Anti-inflammatory secondary metabolites from the stems of Millettia dielsiana Harms ex Diels

Le, Duc Dat; Tú, Nguyễn Thị Minh; Ngo, Viet Duc; Luyen, Bui Thi Thuy; Huyen, Chu Thi Thanh; Jang, Hyun Jae; Thu, Dang Thi; Hương, Trần Thu; Trâm, Lê Huyền; Thong, Nguyen Van; Hùng, Nguyễn Đức; Kim, Young Ho; Thảo, Nguyễn Phương

doi:10.1016/j.carres.2019.107778

Cited by 18 publications

(9 citation statements)

References 28 publications

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“…Isoflavans are characterized by the absence of C = C and/or C = O bonds at the C -ring. Three isoflavans, ( 3R )-isovesitol ( 1 ), ( R )-vestitol ( 2 ), and ( S )-vestitol ( 3 ), have been isolated thus far, signifying the rarity of these classes of isoflavonoids in the Millettia species (Dat et al 2019 ; Liao et al 2013 ). Interestingly, ( R )-vestitol and ( S )-vestitol are enantiomers of each other and were isolated from the stems of two different species ( M. nitida and M. dielsiana, respectively) (Fig.…”

Section: Structural Diversity Of Millettia Isoflav...mentioning

confidence: 99%

“…During extraction, maceration at room temperature was the most widely used technique (Cheng et al 2005 ; Dat et al 2019 ; Kikuchi et al 2007 ; Pancharoen et al 2008 ; Tang et al 2016 ; Ye et al 2010 , 2012a ). Other techniques, such as reflux, sonication, and cold percolation, were also used to obtain isoflavonoid-rich crude extracts (Table 2 ).…”

Section: Extraction and Isolation Of Isoflavonoids From Mil...mentioning

confidence: 99%

“…The structural characterizations of isoflavonoids isolated from the various tissues of Millettia species include determining molecular weight, chromophore structure, and substituents. Several chromatographic and spectrometric techniques, including high-performance liquid chromatography (HPLC), one-dimensional ( 1 H-NMR and 13 C-NMR) and two-dimensional (COSY, HMBC, and HSQC) nuclear magnetic resonance spectroscopy (NMR), mass spectrometry (MS), infrared spectroscopy (IR), and ultraviolet–visible spectroscopy (UV–Vis), have been used to achieve these goals (Dat et al 2019 ; Tang et al 2016 ; Tu et al 2019 ; Yankeb et al 2001 ). Nonspectrometric techniques such as X -ray crystallography, circular dichroism (CD) and computational methods have also been used to help determine chiral center configurations (Liao et al 2013 ; Marco et al 2017 ; Pailee et al 2019 ).…”

Section: Structural Characterization Techniquesmentioning

confidence: 99%

“…Several in vitro and in vivo studies have shown that the various classes of Millettia isoflavonoids have anti-inflammatory properties. In vitro studies with macrophage cells (RAW264.7) showed that ( 3S )-vestitol ( 3 ), Brandisianin A ( 46 ), scandenone ( 78 ), diprenyorobol ( 56 ), cis -3'',4''-Dihydro-3'',4''-Dihydroxylonchocapusone ( 104 ) and 6,8-milletenol A ( 107 ) inhibit the production of NO, one of the known inflammatory mediators (Dat et al 2019 ; Pancharoen et al 2008 ; Raksat et al 2019 ; Tang et al 2016 ; Tu et al 2020 ). The IC 50 values of these molecules ranged from 8.5 to 35.7 µM (Table 2 ), with scandenone being the most potent molecule (Raskat et al 2019 ).…”

Section: Pharmacological Activities Of Millettia I...mentioning

confidence: 99%

“…During extraction, maceration at room temperature was the most widely used technique (Cheng et al 2005;Dat et al 2019;Kikuchi et al 2007; Pancharoen Tang et al 2016;Ye et al 2010Ye et al , 2012a.…”

Section: Extraction and Isolation Of Isoflavonoids From Millettia Spe...mentioning

confidence: 99%

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Millettia isoflavonoids: a comprehensive review of structural diversity, extraction, isolation, and pharmacological properties

