nach oben

Journal of Natural Medicines

Erschienen in:

26.10.2018 | Original Paper

Bioactive constituents obtained from the fruits of Citrus aurantium

verfasst von: Yi Zhang, Peijian Huang, Wei He, Kaunda Joseph Sakah, Jingya Ruan, Zheng Li, Tao Wang

Erschienen in: Journal of Natural Medicines | Ausgabe 1/2019

Einloggen, um Zugang zu erhalten

Abstract

Three new compounds, citrusauranosides A (1), B (2), and C (3), along with 22 known compounds (4–25) were obtained from the 70% ethanol–water extract of the fruits of Citrus aurantium L.. Their structures were identified by spectroscopic methods. Among the known compounds, 14, 15, 17 and 23 were firstly obtained from Citrus genus, and the NMR data of 17 is reported here for the first time. Moreover, inhibitory effects of all compounds on motility of mouse isolated intestine tissue were determined. As a result, 1, 4–8, and 11 displayed significant inhibitory effects on contraction tension.

Nur mit Berechtigung zugänglich

Simrén M, Tack J (2018) New treatments and therapeutic targets for IBS and other functional bowel disorders. Nat Rev Gastro Hepat 10:20–40. https://doi.org/10.1038/s41575-018-0034-5(Ahead of Print) CrossRef

Wang S, Bao YR, Li TJ, Yu T, Chang X, Yang GL, Meng XS (2017) Mechanism of Fructus Aurantii flavonoids promoting gastrointestinal motility: from organic and inorganic endogenous substances combination point of view. Pharmacogn Mag 13:372–377CrossRef

Jiang Y, Bai X, Zhu X, Li J (2014) The effects of Fructus Aurantii extract on the 5-hydroxytryptamine and vasoactive intestinal peptide contents of the rat gastrointestinal tract. Pharm Biol 52:81–585CrossRef

Zhang X, Li Z, Ma Y, Ma S (2015) Progress in research of traditional Chinese medicine Citrus aurantium. Zhongguo Zhongyao Zazhi 40:85–190

Li P, Zeng SL, Duan L, Ma XD, Dou LL, Wang LJ, Li P, Bi ZM, Liu EH (2016) Comparison of Aurantii Fructus Immaturus and Aurantii Fructus based on multiple chromatographic analysis and chemometrics methods. J Chromatogr A 1469:96–107CrossRef

Ding Y, Xiong Y, Zhou B, Deng M, Deng K (2015) Isolation and structural identification of flavonoids from Aurantii Fructus. Zhongguo Zhongyao Zazhi 40:2352–2356PubMed

Horie T, Ohtsuru Y, Shibata K, Yamashita K, Tsukayama M, Kawamura Y (1998) ¹³C NMR spectral assignment of the A-ring of polyoxygenated flavones. Phytochemistry 47:865–874CrossRef

Zhang O, Wand H, Zhang X, Zhang W, Pei Y, Chen G (2015) Isolation and identification of chemical constituents from Aurantii Fructus Immaturus. Shenyang Yaoke Daxue 32:22–25

Miyake Y, Yamamoto K, Morimitsu Y, Osawa T (1997) Isolation of C-glucosylflavone from lemon peel and antioxidative activity of flavonoid compounds in lemon fruit. J Agric Food Chem 45:4619–4623CrossRef

10.

Bayoumi SA, Rowan MG, Beeching JR, Blagbrough IS (2010) Constituents and secondary metabolite natural products in fresh and deteriorated cassava roots. Phytochemistry 71:598–604CrossRef

11.

Deng KZ, Ding YQ, Zhou B, Xiong Y, Chen H (2015) Isolation and structural identification of chemical constituents from Aurantii Fructus. Zhongguo Shiyan Fangjiue Zazhi 21:36–38

12.

Chatterjee A, Dutta CP, Bhattacharyya S (1967) The structure of marmin. Tetrahedron Lett 5:471–473CrossRef

13.

Wilzer KA, Fronczek FR, Urbatsch LE, Fischer NH (1989) Coumarins from Aster praealtus. Phytochemistry 28:1729–1735CrossRef

14.

Zhou P, Takaishi Y, Duan H, Chen B, Honda G, Itoh M, Takeda Y, Kodzhimatov OK, Lee K (2000) Coumarins and bicoumarin from Ferula sumbul: anti-HIV activity and inhibition of cytokine release. Phytochemistry 53:689–697CrossRef

15.

McHale D, Khopkar PP, Sheridan JB (1987) Coumarin glycosides from Citrus flavedo. Phytochemistry 26:2547–2549CrossRef

16.

VanWagenen BC, Huddleston J, Cardellina JH (1988) Native American food and medicinal plants, 8. Water-soluble constituents of Lomatium dissectum. J Nat Prod 51:136–141CrossRef

17.

