Antifungal diterpenoids of Pseudolarix kaempferi, and their structure–activity relationship study

Yang, Sheng‐Ping; Dong, Lei; Wang, Ying; Wu, Yan; Yue, Jian‐Min

doi:10.1016/s0968-0896(03)00531-5

Cited by 60 publications

(67 citation statements)

References 8 publications

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“…The anticancer SAR of the aforementioned PAB analogs is very similar to the antifungal SAR reported by our group [81] , except for the difference in the modification of the R 1 group. The modification of the R 1 group of PAB showed a particularly exciting result with respect to anticancer activity.…”

Section: Miscellaneoussupporting

confidence: 79%

“…More than 260 diterpenoids were obtained by our research group in the past years from the Euphorbia [72] , Trigonostemon [73][74][75][76][77][78][79] , Daphne [80] , Pseudolarix [81,82] , Siegesbeckia [83] , Sapium [84] , and Larix [85] genera. Among them, 122 were new compounds, and 4 possessed novel carbon scaffolds.…”

Section: Complex and Novel Terpenoidsmentioning

confidence: 99%

“…The modification of the R 1 group of PAB showed a particularly exciting result with respect to anticancer activity. Meanwhile, in an antifungal assay, all of the structurally modified PAB analogs showed attenuated activities or were completely inactive [81] . Our studies suggest that PAB is very promising as an anticancer drug Scheme 2.…”

Section: Miscellaneousmentioning

confidence: 99%

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Discovery of structurally diverse and bioactive compounds from plant resources in China

Shi

Yue

2012

Acta Pharmacol Sin

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This review describes the major discoveries of structurally diverse and/or biologically significant compounds from plant resources in China, mainly from the traditional Chinese medicines (TCMs) since the establishment of our research group in 1999. In the past decade, a large array of biologically significant and novel structures has been identified from plant resources (or TCM) in our laboratory. The structural modification of several biologically important compounds led to more than 400 derivatives, some of which exhibited significantly improved activities and provided opportunities to elucidate the structure-activity relationship of the related compound class. These findings are important for drug discovery and help us understand the biological basis for the traditional applications of these plants in TCM.

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Section: Miscellaneoussupporting

confidence: 79%

Section: Complex and Novel Terpenoidsmentioning

confidence: 99%

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Discovery of structurally diverse and bioactive compounds from plant resources in China

Shi

Yue

2012

Acta Pharmacol Sin

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“…PAB was isolated from the ethanolic extract of the root bark of Pseudolarix kaempferi by column chromatography and recrystallization, with the purity of 99.3% as determined by high-performance liquid chromatography (18). It was dissolved at a concentration of 0.01 mol/L in 100% DMSO as a stock solution, stored at Ϫ20°C, and diluted with sterile water before each experiment.…”

Section: Methodsmentioning

confidence: 99%

Pseudolaric Acid B Inhibits Angiogenesis and Reduces Hypoxia-Inducible Factor 1α by Promoting Proteasome-Mediated Degradation

Miao²,

Tan³

et al. 2004

Clinical Cancer Research

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Purpose: Pseudolaric acid B (PAB), the naturally occurring diterpenoid isolated from the root bark of Pseudolarix kaempferi Gordon tree (Pinaceae), possesses potent antifungal and pregnancy-terminating effects that may be tightly associated with angiogenesis. This study was to examine its angiogenic inhibition, impact on vascular endothelial growth factor (VEGF) secretion from tumor cells and the possible mechanism of action.Experimental Design: Angiogenesis inhibition was assessed by the human umbilical vascular endothelial cell proliferation, migration, and tube-formation assays, as well as the chorioallantoic membrane assay. ELISA, reverse transcription-PCR, and Western blotting analyses were performed to examine VEGF protein secretion, mRNA expression, and the possible mechanism in hypoxic MDA-MB-468 cells.Results

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“…Diterpene acid is one of the numerous traditional Chinese medicines that has a long history of recordation and clinical application (5). Diterpene acid has antiviral, anti-inflammatory, antitumor, antifungal and immunosuppressive effects (6)(7)(8)(9). Pseudolaric acid B (PAB; Fig.…”

Section: Introductionmentioning

confidence: 99%

Role of pseudolaric acid B in A549 lung cancer cell proliferation and apoptosis

Guan

Yang

2013

Molecular Medicine Reports

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Abstract. Recently, traditional Chinese medicine has gained attention for its potential use as a chemotherapeutic agent. Pseudolaric acid B (PAB) is a diterpene acid isolated from Pseudolarix kaempferi and possesses antifungal, antimicrobial, antifertility and antiangiogenic properties. It was also reported that PAB may inhibit proliferation and induce apoptosis in various types of cancer. However, its effects on A549 lung cancer cells remain to be determined. The present study aimed to determine the potential roles of PAB in the proliferation and apoptosis of A549 cells. The results showed that PAB inhibited A549 cell proliferation in a time-and dose-dependent manner. Fluorescence microscopy results showed that cells treated with 20 µmol/l PAB for 24 h exhibited karyorrhexis and apoptotic body formation. In addition, A549 cells were treated with 5, 10, 20, 40 or 80 µmol/l PAB for 24 h and apoptosis was analyzed using Annexin-V/propidium iodide kit. The apoptosis rates were 8. 95, 18.71, 24.66, 35.02 and 43.64%, respectively, in PAB-treated cells and 0.80% in the control group. Furthermore, western blot analysis showed that PAB treatment upregulated the protein levels of Bax, Bad and downregulated Bcl-2 and Bcl-xl expression. In conclusion, PAB may serve as a potent chemotherapeutic agent against human lung cancer.

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Antifungal diterpenoids of Pseudolarix kaempferi, and their structure–activity relationship study

Cited by 60 publications

References 8 publications

Discovery of structurally diverse and bioactive compounds from plant resources in China

Discovery of structurally diverse and bioactive compounds from plant resources in China

Pseudolaric Acid B Inhibits Angiogenesis and Reduces Hypoxia-Inducible Factor 1α by Promoting Proteasome-Mediated Degradation

Role of pseudolaric acid B in A549 lung cancer cell proliferation and apoptosis

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