Melanogenesis-Inhibitory and Cytotoxic Activities of Chemical Constituents from the Leaves of Sauropus androgynus L. Merr. (Euphorbiaceae)

© 2018 Wiley-VHCA AG, Zurich, Switzerland A new steroid, 20-hydroxyisofucosterol (stigmasta-5,24(28)-diene-3β,20β-diol) (7), along with six known compounds 1 – 6 were isolated from the MeOH extract of the leaves of Sauropus androgynus L. Merr. (Euphorbiaceae). The structure of new steroid was determ...

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Main Authors: Jie Zhang, Wan Fang Zhu, Wei Yuan Zhu, Pan Pan Yang, Jian Xu, Jiradej Manosroi, Takashi Kikuchi, Masahiko Abe, Toshihiro Akihisa, Feng Feng
Format: Journal
Published: 2018
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http://cmuir.cmu.ac.th/jspui/handle/6653943832/58304
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spelling th-cmuir.6653943832-583042018-09-05T04:24:52Z Melanogenesis-Inhibitory and Cytotoxic Activities of Chemical Constituents from the Leaves of Sauropus androgynus L. Merr. (Euphorbiaceae) Jie Zhang Wan Fang Zhu Wei Yuan Zhu Pan Pan Yang Jian Xu Jiradej Manosroi Takashi Kikuchi Masahiko Abe Toshihiro Akihisa Feng Feng Biochemistry, Genetics and Molecular Biology Chemical Engineering Chemistry © 2018 Wiley-VHCA AG, Zurich, Switzerland A new steroid, 20-hydroxyisofucosterol (stigmasta-5,24(28)-diene-3β,20β-diol) (7), along with six known compounds 1 – 6 were isolated from the MeOH extract of the leaves of Sauropus androgynus L. Merr. (Euphorbiaceae). The structure of new steroid was determined by HR-APCI-MS and various NMR techniques in combination with literature data. Subsequently, their anti-inflammatory, cytotoxic activities against five human cell lines, as well as inhibitory activities against the α-MSH induced melanogenesis on the B16 cell line were evaluated. As the results, steroid compounds, 6 and 7 exhibited moderate cytotoxic to HL60, AZ521, SKBR3, and A549 tumor cell lines (IC5026.9 – 45.1 μm) with high tumor selectivity for A549 relative to WI38 cell lines (SI 2.6 and 3.0, resp.). And, flavonoid compounds, 4 and 5 exhibited superior inhibitory activities against melanogenesis (67.0 – 94.7% melanin content), even with no or low toxicity to the cells (90.1 – 99.6% cell viability) at the concentrations from 10 to 100 μm. Furthermore, Western blot analysis suggested that compound 5 could inhibit melanogenesis by suppressing the protein expressions of MITF, TRP-1, TRP-2, and tyrosinase. 2018-09-05T04:22:25Z 2018-09-05T04:22:25Z 2018-02-01 Journal 16121880 16121872 2-s2.0-85041626424 10.1002/cbdv.201700486 https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=85041626424&origin=inward http://cmuir.cmu.ac.th/jspui/handle/6653943832/58304
institution Chiang Mai University
building Chiang Mai University Library
country Thailand
collection CMU Intellectual Repository
topic Biochemistry, Genetics and Molecular Biology
Chemical Engineering
Chemistry
spellingShingle Biochemistry, Genetics and Molecular Biology
Chemical Engineering
Chemistry
Jie Zhang
Wan Fang Zhu
Wei Yuan Zhu
Pan Pan Yang
Jian Xu
Jiradej Manosroi
Takashi Kikuchi
Masahiko Abe
Toshihiro Akihisa
Feng Feng
Melanogenesis-Inhibitory and Cytotoxic Activities of Chemical Constituents from the Leaves of Sauropus androgynus L. Merr. (Euphorbiaceae)
description © 2018 Wiley-VHCA AG, Zurich, Switzerland A new steroid, 20-hydroxyisofucosterol (stigmasta-5,24(28)-diene-3β,20β-diol) (7), along with six known compounds 1 – 6 were isolated from the MeOH extract of the leaves of Sauropus androgynus L. Merr. (Euphorbiaceae). The structure of new steroid was determined by HR-APCI-MS and various NMR techniques in combination with literature data. Subsequently, their anti-inflammatory, cytotoxic activities against five human cell lines, as well as inhibitory activities against the α-MSH induced melanogenesis on the B16 cell line were evaluated. As the results, steroid compounds, 6 and 7 exhibited moderate cytotoxic to HL60, AZ521, SKBR3, and A549 tumor cell lines (IC5026.9 – 45.1 μm) with high tumor selectivity for A549 relative to WI38 cell lines (SI 2.6 and 3.0, resp.). And, flavonoid compounds, 4 and 5 exhibited superior inhibitory activities against melanogenesis (67.0 – 94.7% melanin content), even with no or low toxicity to the cells (90.1 – 99.6% cell viability) at the concentrations from 10 to 100 μm. Furthermore, Western blot analysis suggested that compound 5 could inhibit melanogenesis by suppressing the protein expressions of MITF, TRP-1, TRP-2, and tyrosinase.
format Journal
author Jie Zhang
Wan Fang Zhu
Wei Yuan Zhu
Pan Pan Yang
Jian Xu
Jiradej Manosroi
Takashi Kikuchi
Masahiko Abe
Toshihiro Akihisa
Feng Feng
author_facet Jie Zhang
Wan Fang Zhu
Wei Yuan Zhu
Pan Pan Yang
Jian Xu
Jiradej Manosroi
Takashi Kikuchi
Masahiko Abe
Toshihiro Akihisa
Feng Feng
author_sort Jie Zhang
title Melanogenesis-Inhibitory and Cytotoxic Activities of Chemical Constituents from the Leaves of Sauropus androgynus L. Merr. (Euphorbiaceae)
title_short Melanogenesis-Inhibitory and Cytotoxic Activities of Chemical Constituents from the Leaves of Sauropus androgynus L. Merr. (Euphorbiaceae)
title_full Melanogenesis-Inhibitory and Cytotoxic Activities of Chemical Constituents from the Leaves of Sauropus androgynus L. Merr. (Euphorbiaceae)
title_fullStr Melanogenesis-Inhibitory and Cytotoxic Activities of Chemical Constituents from the Leaves of Sauropus androgynus L. Merr. (Euphorbiaceae)
title_full_unstemmed Melanogenesis-Inhibitory and Cytotoxic Activities of Chemical Constituents from the Leaves of Sauropus androgynus L. Merr. (Euphorbiaceae)
title_sort melanogenesis-inhibitory and cytotoxic activities of chemical constituents from the leaves of sauropus androgynus l. merr. (euphorbiaceae)
publishDate 2018
url https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=85041626424&origin=inward
http://cmuir.cmu.ac.th/jspui/handle/6653943832/58304
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