Chemical Constituents with Free-Radical-Scavenging Activities from the Stem of Microcos paniculata

doi:10.3390/molecules15085547

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Molecules 2010, 15(8), 5547-5560; doi:10.3390/molecules15085547

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Chemical Constituents with Free-Radical-Scavenging Activities from the Stem of Microcos paniculata

Hua Fan¹, Guang-Zhong Yang^1,* , Tong Zheng¹, Zhi-Nan Mei¹, Xiang-Ming Liu², Yu Chen³ and Su Chen²

¹ College of Pharmacy, South Central University for Nationalities, Wuhan 430074, China ² College of Biomedical Engineering, South Central University for Nationalities, Wuhan 430074, China ³ College of Chemistry and Material Sciences, South Central University for Nationalities, Wuhan 430074, China

* Author to whom correspondence should be addressed.

Received: 15 July 2010; in revised form: 2 August 2010 / Accepted: 4 August 2010 / Published: 12 August 2010

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Abstract: The free-radical-scavenging activities of various solvent extracts of Microcos paniculata were evaluated through in vitro model systems, such as 1,1-diphenyl-2-picrylhydrazyl (DPPH), 2,2'-azino-bis-(3-ethylbenzothiazoline-6-sulfonate) (ABTS) and Co (II) EDTA-induced luminol chemiluminescence by flow injection. In all three of these systems the ethyl acetate (EtOAc) extract showed the highest free-radical-scavenging activity compared with the other three (n-BuOH, water and petroleum ether) extracts. Free-radical-scavenging assay-guided chromatographic separation of the EtOAc extract, using a normal-phase and reverse-phase silica gel column chromatography yielded five compounds: a new triterpene named methyl 3b-O-p-hydroxy-E-cinnamoyloxy-2a,23-dihydroxyolean-12-en-28-oate (1), whose spectral data are presented for the first time, together with four known compounds, epicatechin (2), 3-trans-feruloyl maslinic acid (3), maslinic acid (4) and sucrose (5). All of the compounds were isolated from Microcos paniculata for the first time. The compounds were identified by spectroscopic methods. Among them, compound 2 displayed significant free-radical-scavenging activity which is similar to that of standard antioxidant ascorbic acid (V_C) and therefore may be a promising natural antioxidant.

Keywords: Microcos paniculata; free-radical-scavenging activities; DPPH; ABTS; Co (II) EDTA-induced luminol chemiluminescence by flow injection

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Cite This Article

MDPI and ACS Style

Fan, H.; Yang, G.-Z.; Zheng, T.; Mei, Z.-N.; Liu, X.-M.; Chen, Y.; Chen, S. Chemical Constituents with Free-Radical-Scavenging Activities from the Stem of Microcos paniculata. Molecules 2010, 15, 5547-5560.

AMA Style

Fan H, Yang G-Z, Zheng T, Mei Z-N, Liu X-M, Chen Y, Chen S. Chemical Constituents with Free-Radical-Scavenging Activities from the Stem of Microcos paniculata. Molecules. 2010; 15(8):5547-5560.

Chicago/Turabian Style

Fan, Hua; Yang, Guang-Zhong; Zheng, Tong; Mei, Zhi-Nan; Liu, Xiang-Ming; Chen, Yu; Chen, Su. 2010. "Chemical Constituents with Free-Radical-Scavenging Activities from the Stem of Microcos paniculata." Molecules 15, no. 8: 5547-5560.

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