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1. Arylnaphthalene lactones: structures and pharmacological potentials

Author:
Soyoung Park; Seungsu Kim; Dongyun Shin
Source:
Phytochemistry reviews 2021 v.20 no.5 pp. 1033-1054
ISSN:
1568-7767
Subject:
antiretroviral agents; chemical structure; cytotoxicity; glycosylation; lactones; lignans; oxidation; plant biochemistry
Abstract:
... Natural arylnaphthalene lactones are representative lignans that are found in various dietary and medicinal plants. Their unique structural features and significant pharmacological activity have attracted considerable attention from both synthetic and medicinal chemists. Owing to their unique structural features such as relative rigid tetracyclic skeleton, structural diversity of more than five su ...
DOI:
10.1007/s11101-020-09735-z

2. Chemo-profiling of some Turkish Galanthus L. (Amaryllidaceae) species and their anticholinesterase activity

Author:
Buket Bozkurt; Gulen Irem Kaya; Mustafa Ali Onur; Nehir Unver-Somer
Source:
South African journal of botany 2021 v.136 pp. 65-69
ISSN:
0254-6299
Subject:
Alzheimer disease; Galanthus; acetylcholinesterase; bioactive properties; bulbs; chemical composition; chemical structure; cholinesterase; cholinesterase inhibitors; indigenous species; isoquinoline alkaloids; lignans; ornamental value; plant extracts; research
Abstract:
... Amaryllidaceae family, consisting of economically important plants with ornamental value, is very well-known for its isoquinoline alkaloids with variable biological activities and chemical structures. Among these alkaloids, an effective acetylcholinesterase inhibitor galanthamine, is prescribed widely in the treatment of Alzheimer's disease. Plants of the Amaryllidaceae family are therefore, subje ...
DOI:
10.1016/j.sajb.2020.09.012

3. Effects of ultrasonic pre-treatment on physicochemical properties of proteins extracted from cold-pressed sesame cake

Author:
Kai Yang; Tian-Rui Xu; Yan-Hong Fu; Ming Cai; Qi-Le Xia; Rong-Fa Guan; Xian-Guo Zou; Pei-Long Sun
Source:
Food research international 2021 v.139 pp. 109907
ISSN:
0963-9969
Subject:
Fourier transform infrared spectroscopy; amino acid composition; chemical structure; food research; lignans; nutritive value; oil crops; sesame cake; solubility; thermal stability; ultrasonics
Abstract:
... Sesame is an oil crop with high nutritional value. Protein is one of the main ingredients of sesame, however research on protein of cold-pressed sesame cake is limited. This study aimed to investigate the effects of ultrasonic pre-treatment (UPT) on physicochemical properties of proteins (yield, solubility, amino acid composition, surface properties, structural and thermal stability) extracted fro ...
DOI:
10.1016/j.foodres.2020.109907

4. The Role of Polyphenols in Abiotic Stress Response: The Influence of Molecular Structure

Author:
Dunja Šamec; Erna Karalija; Ivana Šola; Valerija Vujčić Bok; Branka Salopek-Sondi
Source:
Plants 2021 v.10 no.1 pp. -
ISSN:
2223-7747
Subject:
abiotic stress; bioactive properties; biodiversity; chemical structure; crop production; drought; flavonoids; heavy metals; light; lignans; metabolites; phenolic acids; plant growth; polymerization; polyphenols; stilbenoids; stress response; temperature
Abstract:
... Abiotic stressors such as extreme temperatures, drought, flood, light, salt, and heavy metals alter biological diversity and crop production worldwide. Therefore, it is important to know the mechanisms by which plants cope with stress conditions. Polyphenols, which are the largest group of plant-specialized metabolites, are generally recognized as molecules involved in stress protection in plants. ...
DOI:
10.3390/plants10010118

