Broussonetine, a bisquinolyl-γ-butyrolactone from Broussonetia zeylanica

Gunatilaka, A. A. Leslie; Surendrakumar, Sivagnanasundram; Thomson, R. H.

doi:10.1016/s0031-9422(00)85071-2

Cited by 6 publications

(2 citation statements)

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“…Experimental studies have demonstrated extracts of the plants show antifungal, antihyperglycaemic, antityrosinase, antioxidant, antinociceptive and antiinflammatory activities (Kim et al , ; Iida et al , ; Cha et al , ; Lin et al , ; Tsai et al , ; Jin et al , ). Several bioactive substances including coumarins, polyphenols, alkaloids, glycosides, flavonoids, lignans and diterpenes were isolated from bioassay‐guided fractionation of the extracts of these plants (Takasugi et al , ; Gunatilaka et al , ; Ikuta et al , ; Kato et al , ; Dehmlow et al , ; Fang et al , ; Shibano et al , ; Son et al , ; Zhang et al , ; Mei et al , ). Some members of these compounds have been reported to possess antiosteoporotic, antidiabetic, antioxidant, antitumoural, antimicrobial, antiplatelet, antiinflammatory and antityrosinase properties (Takasugi et al , ; Lin et al , ; Ko et al , ; Shibano et al , ; Wang et al , ; Lee et al , ; Zhang et al , ; Zheng et al , ; Zhou et al , ); for example, broussochalcone A inhibited both formylmethionyl‐leucyl‐phenylalanine (fMLP)‐ and phorbol 12‐myristate 13‐acetate (PMA) induced respiratory burst in neutrophils (Wang et al , ), broussonin C exhibited inhibitory activities against both the monophenolase and diphenolase actions of tyrosinase (Baek et al , ), and broussonin A showed estrogenic and transcriptional activity (Lee et al , ).…”

Section: Introductionmentioning

confidence: 99%

The Genus Broussonetia: A Review of its Phytochemistry and Pharmacology

Wang

Huang

Qin

2011

Phytotherapy Research

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Plants belonging to the genus Broussonetia (Moraceae), which grow naturally in Asian and Pacific countries, have long been used in traditional Chinese medicine to treat various conditions, particularly tinea, dysentery, hernia and oedema. Various parts of plants of this genus such as the fruits, bark, leaves, flowers and roots are used medicinally. According to Flora of China, the inner bark fibre is used in making paper, and the wood is used for furniture. Several active compounds including coumarins, polyphenols, alkaloids, flavonoids, glycosides, lignans and diterpenes have been isolated from the plants of this genus in the past few years, and some members of these constituents have been demonstrated to exert antioxidant, antiinflammatory, antiplatelet, antityrosinase, antimicrobial and antinociceptive effects. Antidiabetic and antitumoural properties seem possible, but need further support. Due to the lack of clinical trials, there are few published reports on target-organ toxicity or side effects. Currently, some East Asian nations such as China, South Korea and Japan have shown increased interest in these plants. This article reviews the phytochemical and potential beneficial therapeutic effects of plants of this genus reported since 2000.

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Section: Introductionmentioning

confidence: 99%

The Genus Broussonetia: A Review of its Phytochemistry and Pharmacology

Wang

Huang

Qin

2011

Phytotherapy Research

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“…It is noted that, in sharp contrast, a structurally relevant natural product broussonetine featuring two quinoline units and an interesting chiral γ-butyrolactone isolated in 1984 has received little attention despite its fascinating structure along with its undetermined biological functions (Scheme ). To the best of our knowledge, this compound has not been totally synthesized.…”

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confidence: 99%

Direct Access of the Chiral Quinolinyl Core of Cinchona Alkaloids via a Brønsted Acid and Chiral Amine Co-catalyzed Chemo- and Enantioselective α-Alkylation of Quinolinylmethanols with Enals

et al. 2018

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A strategy for the facile construction of the chiral quinolinylmethanolic structure, a core featured in cinchona alkaloids, is reported. A new reactivity is harnessed by TfOH-promoted chemoselective activation of α-C-H over O-H bond in quinolinylmethanols. The new reactivity is successfully engineered with an iminium catalysis in a synergistic manner to create a powerful conjugate addition-cyclization cascade process for synthesis of chiral quinoline derived γ-butyrolactones in good yields and with good to excellent enantioselectivities. The method enables the first total synthesis of natural product broussonetine in three steps.

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Alkaloid Glycosidase Inhibitors

Elbein¹,

Molyneux²

2010

Comprehensive Natural Products II

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Broussonetine, a bisquinolyl-γ-butyrolactone from Broussonetia zeylanica

Cited by 6 publications

References 1 publication

The Genus Broussonetia: A Review of its Phytochemistry and Pharmacology

The Genus Broussonetia: A Review of its Phytochemistry and Pharmacology

Direct Access of the Chiral Quinolinyl Core of Cinchona Alkaloids via a Brønsted Acid and Chiral Amine Co-catalyzed Chemo- and Enantioselective α-Alkylation of Quinolinylmethanols with Enals

Alkaloid Glycosidase Inhibitors

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