Bioactive dammarane triterpenes from the mangrove Plant Bruguiera gymnorrhiza

Sudarat Homhual; Nuntavan Bunyapraphatsara; Tamara Kondratyuk; Angkana Herunsalee; Wongsatit Chaukul; John M. Pezzuto; Harry H.S. Fong; Hongjie Zhang

doi:10.1021/np058112x

Bioactive dammarane triterpenes from the mangrove Plant Bruguiera gymnorrhiza

Sudarat Homhual, Nuntavan Bunyapraphatsara^*, Tamara Kondratyuk, Angkana Herunsalee, Wongsatit Chaukul, John M. Pezzuto, Harry H.S. Fong, Hongjie Zhang

^*Corresponding author for this work

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

45 Citations (Scopus)

Abstract

Three new dammarane triterpenes, bruguierins A-C (1-3), were isolated from a petroleum ether extract of the flowers of Bruguiera gymnorrhiza. Their structures were determined on the basis of physical and spectroscopic data interpretation. With stably transfected HepG2 cells, the three isolates activated antioxidant response element (ARE luciferase activation) with EC₅₀ values of 7.8, 9.4, and 15.7 μM, respectively. Bruguierin A (1) also inhibited phorbol ester-induced NFκB (nuclear factor-κB) luciferase activation with an IC₅₀ value of 1.4 μM and selectively inhibited cyclooxygenase-2 (COX-2) activity with an IC₅₀ value of 0.37 μM. Compounds 2 and 3 were not active in these bioassays.

Original language	English
Pages (from-to)	421-424
Number of pages	4
Journal	Journal of Natural Products
Volume	69
Issue number	3
DOIs	https://doi.org/10.1021/np058112x
Publication status	Published - Mar 2006

Scopus Subject Areas

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

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10.1021/np058112x

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@article{47570501b493443e93d3108af5ad871c,

title = "Bioactive dammarane triterpenes from the mangrove Plant Bruguiera gymnorrhiza",

abstract = "Three new dammarane triterpenes, bruguierins A-C (1-3), were isolated from a petroleum ether extract of the flowers of Bruguiera gymnorrhiza. Their structures were determined on the basis of physical and spectroscopic data interpretation. With stably transfected HepG2 cells, the three isolates activated antioxidant response element (ARE luciferase activation) with EC50 values of 7.8, 9.4, and 15.7 μM, respectively. Bruguierin A (1) also inhibited phorbol ester-induced NFκB (nuclear factor-κB) luciferase activation with an IC50 value of 1.4 μM and selectively inhibited cyclooxygenase-2 (COX-2) activity with an IC50 value of 0.37 μM. Compounds 2 and 3 were not active in these bioassays.",

author = "Sudarat Homhual and Nuntavan Bunyapraphatsara and Tamara Kondratyuk and Angkana Herunsalee and Wongsatit Chaukul and Pezzuto, {John M.} and Fong, {Harry H.S.} and Hongjie Zhang",

note = "This study was supported by the Thailand Research Fund through the Royal Golden Jubilee Ph.D. program (grant No. PHD/0191/2545) to S.H. and N.B. and in part by program project P01-CA48112 funded by the National Cancer Institute, NIH, Bethesda, MD. ",

year = "2006",

month = mar,

doi = "10.1021/np058112x",

language = "English",

volume = "69",

pages = "421--424",

journal = "Journal of Natural Products",

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publisher = "American Chemical Society",

number = "3",

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T1 - Bioactive dammarane triterpenes from the mangrove Plant Bruguiera gymnorrhiza

AU - Homhual, Sudarat

AU - Bunyapraphatsara, Nuntavan

AU - Kondratyuk, Tamara

AU - Herunsalee, Angkana

AU - Chaukul, Wongsatit

AU - Pezzuto, John M.

AU - Fong, Harry H.S.

AU - Zhang, Hongjie

N1 - This study was supported by the Thailand Research Fund through the Royal Golden Jubilee Ph.D. program (grant No. PHD/0191/2545) to S.H. and N.B. and in part by program project P01-CA48112 funded by the National Cancer Institute, NIH, Bethesda, MD.

PY - 2006/3

Y1 - 2006/3

N2 - Three new dammarane triterpenes, bruguierins A-C (1-3), were isolated from a petroleum ether extract of the flowers of Bruguiera gymnorrhiza. Their structures were determined on the basis of physical and spectroscopic data interpretation. With stably transfected HepG2 cells, the three isolates activated antioxidant response element (ARE luciferase activation) with EC50 values of 7.8, 9.4, and 15.7 μM, respectively. Bruguierin A (1) also inhibited phorbol ester-induced NFκB (nuclear factor-κB) luciferase activation with an IC50 value of 1.4 μM and selectively inhibited cyclooxygenase-2 (COX-2) activity with an IC50 value of 0.37 μM. Compounds 2 and 3 were not active in these bioassays.

AB - Three new dammarane triterpenes, bruguierins A-C (1-3), were isolated from a petroleum ether extract of the flowers of Bruguiera gymnorrhiza. Their structures were determined on the basis of physical and spectroscopic data interpretation. With stably transfected HepG2 cells, the three isolates activated antioxidant response element (ARE luciferase activation) with EC50 values of 7.8, 9.4, and 15.7 μM, respectively. Bruguierin A (1) also inhibited phorbol ester-induced NFκB (nuclear factor-κB) luciferase activation with an IC50 value of 1.4 μM and selectively inhibited cyclooxygenase-2 (COX-2) activity with an IC50 value of 0.37 μM. Compounds 2 and 3 were not active in these bioassays.

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SN - 0163-3864

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SP - 421

EP - 424

JO - Journal of Natural Products

JF - Journal of Natural Products

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ER -

Bioactive dammarane triterpenes from the mangrove Plant Bruguiera gymnorrhiza

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