Skip to main content
Erschienen in: Journal of Natural Medicines 1/2019

01.01.2019 | Note

New depsidone and dichromone from the stems of Garcinia paucinervis with antiproliferative activity

verfasst von: CuiCui Jia, JingJing Xue, XinYu Li, DaHong Li, ZhanLin Li, HuiMing Hua

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

Einloggen, um Zugang zu erhalten

Abstract

A new depsidone, paucinervin Q (1), a new dichromone, paucinervin R (2), and a known compound, paucinervin B (3), were isolated from the stems of Garcinia paucinervis by various chromatographic methods. Their structures were determined by analysis of spectroscopic data. The isolates were evaluated for their antiproliferative activity against three cancer cell lines HL-60, PC-3 and CaCo-2. Compound 1 showed significant inhibitory activities.
Anhänge
Nur mit Berechtigung zugänglich
Literatur
1.
Zurück zum Zitat Semwal RB, Semwal DK, Vermaak I, Viljoen A (2015) A comprehensive scientific overview of Garcina cambogia. Fitoterapia 102:134–148CrossRef Semwal RB, Semwal DK, Vermaak I, Viljoen A (2015) A comprehensive scientific overview of Garcina cambogia. Fitoterapia 102:134–148CrossRef
2.
Zurück zum Zitat 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 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
3.
Zurück zum Zitat Liu B, Zhang XB, Bussmann RW, Hart RH, Li P, Bai YJ, Long CL (2017) Garcinia in southern China: ethnobotany, management, and niche modeling. Econ Bot 70:417–430 Liu B, Zhang XB, Bussmann RW, Hart RH, Li P, Bai YJ, Long CL (2017) Garcinia in southern China: ethnobotany, management, and niche modeling. Econ Bot 70:417–430
4.
Zurück zum Zitat Jouda JB, Tamokou JD, Mbazoa CD, Clovis DM, Sarkar P, Bag PK, Wandji J (2016) Antibacterial and cytotoxic cytochalasins from the endophytic fungus Phomopsis sp. harbored in Garcinia kola (Heckel) nut. BMC Complement Altern Med 16:462–470CrossRef Jouda JB, Tamokou JD, Mbazoa CD, Clovis DM, Sarkar P, Bag PK, Wandji J (2016) Antibacterial and cytotoxic cytochalasins from the endophytic fungus Phomopsis sp. harbored in Garcinia kola (Heckel) nut. BMC Complement Altern Med 16:462–470CrossRef
5.
Zurück zum Zitat Fan YM, Yi P, Li Y, Yan C, Huang T, Gu W, Ma Y, Huang LJ, Zhang JX, Yang CL, Li Y, Yuan CM, Hao XJ (2015) Two unusual polycyclic polyprenylated acylphloroglucinols, including a pair of enantiomers from Garcinia multiflora. Org Lett 17:2066–2069CrossRef Fan YM, Yi P, Li Y, Yan C, Huang T, Gu W, Ma Y, Huang LJ, Zhang JX, Yang CL, Li Y, Yuan CM, Hao XJ (2015) Two unusual polycyclic polyprenylated acylphloroglucinols, including a pair of enantiomers from Garcinia multiflora. Org Lett 17:2066–2069CrossRef
6.
Zurück zum Zitat Li P, Yue GGL, Kwok HF, Long CL, Lau CBS, Kennelly EJ (2017) Using ultra-performance liquid chromatography quadrupole time of flight mass spectrometry-based chemometrics for the identification of anti-angiogenic biflavonoids from edible Garcinia species. J Agric Food Chem 65:8348–8355CrossRef Li P, Yue GGL, Kwok HF, Long CL, Lau CBS, Kennelly EJ (2017) Using ultra-performance liquid chromatography quadrupole time of flight mass spectrometry-based chemometrics for the identification of anti-angiogenic biflavonoids from edible Garcinia species. J Agric Food Chem 65:8348–8355CrossRef
7.
Zurück zum Zitat Richard JA, Pouwer RH, Chen DYK (2012) The chemistry of the polycyclic polyprenylated acylphloroglucinols. Angew Chem Int Ed 51:4536–4561CrossRef Richard JA, Pouwer RH, Chen DYK (2012) The chemistry of the polycyclic polyprenylated acylphloroglucinols. Angew Chem Int Ed 51:4536–4561CrossRef
8.
Zurück zum Zitat Genovese S, Fiorito S, Taddeo VA, Epifano F (2016) Recent developments in the pharmacology of prenylated xanthones. Drug Discov Today 21:1814–1819CrossRef Genovese S, Fiorito S, Taddeo VA, Epifano F (2016) Recent developments in the pharmacology of prenylated xanthones. Drug Discov Today 21:1814–1819CrossRef
9.
Zurück zum Zitat Yang H, Figueroa M, To S, Baggett S, Jiang B, Basile MJ, Weinstein B, Kennelly EJ (2010) Benzophenones and biflavonoids from Garcinia livingstonei fruits. J Agric Food Chem 58:4749–4755CrossRef Yang H, Figueroa M, To S, Baggett S, Jiang B, Basile MJ, Weinstein B, Kennelly EJ (2010) Benzophenones and biflavonoids from Garcinia livingstonei fruits. J Agric Food Chem 58:4749–4755CrossRef
