Bioactive compounds from the fern Lepisorus contortus

Jian Hong Yang; Tamara P. Kondratyuk; Katherine C. Jermihov; Laura E. Marler; Xi Qiu; Yongsoo Choi; Hongmei Cao; Rui Yu; Megan Sturdy; Rong Huang; Ying Liu; Li Qin Wang; Andrew D. Mesecar; Richard B. Van Breemen; John M. Pezzuto; Harry H.S. Fong; Ye Gao Chen; Hong Jie Zhang

doi:10.1021/np100373f

Bioactive compounds from the fern Lepisorus contortus

Jian Hong Yang, Tamara P. Kondratyuk, Katherine C. Jermihov, Laura E. Marler, Xi Qiu, Yongsoo Choi, Hongmei Cao, Rui Yu, Megan Sturdy, Rong Huang, Ying Liu, Li Qin Wang, Andrew D. Mesecar, Richard B. Van Breemen, John M. Pezzuto, Harry H.S. Fong, Ye Gao Chen^*, Hong Jie Zhang^*

^*Corresponding author for this work

Chinese Medicine - Teaching and Research Division

Research output: Contribution to journal › Journal article › peer-review

31 Citations (Scopus)

Abstract

Phytochemical investigation of the whole plant of Lepisorus contortus (Christ) Ching led to the isolation of five new phenylethanoid glycosides (1-5), each containing a caffeoyl group, a new flavonoid glycoside (10), and 14 known compounds (6-9 and 11-15, syringic acid, vanillic acid, phloretic acid, diplopterol, and β-sitosterol). This is the first report of phenylethanoid glycosides from the family Polypodiaceae. Compounds 1-15 were evaluated for their cancer chemopreventive potential based on their ability to inhibit tumor necrosis factor alpha (TNF-α)-induced NF-κB activity, nitric oxide (NO) production, and aromatase, quinone reductase 2 (QR-2), and COX-1/-2 activities. Quercetin-3-O-β-d-glucoside (15) demonstrated inhibition against QR2 with an IC₅₀ value of 3.84 μM, which confirmed kaempferol/quercetin glycosides as the active compounds to inhibit QR2. The compound also demonstrated NF-κB activity with an IC₅₀ value of 33.6 μM. In addition, compounds 1, 2, 4, and 6 showed aromatase activity with IC₅₀ values of 30.7, 32.3, 26.8, and 35.3 μM, respectively.

Original language	English
Pages (from-to)	129-136
Number of pages	8
Journal	Journal of Natural Products
Volume	74
Issue number	2
Early online date	24 Jan 2011
DOIs	https://doi.org/10.1021/np100373f
Publication status	Published - 25 Feb 2011

Scopus Subject Areas

Analytical Chemistry
Molecular Medicine
Pharmacology
Pharmaceutical Science
Drug Discovery
Complementary and alternative medicine
Organic Chemistry

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

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10.1021/np100373f

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Yang, J. H., Kondratyuk, T. P., Jermihov, K. C., Marler, L. E., Qiu, X., Choi, Y., Cao, H., Yu, R., Sturdy, M., Huang, R., Liu, Y., Wang, L. Q., Mesecar, A. D., Van Breemen, R. B., Pezzuto, J. M., Fong, H. H. S., Chen, Y. G., & Zhang, H. J. (2011). Bioactive compounds from the fern Lepisorus contortus. Journal of Natural Products, 74(2), 129-136. https://doi.org/10.1021/np100373f

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title = "Bioactive compounds from the fern Lepisorus contortus",

abstract = "Phytochemical investigation of the whole plant of Lepisorus contortus (Christ) Ching led to the isolation of five new phenylethanoid glycosides (1-5), each containing a caffeoyl group, a new flavonoid glycoside (10), and 14 known compounds (6-9 and 11-15, syringic acid, vanillic acid, phloretic acid, diplopterol, and β-sitosterol). This is the first report of phenylethanoid glycosides from the family Polypodiaceae. Compounds 1-15 were evaluated for their cancer chemopreventive potential based on their ability to inhibit tumor necrosis factor alpha (TNF-α)-induced NF-κB activity, nitric oxide (NO) production, and aromatase, quinone reductase 2 (QR-2), and COX-1/-2 activities. Quercetin-3-O-β-d-glucoside (15) demonstrated inhibition against QR2 with an IC50 value of 3.84 μM, which confirmed kaempferol/quercetin glycosides as the active compounds to inhibit QR2. The compound also demonstrated NF-κB activity with an IC50 value of 33.6 μM. In addition, compounds 1, 2, 4, and 6 showed aromatase activity with IC50 values of 30.7, 32.3, 26.8, and 35.3 μM, respectively.",

