Anthraquinones from the Roots of Knoxia valerianoides inhibit the formation of advanced glycation end products and rat lens aldose reductase in vitro

Nam Hee Yoo; Dae Sik Jang; Yun Mi Lee; Il Ha Jeong; Jung Hee Cho; Joo Hwan Kim; Jin Sook Kim

doi:10.1007/s12272-010-0204-7

Anthraquinones from the Roots of Knoxia valerianoides inhibit the formation of advanced glycation end products and rat lens aldose reductase in vitro

Nam Hee Yoo, Dae Sik Jang, Yun Mi Lee, Il Ha Jeong, Jung Hee Cho, Joo Hwan Kim, Jin Sook Kim

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

33 Citations (Scopus)

Abstract

Eight known compounds, lucidin (1), lucidin-ω-methyl ether (2), rubiadin (3), damnacanthol (4), 1,3,6-trihydroxy-2-methoxymethylanthraquinone (5), 3,6-dihydroxy-2-hydroxymethyl-9,10-anthraquinone (6), 1,3,6-trihydroxy-2- hydroxymethyl-9,10-anthraquinone 3-O-β-primeveroside (7), and vanillic acid (8), were isolated from EtOAc- and n-BuOH-soluble fractions of the roots of Knoxia valerianoides. The structures of 1-8 were identified by analysis of spectroscopic data as well as by comparison with published values. All the isolates were subjected to in vitro bioassays to evaluate advanced glycation end products (AGEs) formation and rat lens aldose reductase (RLAR) inhibitory activity. Compound 5 showed the most potent inhibitory activity (IC₅₀ = 52.72 μM) against AGEs formation. Compounds 1, 2, and 8 also showed potent inhibitory activity on AGEs formation with IC₅₀ values of 79.28, 62.79, and 93.93 μM, respectively, compared with positive control, aminoguanidine (IC₅₀ = 962 μM). While, compounds 1 and 5-7 showed strong inhibitory activity against RLAR with IC₅₀ values of 3.35, 3.04, 6.39, and 2.05 μM, respectively.

Original language	English
Pages (from-to)	209-214
Number of pages	6
Journal	Archives of Pharmacal Research
Volume	33
Issue number	2
DOIs	https://doi.org/10.1007/s12272-010-0204-7
Publication status	Published - Feb 2010

Bibliographical note

Funding Information:
We thank Prof. Joo-Hwan Kim, Department of Life Science, Kyungwon University, Kyounggi-do, Korea, for identifying the plant material. This research was supported by a grant [L08010] and [K09030] from Korea Institute of Oriental Medicine and by the RIC program of MKE (Ministry of Knowledge Economy) in Daejeon University. The NMR experiments were performed by the Korea Basic Science Institute (KBSI).

Keywords

Advanced glycation end products (AGEs)
Anthraquinones
Diabetic complications
Knoxia valerianoides
Rat lens aldose reductase (RLAR)

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.1007/s12272-010-0204-7

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title = "Anthraquinones from the Roots of Knoxia valerianoides inhibit the formation of advanced glycation end products and rat lens aldose reductase in vitro",

abstract = "Eight known compounds, lucidin (1), lucidin-ω-methyl ether (2), rubiadin (3), damnacanthol (4), 1,3,6-trihydroxy-2-methoxymethylanthraquinone (5), 3,6-dihydroxy-2-hydroxymethyl-9,10-anthraquinone (6), 1,3,6-trihydroxy-2- hydroxymethyl-9,10-anthraquinone 3-O-β-primeveroside (7), and vanillic acid (8), were isolated from EtOAc- and n-BuOH-soluble fractions of the roots of Knoxia valerianoides. The structures of 1-8 were identified by analysis of spectroscopic data as well as by comparison with published values. All the isolates were subjected to in vitro bioassays to evaluate advanced glycation end products (AGEs) formation and rat lens aldose reductase (RLAR) inhibitory activity. Compound 5 showed the most potent inhibitory activity (IC50 = 52.72 μM) against AGEs formation. Compounds 1, 2, and 8 also showed potent inhibitory activity on AGEs formation with IC50 values of 79.28, 62.79, and 93.93 μM, respectively, compared with positive control, aminoguanidine (IC50 = 962 μM). While, compounds 1 and 5-7 showed strong inhibitory activity against RLAR with IC50 values of 3.35, 3.04, 6.39, and 2.05 μM, respectively.",

keywords = "Advanced glycation end products (AGEs), Anthraquinones, Diabetic complications, Knoxia valerianoides, Rat lens aldose reductase (RLAR)",

author = "Yoo, {Nam Hee} and Jang, {Dae Sik} and Lee, {Yun Mi} and Jeong, {Il Ha} and Cho, {Jung Hee} and Kim, {Joo Hwan} and Kim, {Jin Sook}",

note = "Funding Information: We thank Prof. Joo-Hwan Kim, Department of Life Science, Kyungwon University, Kyounggi-do, Korea, for identifying the plant material. This research was supported by a grant [L08010] and [K09030] from Korea Institute of Oriental Medicine and by the RIC program of MKE (Ministry of Knowledge Economy) in Daejeon University. The NMR experiments were performed by the Korea Basic Science Institute (KBSI).",

