Skip to main content
Hauptrubriken
CME Facharzt-Training Webinare Zeitschriften Bücher e.Medpedia Podcast
Service
Jobbörse Info & Hilfe
Fachgebiete
Anästhesiologie Allgemeinmedizin Arbeitsmedizin Augenheilkunde Chirurgie Dermatologie Gynäkologie und Geburtshilfe HNO Innere Medizin Kardiologie Neurologie Onkologie und Hämatologie Orthopädie und Unfallchirurgie Pädiatrie Pathologie Psychiatrie Radiologie Rechtsmedizin Urologie Zahnmedizin
Themen
Klimawandel und Gesundheit Neues aus dem Markt COVID-19 Praxis und Beruf Seltene Erkrankungen GOÄ & EBM Panorama
Sammlungen
Kasuistiken Algorithmen & Infografiken Blickdiagnosen Arthropedia FlapFinder (für Dermatochirurgen) Videos Kongressberichterstattung Medizin für Apothekerinnen und Apotheker Für Ärztinnen und Ärzte in Weiterbildung Für Medizinstudierende

Live-Webinar: Aktuelle Leitlinien bei Herz-Kreislauf-Erkrankungen

Konkret geht es um den Diabetes-Patienten mit kardiovaskulären Erkrankungen oder Risiken, die Herzinsuffizienz sowie die kardiovaskuläre Primär- und Sekundärprävention. Sind Sie hier schon auf dem neuesten Stand? Unsere Experten beleuchten, wo und warum das bisherige Procedere geändert werden soll und was in der Praxis sinnvoll ist. Holen Sie sich Ihr Update und 2 CME-Punkte beim MMW-Webinar am 24. April von 17.30 bis 19 Uhr. 
Erweiterte Suche
Anmelden
nach oben
Journal of Natural Medicines
Erschienen in: Journal of Natural Medicines 4/2017

26.05.2017 | Original Paper

A new biflavonoid and a new triterpene from the leaves of Garcinia paucinervis and their biological activities

verfasst von: CuiCui Jia, Tong Han, Jun Xu, ShengGe Li, YaTing Sun, DaHong Li, ZhanLin Li, HuiMing Hua

