Chemical constituents and biological studies of the leaves of grevillea robusta

Ta Hsien Chuang; Hsiu Hui Chan; Tian Shung Wu; Chien Fu Li

doi:10.3390/molecules16119331

Chemical constituents and biological studies of the leaves of grevillea robusta

Ta Hsien Chuang
, Hsiu Hui Chan
, Tian Shung Wu
, Chien Fu Li

School of Pharmacy

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

16 Citations (Scopus)

Abstract

Three new compounds: Graviquinone (1), cis-3-hydroxy-5- pentadecylcyclohexanone (2), and methyl 5-ethoxy-2-hydroxycinnamate (3), and thirty-eight known compounds were isolated and identified from the leaves of Grevillea robusta. The structures of these compounds were determined by spectroscopic and chemical transformation methods. Graviquinone (1) showed the strongest cytotoxicity against MCF-7, NCI-H460, and SF-268 cell lines. Methyl 2,5-dihydroxycinnamate (4), graviphane (13), and dehydrograviphane (14) exhibited very potent DPPH scavenging activity compared with α-tocopherol. Methyl 2,5-dihydroxycinnamate (4) and bis-norstriatol (17) demonstrated strong inhibition of L-DOPA oxidation by mushroom tyrosinase compared with kojic acid.

Original language	English
Pages (from-to)	9331-9339
Number of pages	9
Journal	Molecules
Volume	16
Issue number	11
DOIs	https://doi.org/10.3390/molecules16119331
Publication status	Published - 2011 Nov

All Science Journal Classification (ASJC) codes

Analytical Chemistry
Chemistry (miscellaneous)
Molecular Medicine
Pharmaceutical Science
Drug Discovery
Physical and Theoretical Chemistry
Organic Chemistry

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title = "Chemical constituents and biological studies of the leaves of grevillea robusta",

abstract = "Three new compounds: Graviquinone (1), cis-3-hydroxy-5- pentadecylcyclohexanone (2), and methyl 5-ethoxy-2-hydroxycinnamate (3), and thirty-eight known compounds were isolated and identified from the leaves of Grevillea robusta. The structures of these compounds were determined by spectroscopic and chemical transformation methods. Graviquinone (1) showed the strongest cytotoxicity against MCF-7, NCI-H460, and SF-268 cell lines. Methyl 2,5-dihydroxycinnamate (4), graviphane (13), and dehydrograviphane (14) exhibited very potent DPPH scavenging activity compared with α-tocopherol. Methyl 2,5-dihydroxycinnamate (4) and bis-norstriatol (17) demonstrated strong inhibition of L-DOPA oxidation by mushroom tyrosinase compared with kojic acid.",

author = "Chuang, \{Ta Hsien\} and Chan, \{Hsiu Hui\} and Wu, \{Tian Shung\} and Li, \{Chien Fu\}",

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T1 - Chemical constituents and biological studies of the leaves of grevillea robusta

AU - Chuang, Ta Hsien

AU - Chan, Hsiu Hui

AU - Wu, Tian Shung

AU - Li, Chien Fu

PY - 2011/11

Y1 - 2011/11

N2 - Three new compounds: Graviquinone (1), cis-3-hydroxy-5- pentadecylcyclohexanone (2), and methyl 5-ethoxy-2-hydroxycinnamate (3), and thirty-eight known compounds were isolated and identified from the leaves of Grevillea robusta. The structures of these compounds were determined by spectroscopic and chemical transformation methods. Graviquinone (1) showed the strongest cytotoxicity against MCF-7, NCI-H460, and SF-268 cell lines. Methyl 2,5-dihydroxycinnamate (4), graviphane (13), and dehydrograviphane (14) exhibited very potent DPPH scavenging activity compared with α-tocopherol. Methyl 2,5-dihydroxycinnamate (4) and bis-norstriatol (17) demonstrated strong inhibition of L-DOPA oxidation by mushroom tyrosinase compared with kojic acid.

AB - Three new compounds: Graviquinone (1), cis-3-hydroxy-5- pentadecylcyclohexanone (2), and methyl 5-ethoxy-2-hydroxycinnamate (3), and thirty-eight known compounds were isolated and identified from the leaves of Grevillea robusta. The structures of these compounds were determined by spectroscopic and chemical transformation methods. Graviquinone (1) showed the strongest cytotoxicity against MCF-7, NCI-H460, and SF-268 cell lines. Methyl 2,5-dihydroxycinnamate (4), graviphane (13), and dehydrograviphane (14) exhibited very potent DPPH scavenging activity compared with α-tocopherol. Methyl 2,5-dihydroxycinnamate (4) and bis-norstriatol (17) demonstrated strong inhibition of L-DOPA oxidation by mushroom tyrosinase compared with kojic acid.

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Chemical constituents and biological studies of the leaves of grevillea robusta

Abstract

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