2003
DOI: 10.1021/np030293k
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Five New Maleic and Succinic Acid Derivatives from the Mycelium ofAntrodiacamphorataand Their Cytotoxic Effects on LLC Tumor Cell Line

Abstract: Five new maleic and succinic acid derivatives were isolated from the mycelium of Antrodia camphorata. Their structures were determined by various spectroscopic means. Maleimide derivatives 2 and 3 showed appreciable cytotoxic activity against LLC cells.

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Cited by 130 publications
(116 citation statements)
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“…On the basis of the above evidence, together with NOESY and HMBC data (Fig. 2), the structure of 1 was deduced as 1-hydroxy-3-isobutyl-4-(4-(2-methylbut-3-en-2-yloxy)-phenyl)-1H-pyrrole-2,5-dione, named antrocinnamomin E. The 1 H-NMR spectrum ( Table 1) was very similar to that of 3-isobutyl-4-[4-(3-methyl-2-butenyloxy)phenyl]-1H-pyrrol-1-ol-2,5-dione [14], indicating the same maleimide structure, except that the (3-methylbut-2-enyl)oxy group of the latter was replaced by a (1,1-dimethylallyl)oxy moiety in 1. showed absorption bands 3428 (OH) and at 1712 cm À 1 (NÀC¼O). On the basis of the above evidence, together with NMR data including NOESY correlations and HMBCs (Fig.…”
mentioning
confidence: 67%
See 1 more Smart Citation
“…On the basis of the above evidence, together with NOESY and HMBC data (Fig. 2), the structure of 1 was deduced as 1-hydroxy-3-isobutyl-4-(4-(2-methylbut-3-en-2-yloxy)-phenyl)-1H-pyrrole-2,5-dione, named antrocinnamomin E. The 1 H-NMR spectrum ( Table 1) was very similar to that of 3-isobutyl-4-[4-(3-methyl-2-butenyloxy)phenyl]-1H-pyrrol-1-ol-2,5-dione [14], indicating the same maleimide structure, except that the (3-methylbut-2-enyl)oxy group of the latter was replaced by a (1,1-dimethylallyl)oxy moiety in 1. showed absorption bands 3428 (OH) and at 1712 cm À 1 (NÀC¼O). On the basis of the above evidence, together with NMR data including NOESY correlations and HMBCs (Fig.…”
mentioning
confidence: 67%
“…The pharmacological effects of the mycelium from A. camphorata include anti-inflammatory [10], antioxidative [11], anticancer properties [12] [13], and anti-hepatitis B virus activities [2]. Recent studies led to the isolation of some chemical constituents including maleimide and maleic anhydride derivatives from the mycelia [14] [15] and the fruiting bodies of solid culture [16].…”
mentioning
confidence: 99%
“…Submerged culture of CC extracts 7) and purified maleic and succinic acid derivatives 6) from of the mycelia of CC have been reported to have cytotoxic activities against different tumor cell lines. In this report, each fraction from three CCs (W-CC, SSC-CC, LSC-CC) was used to treat two tumor cell lines, B16-F10 and HT-1080.…”
Section: Methodsmentioning
confidence: 99%
“…5) The maleic and succinic acid derivatives of the mycelia of CC exhibited cytotoxic activities against the LLC tumor cell line from mycelia of CC, 6) while the methanol extract of a CC submerged culture exhibited cytotoxic activity and induced apoptosis against the human hepatoma HepG2 cell line. 7) Due to the growth of CC on specific tree in Taiwan, C. kanehirai (the bull camphor tree), it is difficult to find in the wild and very expensive to buy.…”
Section: Dpph Radical Scavenging and Semicarbazide-sensitive Amine Oxmentioning
confidence: 99%
“…Various polysaccharides, steroids, triterpenoids and sesquiterpene lactones have been isolated and characterized from the fruiting body [62], whereas maleic and succinic acid derivatives (120-124; antrodins A-E) have been isolated from the mycelium of A. cinnamomea [64] (Figure 9). We investigated the HCV-protease inhibitory activities of isolated antrodins, antrodin C metabolites and a metabolite analogue using the SensoLyteTM 520 HCV protease assay kit.…”
Section: Maleic and Succinic Acid Derivatives (Antrodin A-e)mentioning
confidence: 99%