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doi = "10.1007/s12272-010-0204-7",

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T1 - Anthraquinones from the Roots of Knoxia valerianoides inhibit the formation of advanced glycation end products and rat lens aldose reductase in vitro

AU - Yoo, Nam Hee

AU - Jang, Dae Sik

AU - Lee, Yun Mi

AU - Jeong, Il Ha

AU - Cho, Jung Hee

AU - Kim, Joo Hwan

AU - Kim, Jin Sook

N1 - Funding Information: We thank Prof. Joo-Hwan Kim, Department of Life Science, Kyungwon University, Kyounggi-do, Korea, for identifying the plant material. This research was supported by a grant [L08010] and [K09030] from Korea Institute of Oriental Medicine and by the RIC program of MKE (Ministry of Knowledge Economy) in Daejeon University. The NMR experiments were performed by the Korea Basic Science Institute (KBSI).

PY - 2010/2

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N2 - Eight known compounds, lucidin (1), lucidin-ω-methyl ether (2), rubiadin (3), damnacanthol (4), 1,3,6-trihydroxy-2-methoxymethylanthraquinone (5), 3,6-dihydroxy-2-hydroxymethyl-9,10-anthraquinone (6), 1,3,6-trihydroxy-2- hydroxymethyl-9,10-anthraquinone 3-O-β-primeveroside (7), and vanillic acid (8), were isolated from EtOAc- and n-BuOH-soluble fractions of the roots of Knoxia valerianoides. The structures of 1-8 were identified by analysis of spectroscopic data as well as by comparison with published values. All the isolates were subjected to in vitro bioassays to evaluate advanced glycation end products (AGEs) formation and rat lens aldose reductase (RLAR) inhibitory activity. Compound 5 showed the most potent inhibitory activity (IC50 = 52.72 μM) against AGEs formation. Compounds 1, 2, and 8 also showed potent inhibitory activity on AGEs formation with IC50 values of 79.28, 62.79, and 93.93 μM, respectively, compared with positive control, aminoguanidine (IC50 = 962 μM). While, compounds 1 and 5-7 showed strong inhibitory activity against RLAR with IC50 values of 3.35, 3.04, 6.39, and 2.05 μM, respectively.

AB - Eight known compounds, lucidin (1), lucidin-ω-methyl ether (2), rubiadin (3), damnacanthol (4), 1,3,6-trihydroxy-2-methoxymethylanthraquinone (5), 3,6-dihydroxy-2-hydroxymethyl-9,10-anthraquinone (6), 1,3,6-trihydroxy-2- hydroxymethyl-9,10-anthraquinone 3-O-β-primeveroside (7), and vanillic acid (8), were isolated from EtOAc- and n-BuOH-soluble fractions of the roots of Knoxia valerianoides. The structures of 1-8 were identified by analysis of spectroscopic data as well as by comparison with published values. All the isolates were subjected to in vitro bioassays to evaluate advanced glycation end products (AGEs) formation and rat lens aldose reductase (RLAR) inhibitory activity. Compound 5 showed the most potent inhibitory activity (IC50 = 52.72 μM) against AGEs formation. Compounds 1, 2, and 8 also showed potent inhibitory activity on AGEs formation with IC50 values of 79.28, 62.79, and 93.93 μM, respectively, compared with positive control, aminoguanidine (IC50 = 962 μM). While, compounds 1 and 5-7 showed strong inhibitory activity against RLAR with IC50 values of 3.35, 3.04, 6.39, and 2.05 μM, respectively.

KW - Advanced glycation end products (AGEs)

KW - Anthraquinones

KW - Diabetic complications

KW - Knoxia valerianoides

KW - Rat lens aldose reductase (RLAR)

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SN - 0253-6269

VL - 33

SP - 209

EP - 214

JO - Archives of Pharmacal Research

JF - Archives of Pharmacal Research

IS - 2

ER -

Anthraquinones from the Roots of Knoxia valerianoides inhibit the formation of advanced glycation end products and rat lens aldose reductase in vitro

Abstract

Bibliographical note

Keywords

UN SDGs

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