Erschienen in: Journal of Natural Medicines | Ausgabe 4/2017

Einloggen, um Zugang zu erhalten

Abstract

A new biflavonoid, paucinervin K (1) and a new triterpene, 23-hydroxy-friedelin (2), together with eleven known compounds 3-13 were isolated from the leaves of Garcinia paucinervis. Their structures, including stereochemistry, were determined by spectroscopic analysis of NMR, MS, IR and ECD calculation and the octant rule. Some of the isolated compounds were tested for antiproliferative, α-glucosidase inhibitory and antioxidant activities in vitro. Compounds 1, 3, 4, 5 and 9 showed moderate preferential antioxidant and hypoglycemic activities. Compounds 3–6 and 9 exhibited potent growth inhibition against HepG-2 and PC-3 cell lines with IC50 values ranging from 1.02−10.05 μM.
Literatur
1.
Chantarasriwong O, Batova A, Chavasiri W, Theodorakis EA (2010) Chemistry and biology of the caged garcinia xanthones. Chem Eur J 16:9944–9962CrossRef
2.
Chung MI, Su HJ, Lin CN (1998) A novel triterpenoid of Garcinia subelliptica. J Nat Prod 61:1015–1016CrossRef
3.
Stark TD, Losch S, Balemba OB, Hofmann T (2017) Two new benzoyl glucuronosyl glycerols from the leaves of Garcinia buchananii Baker. Phytochem Lett 19:187–190CrossRef
4.
Tuansulong KA, Towatana NH, Mahabusarakam W, Pinkaew D, Fujise K (2011) Morelloflavone from Garcinia dulcis as a novel biflavonoid inhibitor of HMG-CoA reductase. Phytother Res 25:424–428PubMed
5.
Ngoupayo J, Tabopda TK, Ali MS, Tsamo E (2008) α-Glucosidase inhibitors from Garcinia brevipedicellata (Clusiaceae). Chem Pharm Bull 56:1466–1469CrossRef
6.
Hemshekhar M, Sunitha K, Santhosh MS, Devaraja S, Kemparaju K, Vishwanath BS, Niranjana SR, Girish KS (2011) An overview on genus Garcinia: phytochemical and therapeutical aspects. Phytochem Rev 10:325–351CrossRef
7.
Lin YM, Anderson H, Flavin MT, Pai YHS (1997) In vitro anti-HIV activity of biflavonoids isolated from Rhus succedanea and Garcinia multiflora. J Nat Prod 60:884–888CrossRef
8.
Xu WJ, Li RJ, Quasie O, Yang MH, Kong LY, Luo J (2016) Polyprenylated tetraoxygenated xanthones from the roots of Hypericum monogynum and their neuroprotective activities. J Nat Prod 79:1971–1981CrossRef
9.
Isaka M, Jaturapat A, Rukseree K, Danwisetkanjana K, Tanticharoen M, Thebtaranonth Y (2001) Phomoxanthones A and B, novel xanthone dimers from the endophytic fungus Phomopsis species. J Nat Prod 64:1015–1018CrossRef
10.
Hu QF, Meng YL, Yao JH, Qin YH, Yang ZY, Zhao GL, Yang ZX, Gao XM, Li TF (2014) Flavonoids from Garcinia paucinervis and their biological activities. Chem Nat Compd 50:994–997CrossRef
11.
Li P, Senthilkumar HA, Figueroa M, Wu SB, Fata JE, Kennelly EJ, Long C (2016) UPLC-QTOFMSE–guided dereplication of the endangered Chinese species Garcinia paucinervis to identify additional benzophenone derivatives. J Nat Prod 79:1619–1627CrossRef
12.
Li DH, Li CX, Jia CC, Sun YT, Xue CM, Bai J, Hua HM, Liu XQ, Li ZL (2016) Xanthones from Garcinia paucinervis with in vitro anti-proliferative activity against HL-60 cells. Arch Pharm Res 39:172–177CrossRef
13.
Gao XM, Yu T, Lai FSF, Zhou Y, Liu X, Qiao CF, Song JZ, Chen SL, Luo KQ, Xu HX (2010) Identification and evaluation of apoptotic compounds from Garcinia paucinervis. Bioorg Med Chem 18:4957–4964CrossRef
14.
Wu YP, Zhao W, Xia ZY, Kong GH, Lu XP, Hu QF, Gao XM (2013) Three novel xanthones from Garcinia paucinervis and their anti-TMV activity. Molecules 18:9663–9669CrossRef
15.
Gao XM, Yu T, Lai FSF, Pu JX, Qiao CF, Zhou Y, Liu X, Song JZ, Luo KQ, Xu HX (2010) Novel polyisoprenylated benzophenone derivatives from Garcinia paucinervis. Tetrahedron Lett 51:2442–2446CrossRef
16.
Fan QF, Na Z, Hu HB, Xu YK, Tang T (2012) Chemical constituents from stem barks of Garcinia paucinervis. Chin Tradit Herb Drugs 43:436–439
17.
Sun YT, Li DH, Jia CC, Xue CM, Bai J, Li ZL, Hua HM (2016) Three new xanthones from the leaves of Garcinia lancilimba. J Nat Med 70:173–178CrossRef
18.
Niu SL, Li ZL, Ji F, Liu GY, Zhao N, Liu XQ, Jing YK, Hua HM (2012) Xanthones from the stem bark of Garcinia bracteata with growth inhibitory effects against HL-60 cells. Phytochemistry 77:280–286CrossRef
19.
Ji F, Li ZL, Liu GF, Niu SL, Zhao N, Liu XQ, Hua HM (2012) Xanthones with antiproliferative effects on prostate cancer cells from the stem bark of Garcinia xanthochymus. Nat Prod Commun 7:53–56PubMed
20.
Jing WY, Jiang C, Ji F, Hua HM, Li ZL (2013) Chemical constituents from the stem barks of Garcinia multiflora. J Asian Nat Prod Res 15:1152–1157CrossRef
21.