Desta

El‐Aty

2022

Phytochem Rev

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There are approximately 260 known species in the genus Millettia , many of which are used in traditional medicine to treat human and other animal ailments in various parts of the world. Being in the Leguminosae (Fabaceae) family, Millettia species are rich sources of isoflavonoids. In the past three decades alone, several isoflavonoids originating from Millettia have been isolated, and their pharmacological activities have been evaluated against major diseases, such as cancer, inflammation, and diabetes. Despite such extensive research, no recent and comprehensive review of the phytochemistry and pharmacology of Millettia isoflavonoids is available. Furthermore, the structural diversity of isoflavonoids in Millettia species has rarely been reported. In this review, we comprehensively summarized the structural diversity of Millettia isoflavonoids, the methods used for their extraction and isolation protocols, and their pharmacological properties. According to the literature, 154 structurally diverse isoflavonoids were isolated and reported from the various tissues of nine well-known Millettia species. Prenylated isoflavonoids and rotenoids were the most dominant subclasses of isoflavonoids reported. Other subclasses of reported isoflavonoids include isoflavans, aglycone isoflavones, glycosylated isoflavones, geranylated isoflavonoids, phenylcoumarins, pterocarpans and coumaronochromenes. Although some isolated molecules showed promising pharmacological properties, such as anticancer, anti-inflammatory, estrogenic, and antibacterial activities, others remained untested. In general, this review highlights the potential of Millettia isoflavonoids and could improve their utilization in drug discovery and medicinal use processes. Supplementary Information The online version contains supplementary material available at 10.1007/s11101-022-09845-w.

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Section: Structural Diversity Of Millettia Isoflav...mentioning

confidence: 99%

Section: Extraction and Isolation Of Isoflavonoids From Mil...mentioning

confidence: 99%

Section: Structural Characterization Techniquesmentioning

confidence: 99%

Section: Pharmacological Activities Of Millettia I...mentioning

confidence: 99%

Section: Extraction and Isolation Of Isoflavonoids From Millettia Spe...mentioning

confidence: 99%

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Millettia isoflavonoids: a comprehensive review of structural diversity, extraction, isolation, and pharmacological properties

Desta

El‐Aty

2022

Phytochem Rev

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New Dibenzocyclooctadiene Lignans and Phenolics from Kadsura heteroclite with Anti‐Inflammatory Activity

Thuy,

Tram,

Anh

et al. 2023

Chemistry & Biodiversity

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A chemical investigation of K. heteroclite led to isolation of two new dibenzocyclooctadienes (1 and 2) together with 14 known compounds (3‐16) by using multiple chromatographic techniques. New compounds (1 and 2) were obtained and identified by spectroscopic methods (HRESIMS, 1D and 2D NMR, and ECD) as well as by comparison of their experimental data with those reported in the literatures. All the isolates were evaluated for their ability to modulate TNF‐α production in lipopolysaccharide (LPS) stimulated RAW264.7 cells. Among them, compound 5 displayed the most inhibition against tumor necrosis factor (TNF)‐α production with IC50 value of 6.16±0.14 µM. Whereas, compounds (1, 3, and 6) showed the significant inhibition (IC50 values ranging from 9.41 to 14.54 µM), and compounds (2, 4, 9, 10, 13, 15, and 16) exhibited moderate inhibition (IC50 values ranging from 19.27 to 40.64 µM) toward TNF‐α production, respectively.

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Flavonoids from the Whole Herb of Astragalus rigidulus

Ren,

Wen,

et al. 2023

Chem Nat Compd

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Anti-inflammatory secondary metabolites from the stems of Millettia dielsiana Harms ex Diels

Cited by 18 publications

References 28 publications

Millettia isoflavonoids: a comprehensive review of structural diversity, extraction, isolation, and pharmacological properties

Millettia isoflavonoids: a comprehensive review of structural diversity, extraction, isolation, and pharmacological properties

New Dibenzocyclooctadiene Lignans and Phenolics from Kadsura heteroclite with Anti‐Inflammatory Activity

Flavonoids from the Whole Herb of Astragalus rigidulus

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