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

95 Citations (Scopus)

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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T1 - Isolation, structure, and bioactivities of abiesadines A-Y, 25 new diterpenes from Abies georgei Orr

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 - Abies georgei Orr

KW - Abiesadines A-Y

KW - Diterpenes

KW - Nitric oxide (NO)

KW - Pinaceae

KW - RAW264.7 macrophages

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AN - SCOPUS:76449087752

SN - 0968-0896

VL - 18

SP - 744

EP - 754

JO - Bioorganic and Medicinal Chemistry

JF - Bioorganic and Medicinal Chemistry

IS - 2

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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