Abstract:
:Ten stigmastane-type steroids bearing unusual Δ28-24-hydroxy side chains, dictyopterisins A-J, including three pairs of C-24 epimers, dictyopterisins B/C, F/G, and I/J, were isolated from the brown alga Dictyopteris undulata Holmes, together with two previously reported analogues, (24S)- and (24R)-saringosterol. Their structures were elucidated on the basis of extensive spectroscopic analysis, with their absolute configurations at the stereogenic center C-24 of the side chain being assigned by a direct comparison of 1H NMR data with those of related known compounds. The absolute configurations of the steroidal nuclei of dictyopterisins A, B, and H were determined using the modified Mosher's method. The mixture of dictyopterisins D and E and dictyopterisin I exhibited promising PTP1B inhibitory activities with IC50 values of 1.88 and 3.47 μM, respectively, comparable to the positive control oleanolic acid (IC50, 2.78 μM). In addition, the mixture of dictyopterisins D and E and dictyopterisins F-J displayed significant cytotoxicities against the human cancer cell lines HL-60 (IC50 from 1.02 to 2.70 μM) and A-549 (IC50 from 1.35 to 2.85 μM).
journal_name
Phytochemistryjournal_title
Phytochemistryauthors
Feng MT,Wang T,Liu AH,Li J,Yao LG,Wang B,Guo YW,Mao SCdoi
10.1016/j.phytochem.2017.11.013subject
Has Abstractpub_date
2018-02-01 00:00:00pages
25-35eissn
0031-9422issn
1873-3700pii
S0031-9422(17)30362-Xjournal_volume
146pub_type
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