author = "Yang, {Jian Hong} and Kondratyuk, {Tamara P.} and Jermihov, {Katherine C.} and Marler, {Laura E.} and Xi Qiu and Yongsoo Choi and Hongmei Cao and Rui Yu and Megan Sturdy and Rong Huang and Ying Liu and Wang, {Li Qin} and Mesecar, {Andrew D.} and {Van Breemen}, {Richard B.} and Pezzuto, {John M.} and Fong, {Harry H.S.} and Chen, {Ye Gao} and Zhang, {Hong Jie}",

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doi = "10.1021/np100373f",

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AU - Yang, Jian Hong

AU - Kondratyuk, Tamara P.

AU - Jermihov, Katherine C.

AU - Marler, Laura E.

AU - Qiu, Xi

AU - Choi, Yongsoo

AU - Cao, Hongmei

AU - Yu, Rui

AU - Sturdy, Megan

AU - Huang, Rong

AU - Liu, Ying

AU - Wang, Li Qin

AU - Mesecar, Andrew D.

AU - Van Breemen, Richard B.

AU - Pezzuto, John M.

AU - Fong, Harry H.S.

AU - Chen, Ye Gao

AU - Zhang, Hong Jie

PY - 2011/2/25

Y1 - 2011/2/25

N2 - Phytochemical investigation of the whole plant of Lepisorus contortus (Christ) Ching led to the isolation of five new phenylethanoid glycosides (1-5), each containing a caffeoyl group, a new flavonoid glycoside (10), and 14 known compounds (6-9 and 11-15, syringic acid, vanillic acid, phloretic acid, diplopterol, and β-sitosterol). This is the first report of phenylethanoid glycosides from the family Polypodiaceae. Compounds 1-15 were evaluated for their cancer chemopreventive potential based on their ability to inhibit tumor necrosis factor alpha (TNF-α)-induced NF-κB activity, nitric oxide (NO) production, and aromatase, quinone reductase 2 (QR-2), and COX-1/-2 activities. Quercetin-3-O-β-d-glucoside (15) demonstrated inhibition against QR2 with an IC50 value of 3.84 μM, which confirmed kaempferol/quercetin glycosides as the active compounds to inhibit QR2. The compound also demonstrated NF-κB activity with an IC50 value of 33.6 μM. In addition, compounds 1, 2, 4, and 6 showed aromatase activity with IC50 values of 30.7, 32.3, 26.8, and 35.3 μM, respectively.

AB - Phytochemical investigation of the whole plant of Lepisorus contortus (Christ) Ching led to the isolation of five new phenylethanoid glycosides (1-5), each containing a caffeoyl group, a new flavonoid glycoside (10), and 14 known compounds (6-9 and 11-15, syringic acid, vanillic acid, phloretic acid, diplopterol, and β-sitosterol). This is the first report of phenylethanoid glycosides from the family Polypodiaceae. Compounds 1-15 were evaluated for their cancer chemopreventive potential based on their ability to inhibit tumor necrosis factor alpha (TNF-α)-induced NF-κB activity, nitric oxide (NO) production, and aromatase, quinone reductase 2 (QR-2), and COX-1/-2 activities. Quercetin-3-O-β-d-glucoside (15) demonstrated inhibition against QR2 with an IC50 value of 3.84 μM, which confirmed kaempferol/quercetin glycosides as the active compounds to inhibit QR2. The compound also demonstrated NF-κB activity with an IC50 value of 33.6 μM. In addition, compounds 1, 2, 4, and 6 showed aromatase activity with IC50 values of 30.7, 32.3, 26.8, and 35.3 μM, respectively.

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Bioactive compounds from the fern Lepisorus contortus

Abstract

Scopus Subject Areas

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