scholarly journals Two New Asterosaponins from the Far Eastern Starfish Lethasterias fusca

2012 ◽  
Vol 7 (7) ◽  
pp. 1934578X1200700 ◽  
Author(s):  
Natalia V. Ivanchina ◽  
Anatoly I. Kalinovsky ◽  
Alla A. Kicha ◽  
Timofey V. Malyarenko ◽  
Pavel S. Dmitrenok ◽  
...  

Two new asterosaponins, lethasteriosides A (1) and B (2), were isolated along with previously known thornasteroside A (3), anasteroside A (4), and luidiaquinoside (5) from the ethanolic extract of the Far Eastern starfish Lethasterias fusca. The structures of the new compounds were elucidated by extensive NMR and ESIMS techniques, and chemical transformations. Compounds 1 and 3–5 did not show any apparent cytotoxicity against cancer cell lines T-47D, RPMI-7951, and HCT-116, but glycoside 1, at concentration of 20 μM, demonstrated considerable inhibition of the T-47D (97%), RPMI-7951 (90%) and HCT-116 (90%) cell colony formations in a soft agar clonogenic assay.

2014 ◽  
Vol 9 (9) ◽  
pp. 1934578X1400900 ◽  
Author(s):  
Alla A. Kicha ◽  
Thi H. Dinh ◽  
Natalia V. Ivanchina ◽  
Timofey V. Malyarenko ◽  
Anatoly I. Kalinovsky ◽  
...  

Three new steroid biglycosides, plancisides A-C (1-3), were isolated from the ethanolic extract of the starfish Acanthaster planci. The structures of 1-3 were determined by extensive NMR and ESI-MS techniques, as (24 S)-28- O-[β-D-galactofuranosyl-(1→5)-α-L-arabinofuranosyl]-24-methyl-5α-cholestane-3β,4β,6α,8,15β,16β,28-heptol (1), (24 S)-28- O-[α-L-fucopyranosyl-(1→2)-3- O-methyl-β-D-xylopyranosyl]–24-methyl-5α-cholestane-3β,4β,6α,8,15β,16β,28-heptol (2) and (24 S)-28- O-[2,4-di- O-methyl-β-D-xylopyranosyl-(1→2)-α-L-arabinofuranosyl]-24-methyl-5α-cholestane-3β,4β,6α,8,15β,16β,28-heptol 6- O-sulfate (3), respectively. Compound 2 is the first steroid glycoside containing an α-fucopyranose unit found from starfish. Compound 1 slightly inhibits cell proliferation of HCT-116, T-47D, and RPMI-7951 cancer cell lines, but has no effect on colony formation of these cells in a soft agar clonogenic assay.


2007 ◽  
Vol 2 (1) ◽  
pp. 1934578X0700200 ◽  
Author(s):  
Alla A. Kicha ◽  
Natalia V. Ivanchina ◽  
Anatoly I. Kalinovsky ◽  
Pavel S. Dmitrenok ◽  
Natalia V. Palyanova ◽  
...  

Two new steroid glycosides, linckosides L1 (1) and L2 (2), were isolated, along with the previously known echinasteroside C (3) from the ethanolic extract of the Vietnamese blue starfish, Linckia laevigata. The structures of the new compounds were elucidated by spectroscopic methods (mainly 2D NMR) and chemical transformations. Lifetime observations and analyses of silver impregnated preparations on the culture of neuroblastoma C-1300 cells showed that glycosides 1, 2, and 3 are capable of inducing neuronal differentiation similar to that of neurotrophins and of enhancing substantially the neuritogenic activity of NGF.


2016 ◽  
Vol 11 (9) ◽  
pp. 1934578X1601100 ◽  
Author(s):  
Roman S. Popov ◽  
Natalia V. Ivanchina ◽  
Anatoly I. Kalinovsky ◽  
Sofiya D. Kharchenko ◽  
Alla A. Kicha ◽  
...  

