Isolation, structure, and bioactivities of abiesadines A-Y, 25 new diterpenes from Abies georgei Orr

Xian Wen Yang; Lin Feng; Su Mei Li; Xiao Hua Liu; Yong Li Li; Liang Wu; Yun Heng Shen; Jun Mian Tian; Xi Zhang; Xin Ru Liu; Ning Wang; Yonghong Liu; Wei Dong Zhang

doi:10.1016/j.bmc.2009.11.055

Isolation, structure, and bioactivities of abiesadines A-Y, 25 new diterpenes from Abies georgei Orr

Xian Wen Yang, Lin Feng, Su Mei Li, Xiao Hua Liu, Yong Li Li, Liang Wu, Yun Heng Shen, Jun Mian Tian, Xi Zhang, Xin Ru Liu, Ning Wang, Yonghong Liu, Wei Dong Zhang^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › Research › peer-review

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Abstract

Twenty-five new (abiesadines A-Y, 1-25) and 29 known (26-54) diterpenes were isolated from the aerial parts of Abies georgei. Abiesadine A (1) is a novel 8,14-seco-abietane, while abiesadine B (2) is a novel 9,10-seco-abietane. The structures of the new compounds were established on the basis of spectroscopic data analysis. Manool (52) showed the strongest effect against LPS-induced NO production in RAW264.7 macrophages with the IC₅₀ value of 11.0 μg/mL. In another anti-inflammatory assay against TNFα-triggered NF-κB activity, (12R,13R)-8,12-epoxy-14-labden-13-ol (54) exhibited the strongest effect (IC₅₀ = 8.7 μg/mL). For antitumor assays, pomiferin A (26) and 8,11,13-abietatriene-7α,18-diol (29) both showed the most significant activity against LOVO cells (IC₅₀ = 9.2 μg/mL). While 7-oxocallitrisic acid (46) exhibited significant cytotoxicity against QGY-7703 tumor cells (IC₅₀ = 10.2 μg/mL). Crown

Original language	English
Pages (from-to)	744-754
Number of pages	11
Journal	Bioorganic and Medicinal Chemistry
Volume	18
Issue number	2
DOIs	https://doi.org/10.1016/j.bmc.2009.11.055
Publication status	Published - 15 Jan 2010

Keywords

Abies georgei Orr
Abiesadines A-Y
Diterpenes
Nitric oxide (NO)
Pinaceae
RAW264.7 macrophages

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10.1016/j.bmc.2009.11.055

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title = "Isolation, structure, and bioactivities of abiesadines A-Y, 25 new diterpenes from Abies georgei Orr",

abstract = "Twenty-five new (abiesadines A-Y, 1-25) and 29 known (26-54) diterpenes were isolated from the aerial parts of Abies georgei. Abiesadine A (1) is a novel 8,14-seco-abietane, while abiesadine B (2) is a novel 9,10-seco-abietane. The structures of the new compounds were established on the basis of spectroscopic data analysis. Manool (52) showed the strongest effect against LPS-induced NO production in RAW264.7 macrophages with the IC50 value of 11.0 μg/mL. In another anti-inflammatory assay against TNFα-triggered NF-κB activity, (12R,13R)-8,12-epoxy-14-labden-13-ol (54) exhibited the strongest effect (IC50 = 8.7 μg/mL). For antitumor assays, pomiferin A (26) and 8,11,13-abietatriene-7α,18-diol (29) both showed the most significant activity against LOVO cells (IC50 = 9.2 μg/mL). While 7-oxocallitrisic acid (46) exhibited significant cytotoxicity against QGY-7703 tumor cells (IC50 = 10.2 μg/mL). Crown",

keywords = "Abies georgei Orr, Abiesadines A-Y, Diterpenes, Nitric oxide (NO), Pinaceae, RAW264.7 macrophages",

author = "Yang, {Xian Wen} and Lin Feng and Li, {Su Mei} and Liu, {Xiao Hua} and Li, {Yong Li} and Liang Wu and Shen, {Yun Heng} and Tian, {Jun Mian} and Xi Zhang and Liu, {Xin Ru} and Ning Wang and Yonghong Liu and Zhang, {Wei Dong}",

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AU - Yang, Xian Wen

AU - Feng, Lin

AU - Li, Su Mei

AU - Liu, Xiao Hua

AU - Li, Yong Li

AU - Wu, Liang

AU - Shen, Yun Heng

AU - Tian, Jun Mian

AU - Zhang, Xi

AU - Liu, Xin Ru

AU - Wang, Ning

AU - Liu, Yonghong

AU - Zhang, Wei Dong

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KW - Diterpenes

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ER -

Isolation, structure, and bioactivities of abiesadines A-Y, 25 new diterpenes from Abies georgei Orr

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Keywords

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