Park S, Kim YN, Kwak HJ, Jeong EJ, Kim SH (2018) Estrogenic activity of constituents from the rhizomes of Rheum undulatum Linné. Bioorg Med Chem Lett 28:552–557CrossRef

18.

Yin W, Song Z, Liu J, Zhang G (2015) Chemical constituents of Osmanthus fragrans. Zhongguo Zhongyao Zazhi 40:679–685PubMed

19.

Bhardwaj DK, Bisht MS, Jain RK, Munjal A (1982) Phenolics from the seeds of Argemone mexicana. Phytochemistry 21:2154–2156CrossRef

20.

Yang L, Li C, Lin L, Wang Z, Li Z (2016) Chemical constituents from whole plants of Aconitum tanguticum (IV). Zhongguo Shiyan Fangjixue Zazhi 22:39–44

21.

Wen JH, Ni FY, Zhao YW, Huang WZ, Wang ZZ, Xiao W (2015) Chemical constituents from flower buds of Lonicera confuse. Zhongcaoyao 46:1883–1886

22.

Duan HX, Luo WY, Yang YS, Cheng QZ, Liu XP, Hu HG (2015) Chemical constituents in ethyl acetate fraction of Artemisia selengensis. Zhongcaoyao 46:1441–1444

23.

Feng S, Qin G, Liu H, Jiang Z, Liang J, Qiu F (2009) Isolation and identification of degradation products of curcumin and study of stability of curcumin. Shenyang Yaoke Daxue Xuebao 26(361–365):396

24.

Zhang Y, Ni L, Fan C, Ye W (2006) Phenolic glycoside from fruits of Citrus aurantium. Zhongcaoyao 37:1295–1297

25.

Xiong Y, Chang M, Deng K, Luo Y (2016) A new phenolic glycoside and two new monoterpenoid furocoumarins from Aurantii Fructus Immaturus. Nat Prod Res 30:1571–1576CrossRef

26.

Yoshikawa K, Sugawara S, Arihara S (1995) Phenylpropanoids and other secondary metabolites from fresh fruits of Picrasma quassioides. Phytochemistry 40:253–256CrossRef

27.

Dong L, Liu X, Li Z, Yin M, Qiu M (2010) Studies on chemical constituents from fruits of Citrus medica L. Jingxi Huagong 27(982–986):1003

28.

Yang S, Li Z, Wang J, Ruan J, Zheng C, Huang P, Han L, Zhang Y, Wang T (2018) Eudesmane-type sesquiterpene glycosides from Dictamnus dasycarpus Turcz. Molecules. https://doi.org/10.3390/molecules23030642 CrossRefPubMedPubMedCentral

29.

Liu Y, Ni Y, Ruan J, Qu L, Yu H, Han L, Zhang Y, Wang T (2016) Bioactive gentixanthone and gentichromone from the whole plants of Gentianella acuta (Michx.) Hulten. Fitoterapia 113:164–169CrossRef

30.

He W, Li Y, Liu M, Yu H, Chen Q, Chen Y, Ruan J, Ding Z, Zhang Y, Wang T (2018) Citrus aurantium L. and its flavonoids regulate TNBS-induced inflammatory bowel disease through anti-inflammation and suppressing isolated jejunum contraction. Int J Mol Sci 19:3057CrossRef

Titel: Bioactive constituents obtained from the fruits of Citrus aurantium
verfasst von: Yi Zhang
Peijian Huang
Wei He
Kaunda Joseph Sakah
Jingya Ruan
Zheng Li
Tao Wang
Publikationsdatum: 26.10.2018
Verlag: Springer Singapore
Erschienen in: Journal of Natural Medicines / Ausgabe 1/2019
Print ISSN: 1340-3443
Elektronische ISSN: 1861-0293
DOI: https://doi.org/10.1007/s11418-018-1255-1

Springer Medizin

Abstract

Bitte loggen Sie sich ein, um Zugang zu diesem Inhalt zu erhalten

Weitere Artikel der Ausgabe 1/2019

Caryopincaolide M, a rearranged abietane diterpenoid with new skeleton and a new iridoid from Caryopteris incana

Cholestane glycosides from Ornithogalum saundersiae bulbs and the induction of apoptosis in HL-60 cells by OSW-1 through a mitochondrial-independent signaling pathway

Comprehensive evaluation of antioxidant effects of Japanese Kampo medicines led to identification of Tsudosan formulation as a potent antioxidant agent

Structure of constituents isolated from the bark of Cassipourea malosana and their cytotoxicity against a human ovarian cell line

Establishment of widely applicable DNA extraction methods to identify the origins of crude drugs derived from animals using molecular techniques

Ameliorative effect of Xiaoyao-jieyu-san on post-stroke depression and its potential mechanisms