Cytotoxic triterpene saponins from the mangrove Aegiceras corniculatum

Abstract Using various chromatographic separations, sixteen compounds, including one new triterpene saponin named aegicoroside A (1), were isolated from the leaves of the Vietnamese mangrove Aegiceras corniculatum. Their structures were determined by spectroscopic methods such as 1D and 2D NMR and HR-ESI-MS. The cytotoxic activities of the isolated compounds against MCF7 (breast), HCT116 (colon), B16F10 (melanoma), and A549 (adenocarcinoma) cancer cell lines were also evaluated. Strong cytotoxicity was observed for sakurasosaponin (2) against all four cancer cell lines and for sakurasosaponin methyl ester (3) against MCF7, A549, and HCT116 cell lines with IC50 values ranging from 2.89 ± 0.02 to 9.86 ± 0.21 μM.

[1]  C. Van Minh,et al.  A new rearranged abietane diterpene from Clerodendrum inerme with antioxidant and cytotoxic activities , 2018, Natural product research.

[2]  Yahong Yuan,et al.  Multivariate statistical analysis of the polyphenolic constituents in kiwifruit juices to trace fruit varieties and geographical origins. , 2017, Food chemistry.

[3]  S. Nabavi,et al.  A new cineol derivative, polyphenols and norterpenoids from Saharan myrtle tea (Myrtus nivellei): Isolation, structure determination, quantitative determination and antioxidant activity. , 2017, Fitoterapia.

[4]  N. V. Thanh,et al.  Chemical constituents from Kandelia candel with their inhibitory effects on pro-inflammatory cytokines production in LPS-stimulated bone marrow-derived dendritic cells (BMDCs). , 2015, Bioorganic & medicinal chemistry letters.

[5]  E. Kim,et al.  In vitro evaluation of the antioxidant and cytotoxic activities of constituents of the mangrove Lumnitzera racemosa Willd. , 2014, Archives of Pharmacal Research.

[6]  K. Rajeswari,et al.  Aegiceras corniculatum Linn (Myrsinaceae) , 2015 .

[7]  N. P. Thao,et al.  A New Cycloartane Glucoside from Rhizophora stylosa , 2014, Natural product communications.

[8]  Meidan Ying,et al.  Hyperoside, a Flavonoid Compound, Inhibits Proliferation and Stimulates Osteogenic Differentiation of Human Osteosarcoma Cells , 2014, PloS one.

[9]  De-Quan Yu,et al.  Cytotoxic triterpenoid saponins from Lysimachia clethroides. , 2011, Journal of natural products.

[10]  O. Miguel,et al.  Phytochemical constituents and preliminary toxicity evaluation of leaves from Rourea induta Planch. (Connaraceae) , 2011 .

[11]  M. Chandrasekaran,et al.  Fatty-acid composition of some mangroves , 2010, Chemistry of Natural Compounds.

[12]  Da-yuan Zhu,et al.  Chemical Constituents from Myrsine africana L. , 2008 .

[13]  X. Yao,et al.  Flavonoids and a New Polyacetylene from Bidens parviflora Willd , 2008, Molecules.

[14]  Ju Sun Kim,et al.  Chemical Constituents of Lathyrus davidii , 2008 .

[15]  M. Rahman,et al.  Isolation of stigmasterol and beta-sitosterol from methanolic extract of root bark of Calotropis gigantea (Linn). , 2007, Pakistan journal of biological sciences : PJBS.

[16]  T. Ueda,et al.  Facile discrimination of aldose enantiomers by reversed-phase HPLC. , 2007, Chemical & pharmaceutical bulletin.

[17]  K. Bae,et al.  Cytotoxic and COX-2 inhibitory constituents from the aerial parts ofAralia cordata , 2006, Archives of pharmacal research.

[18]  Christian Moretti,et al.  Triterpenoid saponins from the fruits of Caryocar villosum. , 2006, Journal of natural products.

[19]  C. Moretti,et al.  Triterpenoid saponins from the fruits of Caryocar glabrum. , 2006, Journal of natural products.

[20]  Jianshe Huang,et al.  Oleanane triterpenes from Aegiceras corniculatum. , 2005, Fitoterapia.

[21]  Y. Takaya,et al.  Novel flavonol glycoside, 7-O-methyl mearnsitrin, from Sageretia theezans and its antioxidant effect. , 2004, Journal of agricultural and food chemistry.

[22]  Chang Yong Lee,et al.  Flavonol glycosides from the aerial parts ofAceriphyllum rossii and their antioxidant activities , 2004, Archives of pharmacal research.

[23]  W. Bandaranayake.  Bioactivities, bioactive compounds and chemical constituents of mangrove plants , 2002, Wetlands Ecology and Management.

[24]  A. Machocho,et al.  Pentacyclic triterpenoids from Embelia schimperi. , 2003, Phytochemistry.

[25]  G. Massiot,et al.  Sakuraso-saponin from Tapeinosperma clethroides , 1999 .

[26]  T. Fossen,et al.  Flavonoids from red onion (Allium cepa) , 1998 .

[27]  K. Hostettmann,et al.  Molluscicidal and antifungal triterpenoid saponins from Rapanea melanophloeos leaves , 1993 .

[28]  Taro Matsumoto,et al.  Sterols of the Cucurbitaceae , 1987 .