5. Chemical constituents isolated from the roots of Sanguisorba officinalis L. and their chemotaxonomic significance

Author:
Rongshen Wang; Jinfeng Sun; Chao Ye; Jiaming Wang; Tieqiang Zong; Wei Zhou; Gao Li
Source:
Biochemical systematics and ecology 2020 v.89 pp. 103999
ISSN:
0305-1978
Subject:
Sanguisorba officinalis; chemical composition; chemical structure; chemotaxonomy; flavonoids; glycosides; lignans; monoterpenoids; phenols; roots; spectral analysis; triterpenoids
Abstract:
... Phytochemical investigation of the roots of Sanguisorba officinalis L. led to the isolation of thirty-eight compounds, including seventeen triterpenoids (1–17), six monoterpenoid glycosides (18–23), six flavonoids (24–29), six phenols (30–35), two glycosides (36–37), and one lignan (38). The chemical structures of these compounds were elucidated on the basis of spectral data and by comparisons of ...
DOI:
10.1016/j.bse.2019.103999

6. Chemical constituents of the roots of Scorzonera divaricata and their chemotaxonomic significance

Author:
Xian-Hua Meng; Yong-Jin Yang; Yuan Gong; Ying Zhu
Source:
Biochemical systematics and ecology 2020 v.93 pp. 104135
ISSN:
0305-1978
Subject:
Scorzonera divaricata; benzene derivatives; caffeic acid; chemical composition; chemical structure; chemotaxonomy; electrospray ionization mass spectrometry; lignans; nuclear magnetic resonance spectroscopy; phenylpropanoids; phytochemicals; roots; scopoletin; sterols
Abstract:
... The phytochemical study of the roots of Scorzonera divaricata Turcz led to the isolation of 27 compounds, including eight sterols (1–8), one lignan (9), two cumarins (10, 11), five phenylpropanoids (12–16), six benzene derivatives (17–22), methyl-β-D-fructofuranoside (23), monolinolein (24), and three aliphatic acids (25–27). The structures of isolated compounds were identified using NMR and ESI-M ...
DOI:
10.1016/j.bse.2020.104135

7. Glycoside‐specific glycosyltransferases catalyze regio‐selective sequential glucosylations for a sesame lignan, sesaminol triglucoside

Author:
Eiichiro Ono; Toshiyuki Waki; Daiki Oikawa; Jun Murata; Akira Shiraishi; Hiromi Toyonaga; Masako Kato; Naoki Ogata; Seiji Takahashi; Masa‐atsu Yamaguchi; Manabu Horikawa; Toru Nakayama
Source:
plant journal 2020 v.101 no.5 pp. 1221-1233
ISSN:
0960-7412
Subject:
Sesamum indicum; biochemical pathways; biosynthesis; catalytic activity; chemical structure; glucosylation; glucosyltransferases; hydrophobicity; lignans; metabolites; mutants; phylogeny; seeds; sugars; two hybrid system techniques; water solubility
Abstract:
... Sesame (Sesamum indicum) seeds contain a large number of lignans, phenylpropanoid‐related plant specialized metabolites. (+)‐Sesamin and (+)‐sesamolin are major hydrophobic lignans, whereas (+)‐sesaminol primarily accumulates as a water‐soluble sesaminol triglucoside (STG) with a sugar chain branched via β1→2 and β1→6‐O‐glucosidic linkages [i.e. (+)‐sesaminol 2‐O‐β‐d‐glucosyl‐(1→2)‐O‐β‐d‐glucoside ...
DOI:
10.1111/tpj.14586

8. A New Neolignan from Justicia Procumbens

Author:
Weichen Xiong; Yanfang Yang; Yiyi Xiong; Bo Liu; Zhoutao Xie; Hezhen Wu
Source:
Chemistry of natural compounds 2020 v.56 no.1 pp. 50-52
ISSN:
0009-3130
Subject:
Justicia procumbens; chemical structure; lignans; spectroscopy
Abstract:
... A new neolignan, named (7′S,8′R)-5,3′-dimethoxy-4,4′,9′-trihydroxy-2-8′,9-O-7′-neolignan (1), along with two known compounds, secoisolariciresinol (2) and lariciresinol (3), was isolated from the whole plant of Justicia procumbens L. The structure of 1 was established by spectroscopic methods, and the absolute configuration was determined using circular dichroic (CD) spectra. ...
DOI:
10.1007/s10600-020-02941-3

9. Structural elucidation, bio-inspired synthesis, and biological activities of cyclic diarylpropanes from Horsfieldia kingii

