Goniolanceolatins A-H, Cytotoxic Bis-styryllactones from Goniothalamus lanceolatus
Eight new bis-styryllactones, goniolanceolatins A-H (1-8), possessing a rare α,β-unsaturated Î-lactone moiety with a (6S)-configuration, were isolated from the CH2Cl2 extract of the stembark and roots of Goniothalamus lanceolatus Miq., a plant endemic to Malaysia. Absolute structures were establishe...
Published in: | Journal of Natural Products |
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American Chemical Society
2019
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2-s2.0-85071887359 Bihud N.V.; Rasol N.E.; Imran S.; Awang K.; Ahmad F.B.; Mai C.-W.; Leong C.-O.; Cordell G.A.; Ismail N.H. Goniolanceolatins A-H, Cytotoxic Bis-styryllactones from Goniothalamus lanceolatus 2019 Journal of Natural Products 82 9 10.1021/acs.jnatprod.8b01067 https://www.scopus.com/inward/record.uri?eid=2-s2.0-85071887359&doi=10.1021%2facs.jnatprod.8b01067&partnerID=40&md5=f24aead5a42422f067a84aa8d3354a86 Eight new bis-styryllactones, goniolanceolatins A-H (1-8), possessing a rare α,β-unsaturated Î-lactone moiety with a (6S)-configuration, were isolated from the CH2Cl2 extract of the stembark and roots of Goniothalamus lanceolatus Miq., a plant endemic to Malaysia. Absolute structures were established through extensive 1D-A nd 2D-NMR data analysis, in combination with electronic dichroism (ECD) data. All of the isolates were evaluated for their cytotoxicity against human lung and colorectal cancer cell lines. Compounds 2 and 4 showed cytotoxicity, with IC50 values ranging from 2.3 to 4.2 μM, and were inactive toward human noncancerous lung and colorectal cells. Compounds 1, 3, 6, 7, and 8 showed moderate to weak cytotoxicity. Docking studies of compounds 2 and 4 showed that they bind with EGFR tyrosine kinase and cyclin-dependent kinase 2 through hydrogen bonding interactions with the important amino acids, including Lys721, Met769, Asn818, Arg157, Ile10, and Glu12. Copyright © 2019 American Chemical Society and American Society of Pharmacognosy. American Chemical Society 1633864 English Article |
author |
Bihud N.V.; Rasol N.E.; Imran S.; Awang K.; Ahmad F.B.; Mai C.-W.; Leong C.-O.; Cordell G.A.; Ismail N.H. |
spellingShingle |
Bihud N.V.; Rasol N.E.; Imran S.; Awang K.; Ahmad F.B.; Mai C.-W.; Leong C.-O.; Cordell G.A.; Ismail N.H. Goniolanceolatins A-H, Cytotoxic Bis-styryllactones from Goniothalamus lanceolatus |
author_facet |
Bihud N.V.; Rasol N.E.; Imran S.; Awang K.; Ahmad F.B.; Mai C.-W.; Leong C.-O.; Cordell G.A.; Ismail N.H. |
author_sort |
Bihud N.V.; Rasol N.E.; Imran S.; Awang K.; Ahmad F.B.; Mai C.-W.; Leong C.-O.; Cordell G.A.; Ismail N.H. |
title |
Goniolanceolatins A-H, Cytotoxic Bis-styryllactones from Goniothalamus lanceolatus |
title_short |
Goniolanceolatins A-H, Cytotoxic Bis-styryllactones from Goniothalamus lanceolatus |
title_full |
Goniolanceolatins A-H, Cytotoxic Bis-styryllactones from Goniothalamus lanceolatus |
title_fullStr |
Goniolanceolatins A-H, Cytotoxic Bis-styryllactones from Goniothalamus lanceolatus |
title_full_unstemmed |
Goniolanceolatins A-H, Cytotoxic Bis-styryllactones from Goniothalamus lanceolatus |
title_sort |
Goniolanceolatins A-H, Cytotoxic Bis-styryllactones from Goniothalamus lanceolatus |
publishDate |
2019 |
container_title |
Journal of Natural Products |
container_volume |
82 |
container_issue |
9 |
doi_str_mv |
10.1021/acs.jnatprod.8b01067 |
url |
https://www.scopus.com/inward/record.uri?eid=2-s2.0-85071887359&doi=10.1021%2facs.jnatprod.8b01067&partnerID=40&md5=f24aead5a42422f067a84aa8d3354a86 |
description |
Eight new bis-styryllactones, goniolanceolatins A-H (1-8), possessing a rare α,β-unsaturated Î-lactone moiety with a (6S)-configuration, were isolated from the CH2Cl2 extract of the stembark and roots of Goniothalamus lanceolatus Miq., a plant endemic to Malaysia. Absolute structures were established through extensive 1D-A nd 2D-NMR data analysis, in combination with electronic dichroism (ECD) data. All of the isolates were evaluated for their cytotoxicity against human lung and colorectal cancer cell lines. Compounds 2 and 4 showed cytotoxicity, with IC50 values ranging from 2.3 to 4.2 μM, and were inactive toward human noncancerous lung and colorectal cells. Compounds 1, 3, 6, 7, and 8 showed moderate to weak cytotoxicity. Docking studies of compounds 2 and 4 showed that they bind with EGFR tyrosine kinase and cyclin-dependent kinase 2 through hydrogen bonding interactions with the important amino acids, including Lys721, Met769, Asn818, Arg157, Ile10, and Glu12. Copyright © 2019 American Chemical Society and American Society of Pharmacognosy. |
publisher |
American Chemical Society |
issn |
1633864 |
language |
English |
format |
Article |
accesstype |
|
record_format |
scopus |
collection |
Scopus |
_version_ |
1809677902586839040 |