A new asterosaponin aphelasteroside F (1) was isolated from the ethanolic extract of the Far Eastern starfish Aphelasterias japonica along with the previously known ophidianoside F (2). The structure of 1 was elucidated by extensive use of NMR and ESI-MS techniques, and chemical transformations. Compound 1 contains a new type of asterosaponin carbohydrate chain linked to C-6 of the steroid aglycone aphelaketotriol. Compounds 1 and 2 at non-toxic concentrations slightly inhibited cell proliferation and colony formation of the cancer melanoma cell lines SK-Mel-28, SK-Mel-5, and RPMI-7951.


2017 ◽  
Vol 12 (11) ◽  
pp. 1934578X1701201 ◽  
Author(s):  
Zushang Su ◽  
Ping Wang ◽  
Wei Yuan ◽  
Greg Grant ◽  
Shiyou Li

Two new compounds, maclurin A (1) and maclurin B (2), and six known ones, ononin (3), pterofuran (4), osajin (5), pomiferin (6), 3,4-dihydroxybenzoic acid (7), and 2,3,4-trihydroxybenzoic acid (8) were isolated from the fruit of Maclura pomifera. Compounds 3 and 4 were isolated from the genus for the first time. Structure elucidation was achieved by spectroscopic measurements and by comparison with literature data. Compounds 2-4 exhibited activities against the cancer cell lines A549 and Panc-28 with GI50 values from 18.1 to 32.2, and 20.6 to 43.5 μM, respectively. Compounds 2 and 4 also showed cytotoxicity against HCT 116 with GI50 values of 47.2 and 24.4 μM, respectively.


Marine Drugs ◽  
2020 ◽  
Vol 18 (5) ◽  
pp. 260
Author(s):  
Timofey V. Malyarenko ◽  
Alla A. Kicha ◽  
Olesya S. Malyarenko ◽  
Viktor M. Zakharenko ◽  
Ivan P. Kotlyarov ◽  
...  

Four new conjugates, esters of polyhydroxysteroids with long-chain fatty acids (1–4), were isolated from the deep-water Far Eastern starfish Ceramaster patagonicus. The structures of 1–4 were established by NMR and ESIMS techniques as well as chemical transformations. Unusual compounds 1–4 contain the same 5α-cholestane-3β,6β,15α,16β,26-pentahydroxysteroidal moiety and differ from each other in the fatty acid units: 5′Z,11′Z-octadecadienoic (1), 11′Z-octadecenoic (2), 5′Z,11′Z-eicosadienoic (3), and 7′Z-eicosenoic (4) acids. Previously, only one such steroid conjugate with a fatty acid was known from starfish. After 72 h of cell incubation, using MTS assay it was found that the concentrations of compounds 1, 2, and 3 that caused 50% inhibition of growth (IC50) of JB6 Cl41 cells were 81, 40, and 79 µM, respectively; for MDA-MB-231 cells, IC50 of compounds 1, 2, and 3 were 74, 33, and 73 µM, respectively; for HCT 116 cells, IC50 of compounds 1, 2, and 3 were 73, 31, and 71 µM, respectively. Compound 4 was non-toxic against tested cell lines even in three days of treatment. Compound 2 (20 µM) suppressed colony formation and migration of MDA-MB-231 and HCT 116 cells.


2009 ◽  
Vol 62 (9) ◽  
pp. 1185 ◽  
Author(s):  
Sophia A. Kolesnikova ◽  
Ekaterina G. Lyakhova ◽  
Anatoly I. Kalinovsky ◽  
Pavel S. Dmitrenok ◽  
Sergei A. Dyshlovoy ◽  
...  

Two new compounds, dictyohydroperoxide 1 and hydroperoxyacetoxycrenulide 2, (Scheme 1) containing hydroperoxyl groups rarely found in algal terpenoids were isolated from the Russian population of brown alga Dictyota dichotoma. The known compounds acetoxycrenulide 4 and squalene were also found in this algal species for the first time. Some of the isolated compounds showed moderate cytoxicity against human cancer cell lines.


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