Author:
Rui Zhan; Dashan Li; Yuan-Lie Liu; Xiao-Yan Xie; Lei Chen; Li-Dong Shao; Wen-Jing Wang; Ye-Gao Chen
Source:
Tetrahedron 2020 v.76 no.40 pp. 131494
ISSN:
0040-4020
Subject:
X-ray diffraction; acetone; bioactive properties; bioassays; biomimetic synthesis; branches; chemical reactions; chemical structure; circular dichroism spectroscopy; crystallography; enzyme inhibition; inducible nitric oxide synthase; inhibitory concentration 50; leaves; lignans; nitric oxide; phytochemicals; spectral analysis
Abstract:
... Bioactivity-guided phytochemical investigation on 70% aqueous acetone extracts of the twigs and leaves of Horsfieldia kingii led to the isolation of two novel cyclic diarylpropanes (1 and 2) bearing a 2,3-dihydro-1H-indene core, one new diarylpropane (3), six known diarylpropanes (4–9), one flavanol (10), and seven lignans (11–17). Their structures were determined by extensive spectroscopic analys ...
DOI:
10.1016/j.tet.2020.131494

10. A new aryldihydronaphthalene-type lignan and other metabolites with potential anti-​inflammatory activities from Corispermum mongolicum Iljin

Author:
Yi Zhou; Mei Jin; Chunshi Jin; Chao Ye; Jiaming Wang; Jinfeng Sun; Cheng-Xi Wei; Wei Zhou; Gao Li
Source:
Natural product research 2020 v.34 no.2 pp. 225-232
ISSN:
1478-6427
Subject:
Amaranthaceae; anti-inflammatory activity; caffeic acid; chemical structure; ethanol; interleukin-6; lignans; metabolites; nitric oxide; nuclear magnetic resonance spectroscopy; tumor necrosis factor-alpha
Abstract:
... One new aryldihydronaphthalene-type lignan (1) together with eight known lignans (2-4, 7–11) as well as two caffeic-acid dimers (5, 6) were isolated from an ethanol extract of the whole plant of Corispermum mongolicum Iljin (Chenopodiaceae). The chemical structures of these compounds were determined from 1D and 2D NMR and HR-ESI-MS spectra, and results were compared with data from the literature. ...
DOI:
10.1080/14786419.2018.1527835

11. A new lignan glycoside from Astragalus yunnanensis

Author:
Ming-Zao Zhao; Yi Shen; Wei Xu; Ying-Zhi Chen; Chao-Jiang Xiao; Bei Jiang
Source:
Journal of Asian natural products research 2020 v.22 no.6 pp. 594-600
ISSN:
1477-2213
Subject:
Actinomyces viscosus; Astragalus; Candida albicans; Escherichia coli; Proteus vulgaris; Pseudomonas aeruginosa; Salmonella Typhi; Shigella dysenteriae; Staphylococcus aureus; Streptococcus mutans; antibacterial properties; antifungal properties; chemical structure; glycosides; lignans; methanol; nuclear magnetic resonance spectroscopy; plant extracts; roots; spectral analysis
Abstract:
... A new lignan glycoside, astrayunoside A (1), along with eight known compounds (2–9), were obtained from the methanol extract of roots of Astragalus yunnanensis. All the compounds were obtained from A. yunnanensis for the first time. Their structures were elucidated by extensive spectroscopic analysis (1D and 2D-NMR, MS, UV, CD, and IR). The weak antibacterial activities of the crude extracts of A. ...
DOI:
10.1080/10286020.2019.1607840

12. Anti-HIV lignans from Justicia procumbens

Author:
Xin-Ya XU; Dong-Ying WANG; Chuen-Fai KU; Yang ZHAO; Han CHENG; Kang-Lun LIU; Li-Jun RONG; Hong-Jie ZHANG
Source:
Chinese journal of natural medicines 2019 v.17 no.12 pp. 945-952
ISSN:
1875-5364
Subject:
Human immunodeficiency virus 1; Justicia procumbens; Oriental traditional medicine; acetates; antiretroviral properties; chemical structure; cytotoxicity; inhibitory concentration 50; lignans; nuclear magnetic resonance spectroscopy; spectral analysis
Abstract:
... Twenty-one lignans including three new ones (1, 2 and 13) were isolated from Justicia procumbens. The chemical structures of the new lignans were determined by spectroscopic means including 1D and 2D NMR analysis. These compounds were evaluated for their cytotoxic and anti-HIV activities. The new secoisolariciresinol dimethyl ether acetate (13) exhibited anti-HIV-1 activity with an IC50 value of 5 ...
DOI:
10.1016/S1875-5364(19)30117-7