Wang LL, Li ZL, Xu YP, Liu XQ, Pei YH, Jing YK, Hua HM (2008) A new cytotoxic caged polyprenylated xanthone from the resin of Garcinia hanburyi. Chin Chem Lett 19:1221–1223CrossRef
22.
Wang LL, Li ZL, Song DD, Sun L, Pei YH, Jing YK, Hua HM (2008) Two novel triterpenoids with antiproliferative and apoptotic activities in human leukemia cells isolated from the resin of Garcinia hanburyi. Planta Med 74:1735–1740CrossRef
23.
Messi BB, Karine NI, Barbara HA, Lannang AM, Nkengfack AE, Wolfender JL, Hostettmann K, Bringmann G (2012) Preussianone, a new flavanone-chromone biflavonoid from Garcinia preussii Engl. Molecules 17:6114–6125CrossRef
24.
Gaffield W (1970) Circular dichroism, optical rotatory dispersion and absolute configuration of flavanones, 3-hydroxyflavanones and their glycosides. Tetrahedron 26:4093–4108CrossRef
25.
Wu LJ (1989) Optical rotatory dispersion and circular dichroic spectroscopy are applied in organic chemistry. J Shenyang Pharm Univ 6:148–156
26.
Fuller RW, Blunt JW, Boswell JL, Cardellina JH, Boyd MR (1999) Guttiferone F, the first prenylated benzophenone from Allanblackia stuhlmannii. J Nat Prod 62:130–132CrossRef
27.
Shen J, Yang JS (2007) A novel benzophenone from Garcinia cowa. Acta Chim Sin 65:1675–1678
28.
Magadula JJ (2010) A bioactive isoprenylated xanthone and other constituents of Garcinia edulis. Fitoterapia 81:420–423CrossRef
29.
Huang ZJ, Yang RY, Guo ZY, She ZG, Lin YC (2010) A new xanthone derivative from mangrove endophytic fungus No. ZSU-H16. Chem Nat Compd 46:348–351CrossRef
30.
Ee GCL, Foo CH, Jong VYM, Ismail NH, Sukari MA, Yap YHT, Awang K (2012) A new xanthone from Garcinia nitida. J Nat Prod 26:830–835CrossRef
31.
Cortez DAG, Young MCM, Marston A, Wolfender JL, Hostettmann K (1998) Xanthones, triterpenes and a biphenyl from Kielmeyera coriacea. Phytochemistry 47:1367–1374CrossRef
32.
Monache GD, Monache FD, Waterman PG, Crichton EG, Lima RA (1984) Minor xanthones from Rheedia gardneriana. Phytochemistry 23:1757–1759CrossRef
33.
Yu Y, Wang SS, Ding FG, Zhu JB, Zhao WJ (2010) Isolation and identification of the chemical constituents from Swertia yuannanensis. Chin J Med Chem 20:125–128
34.
Liu HQ, An J, Lv HC (2015) Chemical constituents from Smilax hypoglauca. Chin J Exp Tradit Med Form 21:59–61
35.
Lu GS, Lu WJ, Chen JY, Tan X, Huang JQ, Huang ZF (2015) Chemical constituents from Macrosolen cochinchinensis. Chin J Exp Tradit Med Form 21:44–46
36.
Li FF, Guo ZQ, Chai XY, Tu PF (2012) Triterpenoids from the stems of Casearia velutina Bl. J Chin Pharm Sci 21:273–277
37.
Hatano T, Edamatsu R, Hiramatsu M, Mori A, Fujita Y, Yasuhara T, Yoshida T, Okuda T (1989) Effects of the interaction of tannins with co-existing substances. VI. Effects of tannins and related ployphenols on superoxide anion radical, and on 1,1-diphenyl-2-picryhydrazyl radical. Chem Pharm Bull 37:2016–2021CrossRef
38.
Chen GL, Chen SG, Chen F, Xie YQ, Han MD, Luo CX, Zhao YY, Gao YQ (2016) Nutraceutical potential and antioxidant benefits of selected fruit seeds subjected to an in vitro digestion. J Funct Foods 20:317–331CrossRef
39.
Bai Y, Xu Y, Chang JW, Wang XX, Zhao YL, Yu ZG (2016) Bioactives from stems and leaves of mung beans (Vigna radiata L.). J Funct Foods 25:314–322CrossRef
40.
Sukandar ER, Siripong P, Khumkratok S, Santi TP (2016) New depsidones and xanthone from the roots of Garcinia schomburgkiana. Fitoterapia 111:73–77CrossRef
Metadaten
Titel
A new biflavonoid and a new triterpene from the leaves of Garcinia paucinervis and their biological activities
verfasst von
CuiCui Jia
Tong Han
Jun Xu
ShengGe Li
YaTing Sun
DaHong Li
ZhanLin Li
HuiMing Hua
Publikationsdatum
26.05.2017
Verlag
Springer Singapore
Erschienen in
Journal of Natural Medicines / Ausgabe 4/2017
Print ISSN: 1340-3443
Elektronische ISSN: 1861-0293
DOI
https://doi.org/10.1007/s11418-017-1092-7

Weitere Artikel der Ausgabe 4/2017

Journal of Natural Medicines 4/2017 Zur Ausgabe

Erratum

Erratum to: Naturally occurring Vpr inhibitors from medicinal plants of Myanmar

Original Paper

A lateral flow colloidal gold-based immunoassay for rapid detection of miroestrol in samples of White Kwao Krua, a phytoestrogen-rich plant

Original Paper

Antiosteoporotic activity of a syringic acid diet in ovariectomized mice

Original Paper

Triterpenoid saponins from Polaskia chichipe Backbg. and their inhibitory or promotional effects on the melanogenesis of B16 melanoma cells

Erratum

Erratum to: Semisynthesis and biological evaluation of prenylated resveratrol derivatives as multi-targeted agents for Alzheimer’s disease

Review

Naturally occurring Vpr inhibitors from medicinal plants of Myanmar