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Rare prenylated isoflavonoids from the young twigs of Millettia extensa and their cytotoxic activities
Three new isoflavonoids, millexatins N-P (1-3), along with seven known compounds (6-10), were isolated from the acetone extract of the young twigs of . The structures were characterized by NMR spectroscopic and mass spectrometric analyses. Millexatin N (1) is an unusual geminal diisoprenylated isofl...
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Published in: | RSC advances 2022-10, Vol.12 (47), p.30359-30364 |
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creator | Cheenpracha, Sarot Chokchaisiri, Ratchanaporn Laphookhieo, Surat Limtharakul, Thunwadee Thepmalee, Chutamas |
description | Three new isoflavonoids, millexatins N-P (1-3), along with seven known compounds (6-10), were isolated from the acetone extract of the young twigs of
. The structures were characterized by NMR spectroscopic and mass spectrometric analyses. Millexatin N (1) is an unusual geminal diisoprenylated isoflavone with a modified ring A. Millexatin P (3) is an unusual isoflavone with a cyclohexyl substituent on ring B, which is extremely rare in nature. The isolated metabolites (1, 2, and 6-10) were evaluated for cytotoxicities against MDA-MB231, Huh-7, KKU-100 and normal human dermal fibroblast (NHDF) cell lines. Only compounds 1, 6 and 8 showed cytotoxicities against all cell lines with IC
values ranging from 13.9 to 30.9 μM. |
doi_str_mv | 10.1039/d2ra05950a |
format | article |
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. The structures were characterized by NMR spectroscopic and mass spectrometric analyses. Millexatin N (1) is an unusual geminal diisoprenylated isoflavone with a modified ring A. Millexatin P (3) is an unusual isoflavone with a cyclohexyl substituent on ring B, which is extremely rare in nature. The isolated metabolites (1, 2, and 6-10) were evaluated for cytotoxicities against MDA-MB231, Huh-7, KKU-100 and normal human dermal fibroblast (NHDF) cell lines. Only compounds 1, 6 and 8 showed cytotoxicities against all cell lines with IC
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. The structures were characterized by NMR spectroscopic and mass spectrometric analyses. Millexatin N (1) is an unusual geminal diisoprenylated isoflavone with a modified ring A. Millexatin P (3) is an unusual isoflavone with a cyclohexyl substituent on ring B, which is extremely rare in nature. The isolated metabolites (1, 2, and 6-10) were evaluated for cytotoxicities against MDA-MB231, Huh-7, KKU-100 and normal human dermal fibroblast (NHDF) cell lines. Only compounds 1, 6 and 8 showed cytotoxicities against all cell lines with IC
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. The structures were characterized by NMR spectroscopic and mass spectrometric analyses. Millexatin N (1) is an unusual geminal diisoprenylated isoflavone with a modified ring A. Millexatin P (3) is an unusual isoflavone with a cyclohexyl substituent on ring B, which is extremely rare in nature. The isolated metabolites (1, 2, and 6-10) were evaluated for cytotoxicities against MDA-MB231, Huh-7, KKU-100 and normal human dermal fibroblast (NHDF) cell lines. Only compounds 1, 6 and 8 showed cytotoxicities against all cell lines with IC
values ranging from 13.9 to 30.9 μM.</abstract><cop>England</cop><pub>Royal Society of Chemistry</pub><pmid>36337981</pmid><doi>10.1039/d2ra05950a</doi><tpages>6</tpages><orcidid>https://orcid.org/0000-0002-4333-1059</orcidid><orcidid>https://orcid.org/0000-0002-4757-2781</orcidid><orcidid>https://orcid.org/0000-0002-0426-3663</orcidid><oa>free_for_read</oa></addata></record> |
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subjects | Chemistry Isoflavones Metabolites NMR Nuclear magnetic resonance Spectrometry |
title | Rare prenylated isoflavonoids from the young twigs of Millettia extensa and their cytotoxic activities |
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