10.
Zurück zum Zitat Johnson OO, Zhao M, Gunn J, Santarsiero BD, Yin ZQ, Ayoola GA, Coker HAB, Che CT (2016) α-Glucosidase inhibitory prenylated anthranols from Harungana madagascariensis. J Nat Prod 79:224–229CrossRef Johnson OO, Zhao M, Gunn J, Santarsiero BD, Yin ZQ, Ayoola GA, Coker HAB, Che CT (2016) α-Glucosidase inhibitory prenylated anthranols from Harungana madagascariensis. J Nat Prod 79:224–229CrossRef
11.
Zurück zum Zitat Mbwambo ZH, Kapingu MC, Moshi MJ, Machumi F, Apers S, Cos P, Ferreira D, Marais JPJ, Berghe DV, Maes L, Vlietinck A, Pieters L (2006) Antiparasitic activity of some xanthones and biflavonoids from the root bark of Garcinia livingstonei. J Nat Prod 69:369–372CrossRef Mbwambo ZH, Kapingu MC, Moshi MJ, Machumi F, Apers S, Cos P, Ferreira D, Marais JPJ, Berghe DV, Maes L, Vlietinck A, Pieters L (2006) Antiparasitic activity of some xanthones and biflavonoids from the root bark of Garcinia livingstonei. J Nat Prod 69:369–372CrossRef
12.
Zurück zum Zitat 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 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
13.
Zurück zum Zitat 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 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
14.
Zurück zum Zitat Stark TD, Salger M, Frank O, Balemba OB, Wakamatsu J, Hofmann T (2015) Antioxidative compounds from Garcinia buchananii stem bark. J Nat Prod 78:234–240CrossRef Stark TD, Salger M, Frank O, Balemba OB, Wakamatsu J, Hofmann T (2015) Antioxidative compounds from Garcinia buchananii stem bark. J Nat Prod 78:234–240CrossRef
15.
Zurück zum Zitat 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 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
16.
Zurück zum Zitat 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 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
17.
Zurück zum Zitat 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 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
18.
Zurück zum Zitat 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 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
19.
Zurück zum Zitat 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 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
20.
Zurück zum Zitat 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 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
21.
Zurück zum Zitat Jia CC, Han T, Xu J, Li SG, Sun YT, Li DH, Li ZL, Hua HM (2017) A new biflavonoid and a new triterpene from the leaves of Garcinia paucinervis and their biological activities. J Nat Med 71:642–649CrossRef Jia CC, Han T, Xu J, Li SG, Sun YT, Li DH, Li ZL, Hua HM (2017) A new biflavonoid and a new triterpene from the leaves of Garcinia paucinervis and their biological activities. J Nat Med 71:642–649CrossRef
22.
Zurück zum Zitat Jia CC, Xue JJ, Gong C, Li XY, Li ZL, Hua HM (2018) Chiral resolution and anticancer effect of xanthones from Garcinia paucinervis. Fitoterapia 127:220–225CrossRef Jia CC, Xue JJ, Gong C, Li XY, Li ZL, Hua HM (2018) Chiral resolution and anticancer effect of xanthones from Garcinia paucinervis. Fitoterapia 127:220–225CrossRef
23.
Zurück zum Zitat 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 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
24.
Zurück zum Zitat Xu ST, Yao H, Hu M, Li DH, Zhu ZY, Xie WJ, Yao HQ, Wu L, Chen ZS, Xu JY (2017) 6,7-Seco-ent-kauranoids derived from oridonin as potential anticancer agents. J Nat Prod 80:2391–2398CrossRef Xu ST, Yao H, Hu M, Li DH, Zhu ZY, Xie WJ, Yao HQ, Wu L, Chen ZS, Xu JY (2017) 6,7-Seco-ent-kauranoids derived from oridonin as potential anticancer agents. J Nat Prod 80:2391–2398CrossRef
Metadaten
Titel
New depsidone and dichromone from the stems of Garcinia paucinervis with antiproliferative activity
verfasst von
CuiCui Jia
JingJing Xue
XinYu Li
DaHong Li
ZhanLin Li
HuiMing Hua
Publikationsdatum
01.01.2019
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/s11418-018-1247-1

Weitere Artikel der Ausgabe 1/2019

Journal of Natural Medicines 1/2019 Zur Ausgabe