Antiviral Fluorenone Derivatives from Arundina gramnifolia

Niu, De‐Yun; Han, Jing-Mei; Kong, Wei-Song; Cui, Zhu-Wen; Hu, Qiu‐Fen

doi:10.14233/ajchem.2013.15052

Cited by 10 publications

(6 citation statements)

References 9 publications

(13 reference statements)

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“…Arundina graminifolia (D. Don) Hochr., a species widely distributed in subtropical Asia and known as bai-yang-jie in Chinese, has a long history of use as one of the major drugs in a formula “BaoGan Capusle” with the efficacy of heat clearing and detoxifying, dispersing blood and relieving pain, reducing inflammation and promoting urination and so on [1]. Previous phytochemical investigation focusing on the chloroform and ethyl acetate exacts of A. graminifolia had resulted in the separation of stilbenoids [2,3,4], phenols [5,6,7], flavonoids [8,9] and other ketones [3,10,11]. However, the works on the polar parts of the plant are few.…”

Section: Introductionmentioning

confidence: 99%

HPLC-ESI-MSn Identification and NMR Characterization of Glucosyloxybenzyl 2R-Benzylmalate Deriva-Tives from Arundina Graminifolia and Their Anti-Liver Fibrotic Effects In Vitro

et al. 2019

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Four new glucosyloxybenzyl 2R-benzylmalate derivatives, named Arundinoside H (2), I (5), J (6), K (8) as well as four known compounds Arundinoside D (1), G (3), F (4), E (7) were isolated and characterized by a combination of chemical and spectroscopic methods, including HR-ESI-MS, 1D and 2D NMR experiments. Besides, 24 unreported compounds were inferred from ESI-MSn data. The anti-liver fibrotic activities of the isolates were determined as proliferation inhibition of lipopolysaccharide (LPS)-induced activation of rat hepatic stellate cells (HSC-T6). The result suggested Arundinosides D, H, F, I and K showed moderate inhibitory effects in vitro.

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Section: Introductionmentioning

confidence: 99%

HPLC-ESI-MSn Identification and NMR Characterization of Glucosyloxybenzyl 2R-Benzylmalate Deriva-Tives from Arundina Graminifolia and Their Anti-Liver Fibrotic Effects In Vitro

et al. 2019

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“…The basic of phenanthrene derivatives are quite common but other related classes of compounds have been isolated from orchids such as fluorenone and other constituents sharing the basic skeleton of 9 H ‐fluoren‐9‐one . Dengibsin ( 12 ), nobilone ( 13 ), dendriflorin ( 14 ), and gramniphenols D and E ( 15 and 16 ) are examples of those derivatives ( Fig.…”

Section: Introductionmentioning

confidence: 99%

Bioactive Secondary Metabolites from Orchids (Orchidaceae)

Sut

Maggi

Dall’Acqua

2017

Chemistry & Biodiversity

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The Orchidaceae family is the largest group of flowering plants in the Angiosperm monocotyledons spread on our planet. Its members, called orchids, are herbs or epiphytes with showy flowers distributed mainly in tropical regions. Several classes of phytoconstituents have been so far isolated from therapeutically-used orchids showing a great chemical diversity. Among them, phenolic derivatives have been studied for their biological activities, especially in the field of cancer, inflammation, and neurodegeneration. On the other hand, limited information has been so far obtained on the numerous alkaloids and terpenoids isolated from several orchid species. Recent articles revealed pronounced effects of some alkaloids on the CNS. Published literature on orchids that are used in traditional medicine has been reviewed in this work indicating a great potential of such organisms as source of chemical entities for the development of new drugs.

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“…Fluorenones, which have structures similar to those of anthraquinones, are also a fascinating class of compounds due to their wide range of bioactivities [55][56][57][58], and photochemical [59][60][61][62] and electronic natures [63][64][65]. Fortunately, the [2 + 2 + 2] cyclization of benzene-linked ketodyne 4 with alkyne 2j in the presence of [Ir(cod)Cl] 2 (2 mol %), DPPE (4 mol %) in DCM under reflux for 24 h afforded the fluorenone 5j in a 43% yield (entry 1, Table 5).…”

Section: Resultsmentioning

confidence: 99%

Synthesis of Anthraquinones by Iridium-Catalyzed [2 + 2 + 2] Cycloaddition of a 1,2-Bis(propiolyl)benzene Derivative with Alkynes

2019

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[2 + 2 + 2] cycloaddition of a 1,2-bis(propiolyl)benzene derivative with terminal and internal alkynes takes place in the presence of [Ir(cod)Cl]2 (cod = 1,5-cyclooctadiene) combined with bis(diphenylphosphino)ethane (DPPE) to give anthraquinones in 42% to 93% yields with a simple experimental procedure. A fluorenone derivative can also be synthesized by iridium-catalyzed [2 + 2 + 2] cycloaddition of a benzene-linked ketodiyne with an internal alkyne to give a 94% yield.

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Antiviral Fluorenone Derivatives from Arundina gramnifolia

Cited by 10 publications

References 9 publications

HPLC-ESI-MSn Identification and NMR Characterization of Glucosyloxybenzyl 2R-Benzylmalate Deriva-Tives from Arundina Graminifolia and Their Anti-Liver Fibrotic Effects In Vitro

HPLC-ESI-MSn Identification and NMR Characterization of Glucosyloxybenzyl 2R-Benzylmalate Deriva-Tives from Arundina Graminifolia and Their Anti-Liver Fibrotic Effects In Vitro

Bioactive Secondary Metabolites from Orchids (Orchidaceae)

Synthesis of Anthraquinones by Iridium-Catalyzed [2 + 2 + 2] Cycloaddition of a 1,2-Bis(propiolyl)benzene Derivative with Alkynes

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