chains at the 3-position of the benzopyran ring to connect the active fragments. This modification has been shown to significantly improve the antiviral activity of the compound, reflecting the importance of derivatization at the 3-position of the benzopyran ring for the discovery of new antiviral agents.…”

Section: ■ Introductionmentioning

confidence: 99%

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Recent Advances and Outlook of Benzopyran Derivatives in the Discovery of Agricultural Chemicals

Liu,

Zhang,

Zou

et al. 2024

J. Agric. Food Chem.

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Scaffold structures, new mechanisms of action, and targets present enormous challenges in the discovery of novel pesticides. The discovery of new scaffolds is the basis for the continuous development of modern agrochemicals. Identification of a good scaffold such as triazole, carbamate, methoxy acrylate, pyrazolamide, pyrido-pyrimidinone mesoionic, and bisamide often leads to the development of a new series of pesticides. In addition, pesticides with the same target, including the inhibitors of succinate dehydrogenase (SDH), oxysterol-binding-protein, and p-hydroxyphenyl pyruvate dioxygenase (HPPD), may have the same or similar scaffold structure. Recent years have witnessed significant progress in the discovery of new pesticides using natural products as scaffolds or bridges. In recent years, there have been increasing reports on the application of natural benzopyran compounds in the discovery of new pesticides, especially osthole and coumarin. A systematic and comprehensive review of benzopyran active compounds in the discovery of new agricultural chemicals is helpful to promote the discussion and development of benzopyran active compounds. Therefore, this work systematically reviewed the research and application of benzopyran derivatives in the discovery of agricultural chemicals, summarized the antiviral, herbicidal, antibacterial, fungicidal, insecticidal, nematicidal and acaricidal activities of benzopyran active compounds, and discussed the structural−activity relationship and mechanism of action. In addition, some active fragments were recommended to further optimize the chemical structure of benzopyran active compounds based on reference information.

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Section: Benzopyran Active Compounds For Agricultural Applicationmentioning

confidence: 99%

Section: Benzopyran Active Compounds For Agricultural Applicationmentioning

confidence: 99%

Section: ■ Introductionmentioning

confidence: 99%

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Recent Advances and Outlook of Benzopyran Derivatives in the Discovery of Agricultural Chemicals

Liu,

Zhang,

Zou

et al. 2024

J. Agric. Food Chem.

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“…The HMBCs of H-C(6 0 )/C (c,1 0 ,2 0 ,4 0 ,5 0 ), H-C(b)/C(c), and H-C(6)/C(b,1,2,4,5) verified the existence of chalcone skeleton. The HMBCs of CH 2 (1″)/C(2″,3″) and CH 2 (4″)/C(2″,3″,5″) assigned the isoprenoid group to be a 3-methyl-2-oxobut-3-enyl moiety (d(C) 43.2, C(1″); 197.7, C(2″); 144.3, C(3″); 123.2, C(4″); 17.0, C(5″)), [15] which was connected to C(2) by the HMBC cross-peaks of CH 2 (1″)/C (1,2,3). The HMBCs from one methoxy group at d(H) 3.85 to C(3) and from another one at d(H) 3.81 to C(4 0 ) revealed that they were located at C(3) and C(4 0 ), resp.…”

Section: Structure Elucidationmentioning

confidence: 99%

New Cytotoxic Alkylated Chalcones from Fatoua villosa

Xue

Yang

et al. 2017

Chemistry & Biodiversity

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Three new alkylated chalcones, villosins A - C (1 - 3), five known analogues, together with ten known coumarins, were isolated from Fatoua villosa. The structures of the new compounds were elucidated by extensive spectroscopic analysis, including 1D-, 2D-NMR, and MS data. Compounds 1 - 3 showed cytotoxicity against five kinds of human tumor cell lines (NB4, A549, SHSY5Y, PC3, and MCF7) with IC values ranging from 1.4 ± 0.1 to 5.7 ± 0.3 μm.

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“…Natural products having dihydropyran ring moiety are reported that they displayed unique biological activities. [14][15][16][17][18][19][20] Eurotiumide F (3) and G (4) were evaluated the antimicrobial activities and they displayed medium antimicrobial activities against several strains. As our continuous research, we conducted the asymmetric total syntheses of eurotiumide F (3) and eurotiumide G (4) for elucidating the asymmetric centers of C3-and C4-positions of them, and evaluate the further investigation of biological activities.…”

Section: Introductionmentioning

confidence: 99%

Asymmetric Total Syntheses and Structure Elucidations of (+)-Eurotiumide F and (+)-Eurotiumide G

et al. 2019

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Asymmetric total syntheses of dihydropyran containing natural products, ()-eurotiumide F and ()-eurotiumide G have been described. These total syntheses revealed the absolute configuration of eurotiumide F and G, and confirmed the reported structure of eurotiumide F and revised the reported structure of eurotiumide G. Highlight of these syntheses is thermal rearrangement with 4-methoxyisochroman-1-one derivative having propargyl ether on phenolic ether under thermal condition to construct dihydropyran ring. X-Ray crystallographic analysis of ()-eurotiumide G clarified the stereochemistry at the C1-position.

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Three new prenylated xanthones from Comastoma pedunculatum and their anti-tobacco mosaic virus activity

Cited by 12 publications

References 11 publications

Recent Advances and Outlook of Benzopyran Derivatives in the Discovery of Agricultural Chemicals

Recent Advances and Outlook of Benzopyran Derivatives in the Discovery of Agricultural Chemicals

New Cytotoxic Alkylated Chalcones from Fatoua villosa

Asymmetric Total Syntheses and Structure Elucidations of (+)-Eurotiumide F and (+)-Eurotiumide G

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