13. The Antioxidant Compounds from Urtica fissa Flowers

Author:
Mengyue Wang; Lili Wu; Hao Zhang; Dun Zhu Ci Ren; Tonghua Liu; Xiaobo Li
Source:
Chemistry of natural compounds 2019 v.55 no.5 pp. 839-842
ISSN:
0009-3130
Subject:
2,2-diphenyl-1-picrylhydrazyl; Urtica; antioxidants; chemical structure; flavonoids; flowers; lignans; median effective concentration; phenolic acids; spectral analysis
Abstract:
... Eleven compounds (1–11), including two new compounds (1, 2), were isolated from the antioxidant portion of the alcoholic extract of Urtica fissa flowers. Their chemical structures were elucidated from extensive spectroscopic analysis. The results of activity evaluation indicated that some compounds of phenolic acids (3, 4), flavonoids (7, 9, 10), and lignans (1, 6) possess significant activities o ...
DOI:
10.1007/s10600-019-02827-z

14. Asymmetric Synthesis of Natural and Unnatural Dibenzylbutane Lignans from a Common Intermediate

Author:
Daniel E. Jeffries; Craig W. Lindsley
Source:
Journal of organic chemistry 2019 v.84 no.9 pp. 5974-5979
ISSN:
1520-6904
Subject:
chemical structure; chromatography; derivatization; lignans; organic chemistry; stereoselective synthesis
Abstract:
... Lignans are a structurally diverse class of natural products with extensive pharmacological effects. Here we report the syntheses of both natural and unnatural dibenzylbutane lignans from a common intermediate, which is prepared in five steps from known materials. Derivatization of this intermediate affords lignans featuring contiguous stereocenters in a high diastereomeric purity after chromatogr ...
DOI:
10.1021/acs.joc.9b00633

15. Chemical constituents from the leaves of Crataegus pinnatifida Bge

Author:
Wanchun Chu; Pinyi Gao; Lingzhi Li
Source:
Biochemical systematics and ecology 2019 v.86 pp. 103923
ISSN:
0305-1978
Subject:
Crataegus pinnatifida; carbon; chemical composition; chemical structure; chemotaxonomy; coumaric acids; flavonoids; leaves; lignans; nuclear magnetic resonance spectroscopy; spectral analysis; stable isotopes; triterpenoids
Abstract:
... The phytochemical investigations on the leaves of Crataegus pinnatifida led to the isolation of 20 compounds, including seven triterpenoids (1-7), three hydroxycinnamic acids (8-10), three lignans (11-13) and seven flavonoids (14-20). All chemical structures were established on the basis of NMR (1H NMR, 13C NMR) spectroscopic data. Meanwhile, compounds 3-12 are reported for the first time from Crat ...
DOI:
10.1016/j.bse.2019.103923

16. New Lignan from the Flowers of Forsythia koreana

Author:
Yeong-Geun Lee; Kyeong-Hwa Seo; Jung Eun Gwag; Hyoung-Geun Kim; Jung-Hwan Ko; Dae Young Lee; Nam-In Baek
Source:
Chemistry of natural compounds 2019 v.55 no.3 pp. 432-434
ISSN:
0009-3130
Subject:
Forsythia viridissima var. koreana; chemical structure; flowers; lignans
Abstract:
... A new lignan (1) was isolated from the flowers of Forsythia koreana along with one known lignan, 4,4′-di-O-β-D-glucosylpinoresinol (2). The molecular structures were determined using spectral methods. These compounds were isolated from F. koreana flowers for the first time. ...
DOI:
10.1007/s10600-019-02707-6

17. A New Neolignan Glucoside from the Stems of “Baekma” Cultivar, Chrysanthemum morifolium

Author:
Hyoung-Geun Kim; Hyun-Ji Oh; Jung-Hwan Ko; Sun-Woo Joo; Yeong-Geun Lee; Yun-Su Baek; Dae Young Lee; Nam-In Baek
Source:
Chemistry of natural compounds 2019 v.55 no.4 pp. 610-613
ISSN:
0009-3130
Subject:
Chrysanthemum morifolium; chemical structure; cultivars; glucosides; lignans; nuclear magnetic resonance spectroscopy; silica gel; spectral analysis; stems
Abstract:
... A new neolignan glucoside has been isolated from Chrysanthemum morifolium ‘Baekma’ cultivar through repeated silica gel and octadecyl silica gel (ODS) column chromatographies. On the basis of spectroscopic data including NMR, MS, and IR, the chemical structure of the new neolignan glucoside was determined to be (7S,8S)-7-O-[1′-(4′,5′-dihydroxy-3′-methoxyphenyl)propanol]guaiacylglycerol 4-O-β-D-glu ...
DOI:
10.1007/s10600-019-02760-1

18. New lignan from the rattan stems of Schisandra chinensis

Author:
Bing-You Yang; Zhang-Lin Chen; Yan Liu; Jiang-Tao Guo; Hai-Xue Kuang
Source:
Natural product research 2019 v.33 no.3 pp. 340-346
ISSN:
1478-6427
Subject:
Calamus; Schisandra chinensis; chemical structure; cisplatin; cytotoxicity; human cell lines; inhibitory concentration 50; lignans; mass spectrometry; neoplasm cells; nuclear magnetic resonance spectroscopy; stems
Abstract:
... A new lignan named schilignan F (1), together with twelve known ones (2–13), were isolated from the rattan stems of Schisandra chinensis. Their chemical structures were elucidated by spectroscopic methods including one and two-dimensional NMR spectra referring to the literatures as well as high-resolution mass spectrometric analysis. All compounds were evaluated for their cytotoxicities against hu ...
DOI:
10.1080/14786419.2018.1452000

19. New lignan glycosides from Cissus quadrangularis stems

Author:
Padam Kumar; Kapil Dev; Khushbu Sharma; Mahendra Sahai; Rakesh Maurya
Source:
Natural product research 2019 v.33 no.2 pp. 233-238
ISSN:
1478-6427
Subject:
Cissus quadrangularis; chemical constituents of plants; chemical structure; glycosides; lignans; mass spectrometry; nuclear magnetic resonance spectroscopy; spectral analysis; stems
Abstract:
... Phytochemical investigation of Cissus quadrangularis stems led to the isolation of one new phenolic glycoside (1) and two new lignan glycosides (7 & 8) along with twelve known compounds (2–6 & 9–15). Their chemical structures were determined on the basis of extensive spectroscopic analysis using 1D, 2D NMR, and mass spectrometric analysis. Among the known compounds, 4–6, 9 and 12 were isolated for ...
DOI:
10.1080/14786419.2018.1443099

20. Phytochemical constituents from Galanthus alpinus Sosn. var. alpinus and their anticholinesterase activities

Author:
C. Emir; A. Emir; B. Bozkurt; N.U. Somer
Source:
South African journal of botany 2019 v.121 pp. 63-67
ISSN:
0254-6299
Subject:
Galanthus; acetylcholinesterase; chemical constituents of plants; chemical structure; cholinesterase; enzyme activity; enzyme inhibition; hordenine; lignans; metabolites; niacin; terpenoids; Turkey (country)
Abstract:
... Phytochemical studies on Galanthus alpinus Sosn. var. alpinus from Turkey resulted in the isolation of 11 metabolites including, 1 terpenoid; (+)-blumenol A 1, 2 lignans; pinoresinol 2 and epipinoresinol 3, and 8 other compounds; (+)-homolycorine 4, (+)-8-O-demethylhomolycorine 5, arolycoricidine 6, N-Trans-feruloyltyramine 7, (−)-lycorine 8, nicotinic acid 9, O-methylnorbelladine 10 and hordenine ...
DOI:
10.1016/j.sajb.2018.10.021